WO2014017485A1 - Food or beverage containing fruit juice - Google Patents

Food or beverage containing fruit juice Download PDF

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Publication number
WO2014017485A1
WO2014017485A1 PCT/JP2013/069917 JP2013069917W WO2014017485A1 WO 2014017485 A1 WO2014017485 A1 WO 2014017485A1 JP 2013069917 W JP2013069917 W JP 2013069917W WO 2014017485 A1 WO2014017485 A1 WO 2014017485A1
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Prior art keywords
fruit juice
juice
food
glutamyl
peptide
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PCT/JP2013/069917
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French (fr)
Japanese (ja)
Inventor
一輝 小野山
ひろみ 高橋
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味の素株式会社
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Publication of WO2014017485A1 publication Critical patent/WO2014017485A1/en

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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
    • A23L2/02Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation containing fruit or vegetable juices
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
    • A23L2/52Adding ingredients
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/88Taste or flavour enhancing agents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/17Amino acids, peptides or proteins
    • A23L33/18Peptides; Protein hydrolysates

Definitions

  • the present invention provides at least one peptide selected from the group consisting of ⁇ -glutamylvalylglycine, ⁇ -glutamyl-2-aminobutyric acid, ⁇ -glutamyl-norvalyl-glycine, ⁇ -glutamyl-norvaline, and salts thereof, or
  • the present invention relates to a food or drink containing salt and fruit juice.
  • the present invention also provides at least one peptide selected from the group consisting of ⁇ -glutamylvalylglycine, ⁇ -glutamyl-2-aminobutyric acid, ⁇ -glutamyl-norvalyl-glycine, ⁇ -glutamyl-norvaline, and salts thereof. Or it is related with the enhancer of the fruit juice feeling of food-drinks using the salt, and the enhancement method.
  • Fruit juice-containing foods and drinks are very popular with many people because of their unique refreshing flavor. From the viewpoint of enriching the flavor, it is generally preferred that the content of fruit juice in food and drink is high. However, when the amount of fruit juice increases, the sugar content and calories increase according to the amount of the juice, which may not be suitable for consumers who are highly conscious about health or diet. Moreover, depending on the kind of fruit juice, the unpleasant taste and smell which itself has may be felt together. For this reason, foods and drinks with a low content of fruit juice are often provided. In this case, a low-calorie high-intensity sweetener, a large amount of flavor, and the like are added to supplement the flavor.
  • Patent Document 5 hesperidin glycoside or a mixture of this with hesperidin
  • Patent Document 6 specific ⁇ -linked galactooligosaccharide
  • ⁇ -glutamylvalylglycine is a known peptide in which glutamic acid, valine and glycine are bound, and is known to be an agonist of calcium receptor (CaSR) together with other structurally similar peptides (Patent Document 7).
  • CaSR calcium receptor
  • Patent Document 7 It has been reported that ⁇ -glutamyl valylglycine has an action of imparting a rich taste to consomme soup through activation of a calcium receptor (Patent Document 7). It has also been reported that ⁇ -glutamylvalylglycine has an action of improving the body feeling of sweet substances and improving the bitterness peculiar to sweet substances (Patent Document 8).
  • the above-mentioned sweet substances are mainly high-intensity sweeteners such as aspartame, sucralose and acesulfame K, and ⁇ -glutamylvalylglycine is used to improve the quality of sweetness exhibited by the high-intensity sweeteners, particularly thickness and bitterness.
  • ⁇ -glutamylvalylglycine is used to improve the quality of sweetness exhibited by the high-intensity sweeteners, particularly thickness and bitterness.
  • ⁇ -Glutamyl-2-aminobutyric acid is a peptide in which glutamic acid and aminobutyric acid are bound, and has high CaSR agonist activity and extremely excellent body taste imparting effect. It is known that can be imparted.
  • the seasoning containing the peptide has a taste pattern similar to the taste pattern of salt, so it can give a salty taste and a taste / punch to the taste of low-salt food. Even if the amount is decreased, the same salty taste as the original food can be maintained, and a health-oriented food can be obtained. Examples of such foods include various soups and various sauces (Patent Document 9).
  • ⁇ -Glutamyl-norvalyl-glycine is a peptide in which glutamic acid, norvaline and glycine are bound, has high CaSR agonist activity and extremely excellent body taste imparting effect, and particularly has a taste pattern with a medium aftertaste type. It is known that can be imparted.
  • the richness imparting agent comprising the peptide can impart a fat-like richness and smoothness to the taste of a low-fat food, so even if the fat content in the fat-containing food is reduced, the richness similar to that of the original food Can maintain a feeling and can be a health-conscious food. Examples of such foods include meat-containing foods and dairy products (Patent Document 10).
  • ⁇ -Glutamyl-norvaline is a peptide in which glutamic acid and norvaline are combined, and has high CaSR agonist activity and an extremely excellent body taste imparting effect, and in particular, imparts the body taste that has a taste pattern. It is known that Since the taste pattern of the peptide is similar to the taste pattern of salt, the salt taste-like taste and taste / punch can be imparted to the taste of low-salt foods. Even if the amount is decreased, the same salty taste as the original food can be maintained, and a health-oriented food can be obtained. Examples of such foods include various soups and various sauces (Patent Document 11).
  • This invention aims at providing the food / beverage products with high palatability and the fruit juice sensation which fruit juice exhibits is effectively strengthened. Moreover, an object of this invention is to provide the agent for enhancing the fruit juice feeling of food / beverage products effectively, and the enhancement method of the fruit juice feeling of food / beverage products.
  • the present inventors have found that certain peptides, specifically, ⁇ -glutamylvalylglycine, ⁇ -glutamyl-2-aminobutyric acid, ⁇ -glutamyl-norvalyl-glycine, ⁇ -It has been found that by combining at least one peptide selected from the group consisting of glutamyl-norvaline and their salts, or a salt thereof with the fruit juice, the fruit juice sensation provided by the fruit juice is effectively enhanced. Furthermore, the present inventors have found that these peptides or their salts not only act to enhance the fruit juice feeling, but also enhance the thickness and sweetness of the fruit juice-containing food and drink. Based on this finding, the present inventors have completed the present invention through further research.
  • the present invention relates to the following.
  • At least one peptide selected from the group consisting of ⁇ -glutamylvalylglycine, ⁇ -glutamyl-2-aminobutyric acid, ⁇ -glutamyl-norvalyl-glycine, ⁇ -glutamyl-norvaline, and salts thereof, or a salt thereof A food or drink product containing fruit juice.
  • a fruit juice-enhancing agent for foods and drinks comprising [8] At least one peptide selected from the group consisting of ⁇ -glutamylvalylglycine, ⁇ -glutamyl-2-aminobutyric acid, ⁇ -glutamyl-norvalyl-glycine, ⁇ -glutamyl-norvaline, and salts thereof, or a salt thereof
  • a method for enhancing the fruit juice sensation of food and drink characterized by adding to the food and drink.
  • the taste quality comparable as a food / beverage product with high content of fruit juice can be provided.
  • the peptides or salts thereof used in the present invention are tasteless and odorless per se, the preferred flavor peculiar to the enhanced fruit juice is not impaired at all, and a food and drink with extremely high palatability can be provided.
  • the fiber contained in fruit juice precipitates in food / beverage products with passage of time, and the color tone and flavor of food / beverage products derived from fruit juice are often seen.
  • the technique of the present invention is used, these problems can be solved, and the quality stability of the fruit juice-containing food or drink is improved.
  • the technology of the present invention can also contribute to the reduction of the manufacturing cost of the food and drink.
  • FIG. 1 shows the result of evaluating the “thickness” in a lemonade model beverage.
  • the vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each sample.
  • FIG. 2 shows the result of evaluating the “fruit juice feeling” in a lemonade model beverage.
  • the vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each sample.
  • FIG. 3 shows the result of evaluating “strength of post-sweetness” in a lemonade model beverage.
  • the vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each sample.
  • FIG. 4 shows the results of evaluating “sweetness intensity” in an orange model beverage.
  • the vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of ⁇ -glutamylvalylglycine.
  • FIG. 5 shows the result of evaluating the “thickness” in the orange model beverage.
  • the vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of ⁇ -glutamylvalylglycine.
  • FIG. 6 shows the result of evaluating the “fruit juice feeling” in an orange model beverage.
  • the vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of ⁇ -glutamylvalylglycine.
  • FIG. 7 shows the results of evaluation of “sweetness intensity” in an orange model beverage.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice.
  • FIG. 8 shows the result of evaluating the “thickness” in the orange model beverage.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice.
  • FIG. 9 shows the results of evaluating the “fruit juice feeling” in an orange model beverage.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice.
  • FIG. 10 shows the result of evaluating “preference” in an orange model beverage.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice.
  • FIG. 11 shows the result of evaluating the “fruit juice feeling” in each fruit juice drink.
  • the vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each fruit juice drink.
  • FIG. 12 shows the results of evaluating the “intensity of sweetness”, “thickness”, and “feeling of fruit juice” in an orange model beverage.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the sample number to which each material is added.
  • FIG. 13 shows a result of evaluating “preference” in an orange model beverage.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the sample number to which each material is added.
  • FIG. 14 shows the results of evaluation of “intensity of sweetness”, “thickness”, “feeling of fruit juice”, and “preference” in orange jelly, orange sherbet, and malade.
  • shaft of a graph shows a score (point) and the horizontal axis of a graph shows each fruit juice containing food / beverage products.
  • FIG. 15 shows the results of evaluating the “intensity of sweetness”, “thickness”, “feeling of fruit juice”, and “preference” in orange jelly containing fruit juice at a high concentration.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the fruit juice concentration.
  • FIG. 16 shows the results of evaluation of “sweetness intensity”, “thickness”, “fruit juice feeling”, and “preference” in an orange sherbet containing fruit juice at a high concentration.
  • the vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the fruit juice concentration.
  • FIG. 17 shows the results of evaluation of “sweetness intensity”, “thickness”, “fruit juice feeling”, and “preference” in orange juice added with ⁇ -glutamyl-2-aminobutyric acid.
  • the vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of ⁇ -glutamyl-2-aminobutyric acid.
  • FIG. 18 shows the evaluation results of “sweetness intensity”, “thickness”, “fruit juice feeling”, and “preference” in orange juice to which ⁇ -glutamyl-norvalyl-glycine was added.
  • the vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of ⁇ -glutamyl-norvalyl-glycine.
  • FIG. 19 shows the evaluation results of “intensity of sweetness”, “thickness”, “feel of fruit juice”, and “preference” in orange juice to which ⁇ -glutamyl-norvaline was added.
  • the vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of ⁇ -glutamyl-norvaline.
  • the food or drink of the present invention is at least one selected from the group consisting of ⁇ -glutamylvalylglycine, ⁇ -glutamyl-2-aminobutyric acid, ⁇ -glutamyl-norvalyl-glycine, ⁇ -glutamyl-norvaline, and salts thereof.
  • ⁇ -glutamylvalylglycine ⁇ -glutamyl-2-aminobutyric acid
  • ⁇ -glutamyl-norvalyl-glycine ⁇ -glutamyl-norvaline, and salts thereof.
  • peptide selected from the group which consists of, or its salt, and fruit juice It is characterized by the above-mentioned.
  • One peptide selected from the group consisting of ⁇ -glutamylvalylglycine, ⁇ -glutamyl-2-aminobutyric acid, ⁇ -glutamyl-norvalyl-glycine, ⁇ -glutamyl-norvaline, and salts thereof, or a salt thereof Sometimes referred to as an inventive peptide for convenience.
  • the fruit juice feeling can be remarkably enhanced by adding the peptide of the present invention or a salt thereof to the fruit juice-containing food or drink.
  • “fruit juice feeling” is a preferable flavor unique to fruit juice provided by fruit juice, and cannot be expressed by taste alone such as sweetness, acidity, thickness, etc. The flavor is felt in a comprehensive state.
  • the fruit juice feeling of food and drink can be confirmed mainly by sensory evaluation.
  • ⁇ -Glutamylvalylglycine (also referred to as ⁇ -Glu-Val-Gly) used in the present invention is a known peptide in which three kinds of amino acids, glutamic acid, valine and glycine are bound. Specifically, it is a peptide in which the amino group of valine has a peptide bond to the carboxyl group at the ⁇ -position of glutamic acid, and the amino group of glycine has a peptide bond to the carboxyl group of valine, and is arranged in the order of glutamic acid, valine, and glycine. . Its structural formula is shown as follows. In the present invention, ⁇ -glutamylvalylglycine includes any optical isomer.
  • ⁇ -Glutamylvalylglycine is a known peptide as described above.
  • a known method such as (1) a method of chemical synthesis or (2) a method of synthesis by an enzymatic reaction is appropriately used.
  • ⁇ -glutamylvalylglycine in the present invention can also be produced according to the method described in WO2007 / 055393.
  • ⁇ -Glutamyl-2-aminobutyric acid (also referred to as ⁇ -Glu-Abu) used in the present invention is a known peptide in which glutamic acid and 2-aminobutyric acid are bound. Specifically, it is a peptide in which the amino group of 2-aminobutyric acid is bonded to the carboxyl group at the ⁇ -position of glutamic acid. Its structural formula is shown as follows. In the present invention, ⁇ -glutamyl-2-aminobutyric acid includes any optical isomer.
  • ⁇ -Glutamyl-2-aminobutyric acid is a known peptide, for example, by appropriately using a known method such as (1) a chemical synthesis method or (2) a synthesis method by enzymatic reaction. Can be manufactured.
  • ⁇ -Glutamyl-norvalyl-glycine (also referred to as ⁇ -Glu-Nva-Gly) used in the present invention is a known peptide in which three kinds of amino acids, glutamic acid, norvaline and glycine are bound. Specifically, it is a peptide in which the amino group of norvaline has a peptide bond to the carboxyl group at the ⁇ -position of glutamic acid, and the amino group of glycine has a peptide bond to the carboxyl group of norvaline, and is arranged in the order of glutamic acid, norvaline, and glycine. . Its structural formula is shown as follows. In the present invention, ⁇ -glutamyl-norvalyl-glycine includes any optical isomer.
  • ⁇ -Glutamyl-norvalyl-glycine is a known peptide and is produced by appropriately using, for example, a known method such as (1) a method of chemical synthesis or (2) a method of synthesis by an enzymatic reaction. can do.
  • ⁇ -glutamyl-norvalyl-glycine in the present invention can also be produced according to the method described in WO2011 / 081186.
  • ⁇ -Glutamyl-norvaline (also referred to as ⁇ -Glu-Nva) used in the present invention is a known peptide in which two types of amino acids, glutamic acid and norvaline, are bound. Specifically, it is a peptide in which the amino group of norvaline is bonded to the carboxyl group at the ⁇ -position of glutamic acid. Its structural formula is shown as follows. In the present invention, ⁇ -glutamyl-norvaline includes any optical isomer.
  • ⁇ -Glutamyl-norvaline is a known peptide and can be produced by appropriately using, for example, a known method such as (1) a chemical synthesis method or (2) a synthesis method by enzymatic reaction. Can do.
  • ⁇ -glutamyl-norvaline in the present invention can also be produced according to the method described in WO2011 / 081185.
  • the peptide of the present invention may be in the form of a salt.
  • the salt is not particularly limited as long as it is an edible salt or a pharmacologically acceptable salt.
  • an acidic group such as a carboxyl group
  • a salt with an alkali metal such as sodium or potassium.
  • Salts with alkaline earth metals such as calcium and magnesium; ammonium salts; aluminum salts; zinc salts; salts with organic amines such as triethylamine, ethanolamine, morpholine, pyrrolidine, piperidine, piperazine, dicyclohexylamine; arginine, lysine, etc.
  • a salt with a basic amino acid for an acidic group such as a carboxyl group
  • a salt with an alkali metal such as sodium or potassium.
  • Salts with alkaline earth metals such as calcium and magnesium
  • ammonium salts such as calcium and magnesium
  • aluminum salts such as calcium and magnesium
  • ammonium salts aluminum salt
  • salts with inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid, hydrobromic acid; acetic acid, citric acid, benzoic acid, maleic acid, fumaric acid, tartaric acid , Salts with organic carboxylic acids such as tannic acid, butyric acid, hibenzic acid, pamoic acid, enanthic acid, decanoic acid, deocric acid, salicylic acid, lactic acid, oxalic acid, mandelic acid, malic acid; methanesulfonic acid, benzenesulfonic acid, Mention may be made of salts with organic sulfonic acids such as p-toluenesulfonic acid.
  • the content of the peptide of the present invention or a salt thereof is usually 0.1 to 200 ppm by weight with respect to the total weight of the food and drink.
  • the content is within the above range, the fruit juice feeling of the food and drink can be effectively enhanced. Even if it exceeds 200 ppm by weight, the effect of enhancing the feeling of fruit juice is not necessarily obtained, but the peptide of the present invention or a salt thereof tends to break the balance of the taste of food and drink.
  • the total amount is set to be within the above range, but the ratio is appropriately determined depending on the strength of the fruit juice enhancement effect of each peptide. .
  • the preferred range of the content is 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight.
  • the preferable range of the content is 10 to 60 ppm by weight, more preferably 30 to 40 ppm by weight.
  • the preferable range of the content is 0.5 to 10 ppm by weight, more preferably 1 to 5 ppm by weight.
  • a preferable range of the content of ⁇ -glutamyl-norvaline or a salt thereof is 0.5 to 10 ppm by weight, more preferably 1 to 3 ppm by weight.
  • the content depends on the type of peptide constituting the content, and the preferred range of the content when used alone according to the fruit juice enhancing effect of each peptide. It can be determined with reference.
  • the salt of each peptide this shall be converted into a free body and the content shall be computed.
  • the peptide of the present invention or a salt thereof can exert an effect when combined with fruit juice.
  • the content of fruit juice is usually 0.01 to 100%.
  • the content of the fruit juice in the present invention is calculated by the concentration factor of the fruit juice raw material and the blending amount in the food or drink. Specifically, when the concentration factor of the fruit juice raw material is X times and the blending amount of the fruit juice raw material in the food and drink is Y wt% (w / w), the content of the fruit juice in the present invention (Z%) Is calculated by the following formula (I).
  • the content of the fruit juice is 15%, and the concentrated fruit juice (concentrated 5 times) is consumed as food and drink.
  • the content of the fruit juice is 100%.
  • the preferred range of the content of fruit juice is 1 to 100%, more preferably 13 to 50%. In the present specification, unless otherwise specified, both wt% and wt ppm are determined in w / w.
  • the said content ratio is computed using content of the peptide of this invention, or its salt, and content of the fruit juice mentioned above. When both content ratio is in the said range, the fruit juice feeling of food-drinks is enhanced effectively.
  • the content ratio is preferably 1: 2 ⁇ 10 2 to 1:10 6 , more preferably 1: 4 ⁇ 10 4 to 1:10 5 .
  • the total amount thereof is used as the content (the peptide of the present invention or a salt thereof), but depending on the strength of the fruit juice enhancement effect of each peptide,
  • the content ratio can vary.
  • the fruit juice used in the present invention may be any juice as long as it contains juice obtained by pressing the fruit.
  • the fruit juice may be concentrated fruit juice (or concentrated reduced fruit juice in which it has been diluted), or non-concentrated fruit juice (straight fruit juice).
  • a fruit juice can be manufactured using a method well-known to those skilled in the art according to the kind of fruit and the aspect of fruit juice. In the present invention, a commercially available product is preferably used.
  • the fruit juice in the present invention is citrus fruit juice, non-citrus fruit juice, or a combination of both, preferably citrus fruit juice.
  • citrus juice include lemon juice, orange juice, grapefruit juice, lime juice, and yuzu juice.
  • lemon juice and orange juice are preferable in the present invention.
  • Non-citrus juices include apple juice, grape juice, pineapple juice, mango juice, white grape juice, strawberry juice, peach juice, cherry juice, none juice, blueberry juice, kiwifruit juice, cranberry juice, gooseberry juice Guava juice, banana juice, fig juice and the like.
  • apple juice, grape juice, pineapple juice, mango juice, white grape juice, strawberry juice, peach juice, a combination of mango juice and apple juice, and white grape juice, strawberry juice and peach juice A combination is preferred.
  • Each said fruit juice can be used individually or in combination of 2 or more types.
  • the food and drink of the present invention may further contain acids such as citric acid, ascorbic acid, adipic acid, gluconic acid, tartaric acid, acetic acid, lactic acid, fumaric acid, malic acid, phosphoric acid, itaconic acid, phytic acid and the like. it can.
  • acids such as citric acid, ascorbic acid, adipic acid, gluconic acid, tartaric acid, acetic acid, lactic acid, fumaric acid, malic acid, phosphoric acid, itaconic acid, phytic acid and the like. It can.
  • an acid a preferable sourness can be further imparted to the food or drink of the present invention.
  • the acid content is usually 0.001 to 15% by weight, preferably 0.01 to 10% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the food and drink.
  • the food and drink of the present invention may further contain a fragrance (also referred to as “flavor”).
  • a fragrance also referred to as “flavor”.
  • flavor is not specifically limited, It is preferable to match
  • citrus fruit juice it is preferable to use a citrus flavor.
  • orange juice it is preferable to use an orange flavor (also referred to as “orange flavor”). By doing so, the fruit juice sensation of food and drink becomes a more preferable state.
  • the fragrance may be composed of only a single compound, or may be a mixture of a plurality of compounds in an appropriate blending amount.
  • a commercially available fragrance is preferably used.
  • the content of the fragrance is usually 0.0001 to 1% by weight, preferably 0.001 to 0.5% by weight, more preferably 0.01 to 0.3% by weight, based on the total weight of the food and drink.
  • the food and drink of the present invention are added with excipients, binders, thickeners, stabilizers, emulsifiers, preservatives, sweeteners, pH adjusters and the like that are commonly used in the food and drink field.
  • An agent can be appropriately contained depending on the form of the food or drink.
  • Examples of the form of the food and drink according to the present invention include liquid, gel, paste, powder, granule, and solid.
  • Specific examples of the food and drink of the present invention include, but are not limited to, juice, fruit liquor, jelly, yogurt, ice cream, sorbet, jam, malade, chocolate, gummy and the like.
  • the method for producing a food or drink according to the present invention includes (1) a step of adding the peptide of the present invention or a salt thereof, and (2) a step of adding fruit juice.
  • the peptide of the present invention or a salt thereof and fruit juice are as described above, and the preferred embodiments are also the same as described above. Moreover, the form and kind (specific example), etc. of the food / beverage products made into object are the same as the above.
  • the addition amount of the peptide of the present invention or a salt thereof in the production method of the present invention is usually 0.1 to 200 ppm by weight.
  • the total amount is set to be within the above range, but the ratio is appropriately determined depending on the strength of the fruit juice enhancement effect of each peptide.
  • the amount added is preferably 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight.
  • the amount added is preferably 10 to 60 ppm by weight, more preferably 30 to 40 ppm by weight.
  • the amount added is preferably 0.5 to 10 ppm by weight, more preferably 1 to 5 ppm by weight.
  • the amount added is preferably 0.5 to 10 ppm by weight, more preferably 1 to 3 ppm by weight.
  • the amount of each added is the amount of addition when using the above alone depending on the type of peptide to be added and the effect of enhancing the fruit juice feeling of each peptide. It can be determined with reference to the preferred range.
  • “addition amount” in the present specification is an amount added to food and drink, and is expressed as a ratio of the weight of the additive to the total weight of the food and drink unless otherwise specified.
  • the added amount of the peptide of the present invention or a salt thereof is within the above range, the fruit juice sensation of the food or drink can be effectively enhanced.
  • the amount of fruit juice added in the production method of the present invention is usually 0.01 to 100%, preferably 1 to 100%, more preferably 13 to 50%.
  • the addition amount of the fruit juice in this invention is computed with the concentration rate of a fruit raw material, and the compounding quantity in the food / beverage products. Specifically, when the concentration factor of the fruit juice raw material is P times and the blending amount of the fruit juice raw material in the food or drink is Q% by weight (w / w), the amount of fruit juice added in the present invention (R%) Is calculated by the following formula (II).
  • the amount of the fruit juice added is 15%.
  • the ratio of both addition amounts is in the above range, the fruit juice sensation of the food and drink can be effectively enhanced.
  • the total amount thereof is used as the added amount (the peptide of the present invention or a salt thereof), but depending on the strength of the fruit juice enhancement effect of each peptide, The ratio of the amount added to can vary.
  • the steps (1) and (2) may be performed simultaneously or separately. That is, the peptide of the present invention or a salt thereof may be added simultaneously with the fruit juice, or may be added with a time difference from the addition of the fruit juice. When both are added separately, the peptide of the present invention or a salt thereof may be added first, or may be added later.
  • the time interval for adding both is appropriately set according to the form and type of the food and drink, and can be, for example, 1 second to 1 hour, but is not particularly limited thereto. When using 2 or more types as a peptide of this invention, addition of each peptide may be separate or simultaneous.
  • Processes other than the above (1) and (2) can be appropriately provided with contents known to those skilled in the art depending on the type of food and drink. Moreover, the specific operation
  • work in manufacture of food / beverage products can be suitably performed according to a publicly known method according to the kind etc. of food / beverage products.
  • the present invention also provides a fruit juice sensation enhancer comprising the peptide of the present invention or a salt thereof as an active ingredient (hereinafter referred to as “the agent of the present invention”).
  • the agent of this invention By using the agent of this invention, the fruit juice feeling can be effectively strengthened with respect to food-drinks. Therefore, this invention also provides the food / beverage products containing the agent of this invention.
  • the peptide of this invention or its salt has the effect
  • These foods and drinks are not particularly limited, and specific examples include those exemplified above.
  • the agent of the present invention is not particularly limited, it is preferably used for food and drink applications, and can be a carrier that can be usually used in the food and drink field as necessary for preparations, such as excipients, binders, thickeners, A buffer, an emulsifier, a stabilizer, a pH adjuster, an antiseptic, a fragrance, and the like can be appropriately blended.
  • the type and content of the carrier can be appropriately set according to the purpose of use of the agent of the present invention.
  • the agent of the present invention can be composed only of the peptide of the present invention or a salt thereof without using other components such as the carrier.
  • the content of the peptide of the present invention or a salt thereof in the agent of the present invention is not particularly limited, but is, for example, 0.0001 to 100% by weight with respect to the total weight of the agent of the present invention.
  • the total amount thereof is used as the content (the peptide of the present invention or a salt thereof), but the above content is included depending on the strength of the fruit juice enhancement effect of each peptide.
  • the amount can vary.
  • Examples of the form of the agent of the present invention include liquid, gel, paste, powder, granule, and solid.
  • the agent of the present invention can be produced by a method known per se according to the form.
  • the agent of the present invention can be added to food and drink as it is or after being mixed with other additives.
  • the addition method is not particularly limited, and can be performed by a method known per se.
  • the agent of this invention may be added directly to the raw material before manufacture of food / beverage products, or may be added during manufacture of food / beverage products. When adding during manufacture, it can add simultaneously with the raw material of food-drinks, or separately from a raw material.
  • the agent of this invention may be added after manufacture of food / beverage products, and may be added at the time of eating / drinking food / beverage products.
  • the addition amount of the agent of the present invention in food and drink is not particularly limited, and can be appropriately set according to the amount of active ingredients. That is, the agent of the present invention is added to a food or drink so that the content of the peptide of the present invention or a salt thereof is usually 0.1 to 200 ppm by weight with respect to the total weight of the food or drink.
  • the content thereof is preferably 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight based on the total weight of the food and drink. It is added to food and drink.
  • ⁇ -glutamyl-2-aminobutyric acid or a salt thereof When ⁇ -glutamyl-2-aminobutyric acid or a salt thereof is used alone as the peptide of the present invention, its content is preferably 10 to 60 ppm by weight, more preferably 30 to 40 ppm, based on the total weight of the food and drink. It is added to foods and drinks so that it may become ppm by weight.
  • ⁇ -glutamyl-norvalyl-glycine or a salt thereof is used alone as the peptide of the present invention, the content thereof is preferably 0.5 to 10 ppm by weight, more preferably 1 to It is added to food and drink so as to be 5 ppm by weight.
  • the content thereof is preferably 0.5 to 10 ppm by weight, more preferably 1 to 3 wt. It is added to food and drink so that it becomes ppm.
  • the content depends on the type of peptide constituting the content, and the preferred range of the content when used alone according to the fruit juice enhancing effect of each peptide. It can be determined with reference. By adding the agent of this invention as the said range, the fruit juice feeling of food-drinks can be strengthened effectively.
  • this invention provides the method of enhancing the fruit juice feeling of food-drinks characterized by adding the peptide of this invention, or its salt further to food-drinks. Since the peptide of this invention or its salt has the effect
  • Such foods and drinks are not particularly limited, and specific examples include those exemplified above.
  • the addition amount is usually 0.1 to 200 ppm by weight as described above.
  • the total addition amount is set within the above range, but the ratio is appropriately determined according to the strength of the fruit juice enhancement effect of each peptide. decide.
  • the amount added is preferably 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight.
  • the addition amount of ⁇ -glutamyl-2-aminobutyric acid or a salt thereof is preferably 10 to 60 ppm by weight, more preferably Is 30 to 40 ppm by weight.
  • the addition amount is preferably 0.5 to 10 ppm by weight, more preferably 1 to 5 ppm by weight.
  • the amount added is preferably 0.5 to 10 ppm by weight, more preferably 1 to 3 ppm by weight.
  • the amount of each added depends on the type of peptide used, and the preferred range of the content when used alone according to the fruit juice enhancing effect of each peptide It can be determined with reference to.
  • the obtained samples were evaluated by 6 expert panelists, and compared with the additive-free ⁇ -glutamylvalylglycine at each juice concentration, “sweetness intensity”, “thickness”, “fruit juice feeling” and “preference”
  • the evaluation items were scored from -3 to +3 points (in increments of 0.1 points). The results are shown in FIGS.
  • the obtained samples were stored at 24 ° C. and evaluated after 2 weeks and 4 weeks.
  • the evaluation of the samples was carried out by three specialized panelists regarding appearance and flavor.
  • the evaluation method the paired comparison method was used for all, and the sample before storage (0 day) was used as a control, and the rating was performed with 0 to 5 points (in increments of 0.1 points).
  • the appearance was evaluated so that the score was lowered when it was determined that the color changed with respect to the control, with the control scored 5.0.
  • the control was rated as 5.0, and the evaluation was made so that the score was lowered when a different flavor not found in the control was felt.
  • Tables 11 and 12 The results are shown in Tables 11 and 12.
  • the deterioration rate of both the appearance and flavor of the orange model beverage with 18% fruit juice was faster than that with 13% fruit juice.
  • the orange model beverage to which ⁇ -glutamyl valyl glyci is added at 13% fruit juice has a taste similar to that of a beverage containing 18% fruit juice, as shown in Table 3, but more than the beverage containing 18% fruit juice. Preservability was good.
  • the obtained samples were evaluated by 6 expert panelists and evaluated for “sweetness intensity”, “thickness”, “fruit juice” and “preference” using ⁇ -glutamylvalylglycine additive as a control. Items were scored from -3 to +3 points (in increments of 0.1). The result is shown in FIG.
  • the obtained samples were evaluated by 6 expert panelists and evaluated for “sweetness intensity”, “thickness”, “fruit juice” and “preference” using ⁇ -glutamylvalylglycine additive as a control. Items were scored from -3 to +3 points (in increments of 0.1). The results are shown in FIG. 15 (orange jelly) and FIG. 16 (orange sherbet).
  • ⁇ -glutamyl-2-aminobutyric acid was manufactured by Bachem Feinchemikalien AG, ⁇ -glutamyl-norvalyl-glycine was prepared according to the method described in WO2011 / 081186, and ⁇ -glutamyl-norvaline was prepared in WO2011 / 081185. Prepared according to the methods described.
  • the present invention it is possible to provide a food or drink that exhibits a sufficiently preferable fruit juice feeling even if the content of the fruit juice is small.
  • the fruit juice enhancing effect of the peptide of the present invention or a salt thereof found by the present invention is useful not only in the field of food and drink but also in the field of medicine and cosmetics.

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Abstract

The present invention provides a food or beverage comprising at least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline and salts thereof and a fruit juice. The present invention also provides: an agent for increasing the taste of a fruit juice in a food or beverage, which contains the peptide or a salt thereof as an active ingredient; and a method for increasing the taste of a fruit juice in a food or beverage, which is characterized by adding the peptide or a salt thereof to the food or beverage.

Description

果汁含有飲食品Fruit juice-containing food and drink
 本発明は、γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩と果汁とを含有する飲食品に関する。また、本発明は、γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩を用いた、飲食品の果汁感の増強剤及びその増強方法に関する。 The present invention provides at least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof, or The present invention relates to a food or drink containing salt and fruit juice. The present invention also provides at least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof. Or it is related with the enhancer of the fruit juice feeling of food-drinks using the salt, and the enhancement method.
 果汁含有飲食品は、その果汁が提供する独特の爽やかな風味に特徴があるため多くの人々に大変好まれている。その風味を充実化させるという観点から、一般に飲食品における果汁の含有量は多い方が好ましいとされている。しかしながら、果汁の量が増加すると、その量に応じて糖分やカロリーが高くなり、健康志向やダイエット志向の意識の高い消費者には適さない場合がある。また、果汁の種類によっては、それ自体が有する不快な味や臭いが合わせて感じられる場合もある。そのため、果汁の含有量が少ない飲食品が提供されることも多く、その際、その風味を補うために低カロリーの高甘味度甘味料や多量のフレーバー等が添加されている。 Fruit juice-containing foods and drinks are very popular with many people because of their unique refreshing flavor. From the viewpoint of enriching the flavor, it is generally preferred that the content of fruit juice in food and drink is high. However, when the amount of fruit juice increases, the sugar content and calories increase according to the amount of the juice, which may not be suitable for consumers who are highly conscious about health or diet. Moreover, depending on the kind of fruit juice, the unpleasant taste and smell which itself has may be felt together. For this reason, foods and drinks with a low content of fruit juice are often provided. In this case, a low-calorie high-intensity sweetener, a large amount of flavor, and the like are added to supplement the flavor.
 しかしながら、果汁低含量の飲食品は、やはり果汁高含量の飲食品に比べて味が単調であったり、人工的な風味が感じられたりするという欠点が見られる。これを解消するために、果汁が呈する独特の風味を改善させる手段がこれまでにいくつか開示されている。例えば、果汁や果皮等に含まれるビセニン-2(特許文献1)、高甘味度甘味料の味質を改善するゲンチオオリゴ糖(特許文献2)、トルラ酵母等より抽出される酵母エキス(特許文献3)、所定の方法により製造された清澄乳酸菌・酵母発酵乳清液(特許文献4)等が報告されている。また、果汁特有の苦味、酸味、渋味等を低減する素材として、ヘスペリジン配糖体又はこれとヘスペリジンとの混合物(特許文献5)や特定のα-結合ガラクトオリゴ糖(特許文献6)等が報告されている。これらの素材はそれぞれ果汁の風味の改善作用を有することが示されているが、その効果は必ずしも高いものではない。また、各種素材に応じて好ましくない臭いや味が感じられるなど、その嗜好性も高いものではない。 However, the low fruit juice foods and drinks have the disadvantage that the taste is monotonous and the artificial flavor is felt compared to the high fruit juice foods and drinks. In order to solve this problem, several means have been disclosed so far for improving the unique flavor of fruit juice. For example, Visenin-2 (Patent Document 1) contained in fruit juices and peels, gentiooligosaccharides that improve the taste of high-intensity sweeteners (Patent Document 2), yeast extract extracted from Torula yeast (Patent Document 3) ), Clarified lactic acid bacteria / yeast fermented whey (Patent Document 4) and the like produced by a predetermined method have been reported. Further, as materials for reducing the bitterness, sourness, astringency, etc. peculiar to fruit juice, hesperidin glycoside or a mixture of this with hesperidin (Patent Document 5), specific α-linked galactooligosaccharide (Patent Document 6), etc. are reported. Has been. Although each of these materials has been shown to have an effect of improving the flavor of fruit juice, the effect is not necessarily high. Moreover, the taste is not high, such as an unpleasant smell or taste being felt according to various materials.
 一方、γ-グルタミルバリルグリシンは、グルタミン酸、バリン及びグリシンが結合した公知のペプチドであり、他の構造類似のペプチドとともにカルシウム受容体(CaSR)のアゴニストであることが知られている(特許文献7)。そして、γ-グルタミルバリルグリシンは、カルシウム受容体の活性化を通じてコンソメスープに対してコク味を付与する作用を有することが報告されている(特許文献7)。また、γ-グルタミルバリルグリシンは、甘味物質のボディー感を改善し、甘味物質特有の苦味を改善する作用を有することも報告されている(特許文献8)。上記甘味物質は主にアスパルテーム、スクラロース及びアセスルファムK等の高甘味度甘味料であり、その高甘味度甘味料が呈する甘味の質、特に厚みや苦味を改善するためにγ-グルタミルバリルグリシンが使用されている。いずれの文献においても、γ-グルタミルバリルグリシンと果汁とが組み合わされた態様は記載されていない。また、γ-グルタミルバリルグリシンが果汁に対して直接的又は間接的に作用し、その果汁が提供する独特の好ましい風味の増強作用を有することはこれまでに全く報告されていない。 On the other hand, γ-glutamylvalylglycine is a known peptide in which glutamic acid, valine and glycine are bound, and is known to be an agonist of calcium receptor (CaSR) together with other structurally similar peptides (Patent Document 7). ). And it has been reported that γ-glutamyl valylglycine has an action of imparting a rich taste to consomme soup through activation of a calcium receptor (Patent Document 7). It has also been reported that γ-glutamylvalylglycine has an action of improving the body feeling of sweet substances and improving the bitterness peculiar to sweet substances (Patent Document 8). The above-mentioned sweet substances are mainly high-intensity sweeteners such as aspartame, sucralose and acesulfame K, and γ-glutamylvalylglycine is used to improve the quality of sweetness exhibited by the high-intensity sweeteners, particularly thickness and bitterness. Has been. None of the documents describes a mode in which γ-glutamylvalylglycine and fruit juice are combined. Moreover, it has not been reported so far that γ-glutamylvalylglycine acts directly or indirectly on fruit juice and has a unique and favorable flavor enhancing action provided by the fruit juice.
 γ-グルタミル-2-アミノ酪酸は、グルタミン酸及びアミノ酪酸が結合したペプチドであり、高いCaSRアゴニスト活性と極めて優れたコク味付与効果を有し、特にその呈味パターンが先味型であるコク味を付与することができることが知られている。該ペプチドを含有する調味料は、その呈味パターンが食塩の呈味パターンに類するため、減塩食品の呈味に塩味様濃厚感及び先味・パンチを付与できるので、食品中の食塩の含有量を低下させても、元の食品と同様の塩味感を保持でき、健康志向の高い食品にすることができる。このような食品としては、各種スープや各種ソースなどがあげられる(特許文献9)。しかしながら、γ-グルタミル-2-アミノ酪酸と果汁とが組み合わされた態様は記載されていない。また、γ-グルタミル-2-アミノ酪酸が果汁に対して直接的又は間接的に作用し、その果汁が提供する独特の好ましい風味の増強作用を有することはこれまでに全く報告されていない。 γ-Glutamyl-2-aminobutyric acid is a peptide in which glutamic acid and aminobutyric acid are bound, and has high CaSR agonist activity and extremely excellent body taste imparting effect. It is known that can be imparted. The seasoning containing the peptide has a taste pattern similar to the taste pattern of salt, so it can give a salty taste and a taste / punch to the taste of low-salt food. Even if the amount is decreased, the same salty taste as the original food can be maintained, and a health-oriented food can be obtained. Examples of such foods include various soups and various sauces (Patent Document 9). However, an embodiment in which γ-glutamyl-2-aminobutyric acid and fruit juice are combined is not described. In addition, it has not been reported so far that γ-glutamyl-2-aminobutyric acid acts directly or indirectly on fruit juice and has a unique and favorable flavor enhancing action provided by the fruit juice.
 γ-グルタミル-ノルバリル-グリシンは、グルタミン酸、ノルバリン及びグリシンが結合したペプチドであり、高いCaSRアゴニスト活性と極めて優れたコク味付与効果を有し、特にその呈味パターンが中後味型であるコク味を付与することができることが知られている。該ペプチドからなるコク味付与剤は低脂肪食品の呈味に脂肪様濃厚感及び滑らかさを付与できるので、脂肪含有食品中の脂肪の含有量を低下させても、元の食品と同様の濃厚感を保持でき、健康志向の高い食品にすることができる。このような食品としては、肉類含有食品や乳製品などがあげられる(特許文献10)。しかしながら、γ-グルタミル-ノルバリル-グリシンと果汁とが組み合わされた態様は記載されていない。また、γ-グルタミル-ノルバリル-グリシンが果汁に対して直接的又は間接的に作用し、その果汁が提供する独特の好ましい風味の増強作用を有することはこれまでに全く報告されていない。 γ-Glutamyl-norvalyl-glycine is a peptide in which glutamic acid, norvaline and glycine are bound, has high CaSR agonist activity and extremely excellent body taste imparting effect, and particularly has a taste pattern with a medium aftertaste type. It is known that can be imparted. The richness imparting agent comprising the peptide can impart a fat-like richness and smoothness to the taste of a low-fat food, so even if the fat content in the fat-containing food is reduced, the richness similar to that of the original food Can maintain a feeling and can be a health-conscious food. Examples of such foods include meat-containing foods and dairy products (Patent Document 10). However, an embodiment in which γ-glutamyl-norvalyl-glycine and fruit juice are combined is not described. Moreover, it has not been reported so far that γ-glutamyl-norvalyl-glycine acts directly or indirectly on fruit juice and has a unique and favorable flavor enhancing action provided by the fruit juice.
 γ-グルタミル-ノルバリンは、グルタミン酸及びノルバリンが結合したペプチドであり、高いCaSRアゴニスト活性と極めて優れたコク味付与効果を有し、特にその呈味パターンが先味型であるコク味を付与することができることが知られている。該ペプチドからなるコク味付与剤はその呈味パターンが食塩の呈味パターンに類するため、減塩食品の呈味に塩味様濃厚感及び先味・パンチを付与できるので、食品中の食塩の含有量を低下させても、元の食品と同様の塩味感を保持でき、健康志向の高い食品にすることができる。このような食品としては、各種スープや各種ソースなどがあげられる(特許文献11)。 γ-Glutamyl-norvaline is a peptide in which glutamic acid and norvaline are combined, and has high CaSR agonist activity and an extremely excellent body taste imparting effect, and in particular, imparts the body taste that has a taste pattern. It is known that Since the taste pattern of the peptide is similar to the taste pattern of salt, the salt taste-like taste and taste / punch can be imparted to the taste of low-salt foods. Even if the amount is decreased, the same salty taste as the original food can be maintained, and a health-oriented food can be obtained. Examples of such foods include various soups and various sauces (Patent Document 11).
特開2006-238829号公報JP 2006-238829 A 特開2011-206030号公報JP 2011-206030 A 特開2011-103795号公報JP 2011-103795 A 特許第3343790号公報Japanese Patent No. 3343790 特許第3208113号公報Japanese Patent No. 3208113 特許第4328490号公報Japanese Patent No. 4328490 国際公開第2007/055393号International Publication No. 2007/055393 国際公開第2008/139946号International Publication No. 2008/139946 国際公開第2010/114022号International Publication No. 2010/114022 国際公開第2011/081186号International Publication No. 2011/088186 国際公開第2011/081185号International Publication No. 2011/081185
 本発明は、嗜好性が高く、且つ果汁が呈する果汁感が効果的に増強されている飲食品を提供することを目的とする。また、本発明は、飲食品の果汁感を効果的に増強するための剤、及び飲食品の果汁感の増強方法を提供することを目的とする。 This invention aims at providing the food / beverage products with high palatability and the fruit juice sensation which fruit juice exhibits is effectively strengthened. Moreover, an object of this invention is to provide the agent for enhancing the fruit juice feeling of food / beverage products effectively, and the enhancement method of the fruit juice feeling of food / beverage products.
 本発明者らは、上記課題を解決すべく鋭意検討した結果、ある種のペプチド、具体的にはγ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩を果汁と組み合わせることによって、その果汁によって提供される果汁感が効果的に増強されることを見出した。さらに、本発明者らは、これらのペプチド又はそれらの塩が果汁感の増強に作用するだけでなく、果汁含有飲食品に対し、その厚み及び甘味も増強することを見出した。かかる知見に基づき、本発明者らは、さらに研究を重ねることによって本発明を完成するに至った。 As a result of intensive studies to solve the above problems, the present inventors have found that certain peptides, specifically, γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ -It has been found that by combining at least one peptide selected from the group consisting of glutamyl-norvaline and their salts, or a salt thereof with the fruit juice, the fruit juice sensation provided by the fruit juice is effectively enhanced. Furthermore, the present inventors have found that these peptides or their salts not only act to enhance the fruit juice feeling, but also enhance the thickness and sweetness of the fruit juice-containing food and drink. Based on this finding, the present inventors have completed the present invention through further research.
 即ち、本発明は以下に関する。
[1]γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩と果汁とを含有してなる、飲食品。
[2]該ペプチド又はその塩の含有量が0.1~200重量ppmである、[1]に記載の飲食品。
[3]果汁の含有量が0.01~100%である、[1]又は[2]に記載の飲食品。
[4]果汁が柑橘系果汁又は非柑橘系果汁である、[1]~[3]のいずれかに記載の飲食品。
[5]柑橘系果汁がレモン果汁又はオレンジ果汁である、[4]に記載の飲食品。
[6]非柑橘系果汁が、リンゴ果汁、ぶどう果汁、パインアップル果汁、マンゴー果汁、ホワイトグレープ果汁、イチゴ果汁及びピーチ果汁から選択される1種以上である、[4]に記載の飲食品。
[7]γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩を有効成分として含有してなる、飲食品の果汁感増強剤。
[8]γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩を飲食品に添加することを特徴とする、飲食品の果汁感を増強する方法。
That is, the present invention relates to the following.
[1] At least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof, or a salt thereof A food or drink product containing fruit juice.
[2] The food or drink according to [1], wherein the content of the peptide or a salt thereof is 0.1 to 200 ppm by weight.
[3] The food or drink according to [1] or [2], wherein the content of fruit juice is 0.01 to 100%.
[4] The food or drink according to any one of [1] to [3], wherein the fruit juice is citrus juice or non-citrus juice.
[5] The food or drink according to [4], wherein the citrus fruit juice is lemon juice or orange juice.
[6] The food and drink according to [4], wherein the non-citrus juice is at least one selected from apple juice, grape juice, pineapple juice, mango juice, white grape juice, strawberry juice, and peach juice.
[7] At least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof, or a salt thereof A fruit juice-enhancing agent for foods and drinks, comprising
[8] At least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof, or a salt thereof A method for enhancing the fruit juice sensation of food and drink, characterized by adding to the food and drink.
 本発明によれば、γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン、及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩と果汁との組み合わせを通じて、その果汁が提供する果汁感、厚み及び甘味が効果的に増強された飲食品を提供することができる。 According to the present invention, at least one selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof. Through a combination of a peptide or a salt thereof and fruit juice, a food or drink with the fruit juice feeling, thickness and sweetness effectively provided by the fruit juice can be provided.
 本発明の果汁含有飲食品であれば、果汁低含量のものであっても、果汁の含有量が高い飲食品と同程度の味質を提供することができる。これにより、飲食品に含まれる糖分の量やカロリー値を十分に低減し、且つ果汁独特の不快な味や臭いを抑制することが可能となる。さらに、本発明で用いるペプチド又はその塩はそれ自体が無味無臭であることから、増強された果汁特有の好ましい風味が損なわれることは全くなく、嗜好性の極めて高い飲食品が提供され得る。 If it is a fruit juice containing food / beverage product of this invention, even if it is a thing with a low fruit juice content, the taste quality comparable as a food / beverage product with high content of fruit juice can be provided. This makes it possible to sufficiently reduce the amount of sugar and the calorie value contained in the food and drink, and to suppress the unpleasant taste and smell peculiar to fruit juice. Furthermore, since the peptides or salts thereof used in the present invention are tasteless and odorless per se, the preferred flavor peculiar to the enhanced fruit juice is not impaired at all, and a food and drink with extremely high palatability can be provided.
 また、果汁の含有量が多い場合、時間の経過と共に果汁に含まれる繊維質が飲食品において沈殿したり、果汁に由来する飲食品の色調や風味が劣化したりすることが多く見られる。しかし、本発明の技術を用いればこれらの問題点を解消することができ、果汁含有飲食品の品質安定性の向上に繋がる。さらに、果汁の高含量化は飲食品の原価上昇に著しく影響を及ぼすことから、本発明の技術は飲食品の製造コストの低減にも寄与し得る。 Moreover, when there is much content of fruit juice, the fiber contained in fruit juice precipitates in food / beverage products with passage of time, and the color tone and flavor of food / beverage products derived from fruit juice are often seen. However, if the technique of the present invention is used, these problems can be solved, and the quality stability of the fruit juice-containing food or drink is improved. Furthermore, since the increase in the content of fruit juice significantly affects the cost increase of the food and drink, the technology of the present invention can also contribute to the reduction of the manufacturing cost of the food and drink.
図1は、レモネードモデル飲料における「厚み」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は各サンプルを示す。FIG. 1 shows the result of evaluating the “thickness” in a lemonade model beverage. The vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each sample. 図2は、レモネードモデル飲料における「果汁感」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は各サンプルを示す。FIG. 2 shows the result of evaluating the “fruit juice feeling” in a lemonade model beverage. The vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each sample. 図3は、レモネードモデル飲料における「後甘味の強さ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は各サンプルを示す。FIG. 3 shows the result of evaluating “strength of post-sweetness” in a lemonade model beverage. The vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each sample. 図4は、オレンジモデル飲料における「甘味の強さ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸はγ-グルタミルバリルグリシンの濃度を示す。FIG. 4 shows the results of evaluating “sweetness intensity” in an orange model beverage. The vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of γ-glutamylvalylglycine. 図5は、オレンジモデル飲料における「厚み」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸はγ-グルタミルバリルグリシンの濃度を示す。FIG. 5 shows the result of evaluating the “thickness” in the orange model beverage. The vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of γ-glutamylvalylglycine. 図6は、オレンジモデル飲料における「果汁感」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸はγ-グルタミルバリルグリシンの濃度を示す。FIG. 6 shows the result of evaluating the “fruit juice feeling” in an orange model beverage. The vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of γ-glutamylvalylglycine. 図7は、オレンジモデル飲料における「甘味の強さ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は果汁の濃度を示す。FIG. 7 shows the results of evaluation of “sweetness intensity” in an orange model beverage. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice. 図8は、オレンジモデル飲料における「厚み」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は果汁の濃度を示す。FIG. 8 shows the result of evaluating the “thickness” in the orange model beverage. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice. 図9は、オレンジモデル飲料における「果汁感」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は果汁の濃度を示す。FIG. 9 shows the results of evaluating the “fruit juice feeling” in an orange model beverage. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice. 図10は、オレンジモデル飲料における「嗜好」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は果汁の濃度を示す。FIG. 10 shows the result of evaluating “preference” in an orange model beverage. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the concentration of the fruit juice. 図11は、各果汁飲料における「果汁感」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は各果汁飲料を示す。FIG. 11 shows the result of evaluating the “fruit juice feeling” in each fruit juice drink. The vertical axis of the graph indicates a score (point), and the horizontal axis of the graph indicates each fruit juice drink. 図12は、オレンジモデル飲料における「甘味の強さ」、「厚み」及び「果汁感」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は各素材が添加されたサンプル番号を示す。FIG. 12 shows the results of evaluating the “intensity of sweetness”, “thickness”, and “feeling of fruit juice” in an orange model beverage. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the sample number to which each material is added. 図13は、オレンジモデル飲料における「好ましさ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は各素材が添加されたサンプル番号を示す。FIG. 13 shows a result of evaluating “preference” in an orange model beverage. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the sample number to which each material is added. 図14は、オレンジゼリー、オレンジシャーベット、及びママレードにおける「甘味の強さ」、「厚み」、「果汁感」、及び「好ましさ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は各果汁含有飲食品を示す。FIG. 14 shows the results of evaluation of “intensity of sweetness”, “thickness”, “feeling of fruit juice”, and “preference” in orange jelly, orange sherbet, and mamalade. The vertical axis | shaft of a graph shows a score (point) and the horizontal axis of a graph shows each fruit juice containing food / beverage products. 図15は、高濃度に果汁を含有するオレンジゼリーにおける「甘味の強さ」、「厚み」、「果汁感」、及び「好ましさ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は果汁濃度を示す。FIG. 15 shows the results of evaluating the “intensity of sweetness”, “thickness”, “feeling of fruit juice”, and “preference” in orange jelly containing fruit juice at a high concentration. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the fruit juice concentration. 図16は、高濃度に果汁を含有するオレンジシャーベットにおける「甘味の強さ」、「厚み」、「果汁感」、及び「好ましさ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸は果汁濃度を示す。FIG. 16 shows the results of evaluation of “sweetness intensity”, “thickness”, “fruit juice feeling”, and “preference” in an orange sherbet containing fruit juice at a high concentration. The vertical axis of the graph indicates the score (point), and the horizontal axis of the graph indicates the fruit juice concentration. 図17は、γ-グルタミル-2-アミノ酪酸を添加したオレンジジュースにおける「甘味の強さ」、「厚み」、「果汁感」、及び「好ましさ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸はγ-グルタミル-2-アミノ酪酸の濃度を示す。FIG. 17 shows the results of evaluation of “sweetness intensity”, “thickness”, “fruit juice feeling”, and “preference” in orange juice added with γ-glutamyl-2-aminobutyric acid. The vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of γ-glutamyl-2-aminobutyric acid. 図18は、γ-グルタミル-ノルバリル-グリシンを添加したオレンジジュースにおける「甘味の強さ」、「厚み」、「果汁感」、及び「好ましさ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸はγ-グルタミル-ノルバリル-グリシンの濃度を示す。FIG. 18 shows the evaluation results of “sweetness intensity”, “thickness”, “fruit juice feeling”, and “preference” in orange juice to which γ-glutamyl-norvalyl-glycine was added. The vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of γ-glutamyl-norvalyl-glycine. 図19は、γ-グルタミル-ノルバリンを添加したオレンジジュースにおける「甘味の強さ」、「厚み」、「果汁感」、及び「好ましさ」を評価した結果を示す。グラフの縦軸は評点(点)を示し、グラフの横軸はγ-グルタミル-ノルバリンの濃度を示す。FIG. 19 shows the evaluation results of “intensity of sweetness”, “thickness”, “feel of fruit juice”, and “preference” in orange juice to which γ-glutamyl-norvaline was added. The vertical axis of the graph shows the score (point), and the horizontal axis of the graph shows the concentration of γ-glutamyl-norvaline.
 本発明の飲食品は、γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン、及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩と果汁とを含有すること、好ましくは、γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン、及びそれらの塩からなる群より選択される1種のペプチド又はその塩と果汁とを含有することを特徴とする。
 以下、本発明に含められる、γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン及びγ-グルタミル-ノルバリンからなる群より選択される少なくとも1種のペプチド、あるいはγ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン、及びそれらの塩からなる群より選択される1種のペプチド又はその塩を、本発明のペプチドと便宜上称する場合がある。
 果汁含有飲食品において本発明のペプチド又はその塩を加えることにより、その果汁感を著しく増強することができる。本明細書において「果汁感」とは、果汁によって提供される果汁独特の好ましい風味であって、甘味、酸味、厚み等の味覚単独では表現することができず、果汁が呈する様々な味や香りを総合的にまとめた状態で感受される風味をいう。飲食品の果汁感は、主に官能評価によって確認することができる。
The food or drink of the present invention is at least one selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof. Preferably from γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof. 1 type of peptide selected from the group which consists of, or its salt, and fruit juice, It is characterized by the above-mentioned.
Hereinafter, at least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine and γ-glutamyl-norvaline included in the present invention, or One peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline, and salts thereof, or a salt thereof, Sometimes referred to as an inventive peptide for convenience.
The fruit juice feeling can be remarkably enhanced by adding the peptide of the present invention or a salt thereof to the fruit juice-containing food or drink. In the present specification, “fruit juice feeling” is a preferable flavor unique to fruit juice provided by fruit juice, and cannot be expressed by taste alone such as sweetness, acidity, thickness, etc. The flavor is felt in a comprehensive state. The fruit juice feeling of food and drink can be confirmed mainly by sensory evaluation.
 本発明において用いられるγ-グルタミルバリルグリシン(γ-Glu-Val-Glyとも記される)は、グルタミン酸、バリン及びグリシンの3種類のアミノ酸が結合した公知のペプチドである。具体的には、グルタミン酸のγ位のカルボキシル基にバリンのアミノ基がペプチド結合し、バリンのカルボキシル基にグリシンのアミノ基がペプチド結合しており、グルタミン酸、バリン、グリシンの順に配列したペプチドである。その構造式は、以下の通り示される。尚、本発明におけるγ-グルタミルバリルグリシンには、任意の光学異性体が包含される。 Γ-Glutamylvalylglycine (also referred to as γ-Glu-Val-Gly) used in the present invention is a known peptide in which three kinds of amino acids, glutamic acid, valine and glycine are bound. Specifically, it is a peptide in which the amino group of valine has a peptide bond to the carboxyl group at the γ-position of glutamic acid, and the amino group of glycine has a peptide bond to the carboxyl group of valine, and is arranged in the order of glutamic acid, valine, and glycine. . Its structural formula is shown as follows. In the present invention, γ-glutamylvalylglycine includes any optical isomer.
Figure JPOXMLDOC01-appb-C000001
Figure JPOXMLDOC01-appb-C000001
 γ-グルタミルバリルグリシンは、上述したように既知のペプチドであり、例えば、(1)化学的に合成する方法、又は(2)酵素的な反応により合成する方法等の公知の手法を適宜用いることによって製造することができる。また、本発明におけるγ-グルタミルバリルグリシンはWO2007/055393に記載の方法に準じて製造することもできる。 γ-Glutamylvalylglycine is a known peptide as described above. For example, a known method such as (1) a method of chemical synthesis or (2) a method of synthesis by an enzymatic reaction is appropriately used. Can be manufactured by. Further, γ-glutamylvalylglycine in the present invention can also be produced according to the method described in WO2007 / 055393.
 本発明において用いられるγ-グルタミル-2-アミノ酪酸(γ-Glu-Abuとも記される)は、グルタミン酸及び2-アミノ酪酸が結合した公知のペプチドである。具体的には、グルタミン酸のγ位のカルボキシル基に2-アミノ酪酸のアミノ基がペプチド結合したペプチドである。その構造式は、以下の通り示される。尚、本発明におけるγ-グルタミル-2-アミノ酪酸には、任意の光学異性体が包含される。 Γ-Glutamyl-2-aminobutyric acid (also referred to as γ-Glu-Abu) used in the present invention is a known peptide in which glutamic acid and 2-aminobutyric acid are bound. Specifically, it is a peptide in which the amino group of 2-aminobutyric acid is bonded to the carboxyl group at the γ-position of glutamic acid. Its structural formula is shown as follows. In the present invention, γ-glutamyl-2-aminobutyric acid includes any optical isomer.
Figure JPOXMLDOC01-appb-C000002
Figure JPOXMLDOC01-appb-C000002
 γ-グルタミル-2-アミノ酪酸は、既知のペプチドであり、例えば、(1)化学的に合成する方法、又は(2)酵素的な反応により合成する方法等の公知の手法を適宜用いることによって製造することができる。 γ-Glutamyl-2-aminobutyric acid is a known peptide, for example, by appropriately using a known method such as (1) a chemical synthesis method or (2) a synthesis method by enzymatic reaction. Can be manufactured.
 本発明において用いられるγ-グルタミル-ノルバリル-グリシン(γ-Glu-Nva-Glyとも記される)は、グルタミン酸、ノルバリン及びグリシンの3種類のアミノ酸が結合した公知のペプチドである。具体的には、グルタミン酸のγ位のカルボキシル基にノルバリンのアミノ基がペプチド結合し、ノルバリンのカルボキシル基にグリシンのアミノ基がペプチド結合しており、グルタミン酸、ノルバリン、グリシンの順に配列したペプチドである。その構造式は、以下の通り示される。尚、本発明におけるγ-グルタミル-ノルバリル-グリシンには、任意の光学異性体が包含される。 Γ-Glutamyl-norvalyl-glycine (also referred to as γ-Glu-Nva-Gly) used in the present invention is a known peptide in which three kinds of amino acids, glutamic acid, norvaline and glycine are bound. Specifically, it is a peptide in which the amino group of norvaline has a peptide bond to the carboxyl group at the γ-position of glutamic acid, and the amino group of glycine has a peptide bond to the carboxyl group of norvaline, and is arranged in the order of glutamic acid, norvaline, and glycine. . Its structural formula is shown as follows. In the present invention, γ-glutamyl-norvalyl-glycine includes any optical isomer.
Figure JPOXMLDOC01-appb-C000003
Figure JPOXMLDOC01-appb-C000003
 γ-グルタミル-ノルバリル-グリシンは、既知のペプチドであり、例えば、(1)化学的に合成する方法、又は(2)酵素的な反応により合成する方法等の公知の手法を適宜用いることによって製造することができる。また、本発明におけるγ-グルタミル-ノルバリル-グリシンはWO2011/081186に記載の方法に準じて製造することもできる。 γ-Glutamyl-norvalyl-glycine is a known peptide and is produced by appropriately using, for example, a known method such as (1) a method of chemical synthesis or (2) a method of synthesis by an enzymatic reaction. can do. In addition, γ-glutamyl-norvalyl-glycine in the present invention can also be produced according to the method described in WO2011 / 081186.
 本発明において用いられるγ-グルタミル-ノルバリン(γ-Glu-Nvaとも記される)は、グルタミン酸及びノルバリンの2種類のアミノ酸が結合した公知のペプチドである。具体的には、グルタミン酸のγ位のカルボキシル基にノルバリンのアミノ基がペプチド結合したペプチドである。その構造式は、以下の通り示される。尚、本発明におけるγ-グルタミル-ノルバリンには、任意の光学異性体が包含される。 Γ-Glutamyl-norvaline (also referred to as γ-Glu-Nva) used in the present invention is a known peptide in which two types of amino acids, glutamic acid and norvaline, are bound. Specifically, it is a peptide in which the amino group of norvaline is bonded to the carboxyl group at the γ-position of glutamic acid. Its structural formula is shown as follows. In the present invention, γ-glutamyl-norvaline includes any optical isomer.
Figure JPOXMLDOC01-appb-C000004
Figure JPOXMLDOC01-appb-C000004
 γ-グルタミル-ノルバリンは、既知のペプチドであり、例えば、(1)化学的に合成する方法、又は(2)酵素的な反応により合成する方法等の公知の手法を適宜用いることによって製造することができる。また、本発明におけるγ-グルタミル-ノルバリンはWO2011/081185に記載の方法に準じて製造することもできる。 γ-Glutamyl-norvaline is a known peptide and can be produced by appropriately using, for example, a known method such as (1) a chemical synthesis method or (2) a synthesis method by enzymatic reaction. Can do. In addition, γ-glutamyl-norvaline in the present invention can also be produced according to the method described in WO2011 / 081185.
 本発明のペプチドは塩の形態であってもよい。該塩としては、可食性の塩、又は薬理学的に許容される塩であれば特に限定されないが、例えば、カルボキシル基等の酸性基に対しては、ナトリウム、カリウム等のアルカリ金属との塩;カルシウム、マグネシウム等のアルカリ土類金属との塩;アンモニウム塩;アルミニウム塩;亜鉛塩;トリエチルアミン、エタノールアミン、モルホリン、ピロリジン、ピペリジン、ピペラジン、ジシクロヘキシルアミン等の有機アミンとの塩;アルギニン、リジン等の塩基性アミノ酸との塩を挙げることができる。また、アミノ基等の塩基性基に対しては、塩酸、硫酸、リン酸、硝酸、臭化水素酸等の無機酸との塩;酢酸、クエン酸、安息香酸、マレイン酸、フマル酸、酒石酸、タンニン酸、酪酸、ヒベンズ酸、パモ酸、エナント酸、デカン酸、デオクル酸、サリチル酸、乳酸、シュウ酸、マンデル酸、リンゴ酸等の有機カルボン酸との塩;メタンスルホン酸、ベンゼンスルホン酸、p-トルエンスルホン酸等の有機スルホン酸との塩を挙げることができる。 The peptide of the present invention may be in the form of a salt. The salt is not particularly limited as long as it is an edible salt or a pharmacologically acceptable salt. For example, for an acidic group such as a carboxyl group, a salt with an alkali metal such as sodium or potassium. Salts with alkaline earth metals such as calcium and magnesium; ammonium salts; aluminum salts; zinc salts; salts with organic amines such as triethylamine, ethanolamine, morpholine, pyrrolidine, piperidine, piperazine, dicyclohexylamine; arginine, lysine, etc. And a salt with a basic amino acid. For basic groups such as amino groups, salts with inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid, hydrobromic acid; acetic acid, citric acid, benzoic acid, maleic acid, fumaric acid, tartaric acid , Salts with organic carboxylic acids such as tannic acid, butyric acid, hibenzic acid, pamoic acid, enanthic acid, decanoic acid, deocric acid, salicylic acid, lactic acid, oxalic acid, mandelic acid, malic acid; methanesulfonic acid, benzenesulfonic acid, Mention may be made of salts with organic sulfonic acids such as p-toluenesulfonic acid.
 本発明のペプチド又はその塩の含有量は、飲食品全重量に対し、通常0.1~200重量ppmである。かかる含有量が上記範囲内であることにより、飲食品の果汁感を効果的に増強することができる。200重量ppmを超えた場合でも果汁感の増強効果は得られないわけではないが、本発明のペプチド又はその塩が飲食品の味のバランスを崩してしまう傾向がある。
 本発明のペプチドとして、2種以上を組み合わせて用いる場合はその合計量が上記範囲内となるよう設定されるが、その比率は各ペプチドが有する果汁感の増強効果の強弱に応じて適宜決定する。
 γ-グルタミルバリルグリシン又はその塩を単独で使用する場合、その含有量の好ましい範囲は1~50重量ppmであり、より好ましくは5~30重量ppmである。
 γ-グルタミル-2-アミノ酪酸又はその塩を単独で使用する場合、その含有量の好ましい範囲は10~60重量ppmであり、より好ましくは30~40重量ppmである。
 γ-グルタミル-ノルバリル-グリシン又はその塩を単独で使用する場合、その含有量の好ましい範囲は0.5~10重量ppmであり、より好ましくは1~5重量ppmである。
 γ-グルタミル-ノルバリン又はその塩の含有量の好ましい範囲は0.5~10重量ppmであり、より好ましくは1~3重量ppmである。
 2種以上のペプチドを組み合わせて用いる場合は、その含有量は、構成するペプチドの種類に応じ、各ペプチドが有する果汁感の増強効果に応じて上記単独で使用する場合の含有量の好ましい範囲を参考にして決定することができる。
 尚、各ペプチドの塩を使用する場合は、これを遊離体に換算してその含有量を算出するものとする。
The content of the peptide of the present invention or a salt thereof is usually 0.1 to 200 ppm by weight with respect to the total weight of the food and drink. When the content is within the above range, the fruit juice feeling of the food and drink can be effectively enhanced. Even if it exceeds 200 ppm by weight, the effect of enhancing the feeling of fruit juice is not necessarily obtained, but the peptide of the present invention or a salt thereof tends to break the balance of the taste of food and drink.
When two or more peptides are used in combination as the peptide of the present invention, the total amount is set to be within the above range, but the ratio is appropriately determined depending on the strength of the fruit juice enhancement effect of each peptide. .
When γ-glutamylvalylglycine or a salt thereof is used alone, the preferred range of the content is 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight.
When γ-glutamyl-2-aminobutyric acid or a salt thereof is used alone, the preferable range of the content is 10 to 60 ppm by weight, more preferably 30 to 40 ppm by weight.
When γ-glutamyl-norvalyl-glycine or a salt thereof is used alone, the preferable range of the content is 0.5 to 10 ppm by weight, more preferably 1 to 5 ppm by weight.
A preferable range of the content of γ-glutamyl-norvaline or a salt thereof is 0.5 to 10 ppm by weight, more preferably 1 to 3 ppm by weight.
When two or more kinds of peptides are used in combination, the content depends on the type of peptide constituting the content, and the preferred range of the content when used alone according to the fruit juice enhancing effect of each peptide. It can be determined with reference.
In addition, when using the salt of each peptide, this shall be converted into a free body and the content shall be computed.
 本発明のペプチド又はその塩は、果汁と組み合わされることにより効果を発揮し得る。本発明において果汁の含有量は、通常0.01~100%である。ここで、本発明における果汁の含有量は、果汁原料の濃縮倍率とその飲食品中の配合量とによって算出される。具体的には、果汁原料の濃縮倍率がX倍であり、当該果汁原料の飲食品中の配合量がY重量%(w/w)である場合、本発明における果汁の含有量(Z%)は下記の式(I)により算出される。 The peptide of the present invention or a salt thereof can exert an effect when combined with fruit juice. In the present invention, the content of fruit juice is usually 0.01 to 100%. Here, the content of the fruit juice in the present invention is calculated by the concentration factor of the fruit juice raw material and the blending amount in the food or drink. Specifically, when the concentration factor of the fruit juice raw material is X times and the blending amount of the fruit juice raw material in the food and drink is Y wt% (w / w), the content of the fruit juice in the present invention (Z%) Is calculated by the following formula (I).
Figure JPOXMLDOC01-appb-M000005
Figure JPOXMLDOC01-appb-M000005
 例えば、果汁を5倍に濃縮した濃縮果汁を飲食品全量に対し3重量%(w/w)配合させた場合、果汁の含有量は15%となり、上記濃縮果汁(5倍濃縮)を飲食品全量に対し20重量%(w/w)配合させた場合、果汁の含有量は100%となる。本発明において果汁の含有量の好ましい範囲は1~100%であり、より好ましくは13~50%である。本明細書では、特に断りのない限り、重量%及び重量ppmはいずれもw/wで求められる。 For example, when 3% by weight (w / w) of concentrated juice obtained by concentrating fruit juice 5 times is mixed with the total amount of food and drink, the content of the fruit juice is 15%, and the concentrated fruit juice (concentrated 5 times) is consumed as food and drink. When 20% by weight (w / w) is added to the total amount, the content of the fruit juice is 100%. In the present invention, the preferred range of the content of fruit juice is 1 to 100%, more preferably 13 to 50%. In the present specification, unless otherwise specified, both wt% and wt ppm are determined in w / w.
 本発明のペプチド又はその塩と果汁との含有比は、通常、(本発明のペプチド又はその塩):(果汁)=1:5×10-1~1:10である。上記含有比は、本発明のペプチド又はその塩の含有量と、上述した果汁の含有量とを用いて算出される。両者の含有比が上記範囲内であることにより、飲食品の果汁感が効果的に増強される。上記含有比は、好ましくは1:2×10~1:10であり、より好ましくは1:4×10~1:10である。
 本発明のペプチドとして、2種以上を組み合わせて用いる場合はその合計量を(本発明のペプチド又はその塩)含有量として用いるが、各ペプチドが有する果汁感の増強効果の強弱に応じて上記果汁との含有比は変動し得る。
The content ratio of the peptide of the present invention or a salt thereof and fruit juice is usually (the peptide of the present invention or salt thereof) :( fruit juice) = 1: 5 × 10 −1 to 1:10 7 . The said content ratio is computed using content of the peptide of this invention, or its salt, and content of the fruit juice mentioned above. When both content ratio is in the said range, the fruit juice feeling of food-drinks is enhanced effectively. The content ratio is preferably 1: 2 × 10 2 to 1:10 6 , more preferably 1: 4 × 10 4 to 1:10 5 .
When two or more peptides are used in combination as the peptide of the present invention, the total amount thereof is used as the content (the peptide of the present invention or a salt thereof), but depending on the strength of the fruit juice enhancement effect of each peptide, The content ratio can vary.
 本発明において用いられる果汁は、果物を圧搾等することにより得られる汁が含まれていれば如何なるものであってもよい。果汁は、濃縮果汁(又はそれが希釈された濃縮還元果汁)であってもよく、濃縮されていない果汁(ストレート果汁)であってもよい。果汁は、果物の種類及び果汁の態様に応じて当業者に公知の方法を用いて製造することができる。本発明では、好適には市販品が用いられる。 The fruit juice used in the present invention may be any juice as long as it contains juice obtained by pressing the fruit. The fruit juice may be concentrated fruit juice (or concentrated reduced fruit juice in which it has been diluted), or non-concentrated fruit juice (straight fruit juice). A fruit juice can be manufactured using a method well-known to those skilled in the art according to the kind of fruit and the aspect of fruit juice. In the present invention, a commercially available product is preferably used.
 本発明における果汁は、柑橘系果汁、非柑橘系果汁、又は両者の組み合わせであり、好ましくは柑橘系果汁である。柑橘系果汁としては、例えば、レモン果汁、オレンジ果汁、グレープフルーツ果汁、ライム果汁、ゆず果汁等が挙げられる。これらの中でも、本発明ではレモン果汁及びオレンジ果汁が好ましい。また、非柑橘系果汁としては、リンゴ果汁、ぶどう果汁、パインアップル果汁、マンゴー果汁、ホワイトグレープ果汁、イチゴ果汁、ピーチ果汁、さくらんぼ果汁、なし果汁、ブルーベリー果汁、キウイフルーツ果汁、クランベリー果汁、グーズベリー果汁、グァバ果汁、バナナ果汁、いちじく果汁等が挙げられる。これらの中でも、本発明ではリンゴ果汁、ぶどう果汁、パインアップル果汁、マンゴー果汁、ホワイトグレープ果汁、イチゴ果汁、ピーチ果汁、マンゴー果汁とリンゴ果汁との組み合わせ、並びにホワイトグレープ果汁、イチゴ果汁及びピーチ果汁の組み合わせが好ましい。上記の各果汁は、単独で、或いは2種以上を組み合わせて用いることができる。 The fruit juice in the present invention is citrus fruit juice, non-citrus fruit juice, or a combination of both, preferably citrus fruit juice. Examples of citrus juice include lemon juice, orange juice, grapefruit juice, lime juice, and yuzu juice. Among these, lemon juice and orange juice are preferable in the present invention. Non-citrus juices include apple juice, grape juice, pineapple juice, mango juice, white grape juice, strawberry juice, peach juice, cherry juice, none juice, blueberry juice, kiwifruit juice, cranberry juice, gooseberry juice Guava juice, banana juice, fig juice and the like. Among these, in the present invention apple juice, grape juice, pineapple juice, mango juice, white grape juice, strawberry juice, peach juice, a combination of mango juice and apple juice, and white grape juice, strawberry juice and peach juice A combination is preferred. Each said fruit juice can be used individually or in combination of 2 or more types.
 本発明の飲食品には、さらに、クエン酸、アスコルビン酸、アジピン酸、グルコン酸、酒石酸、酢酸、乳酸、フマル酸、リンゴ酸、リン酸、イタコン酸、フィチン酸等の酸を含有させることができる。酸を含有させることにより、本発明の飲食品に対して好ましい酸味をさらに付与させることができる。酸の含有量は、飲食品全重量に対し、通常0.001~15重量%、好ましくは0.01~10重量%、より好ましくは0.1~5重量%である。 The food and drink of the present invention may further contain acids such as citric acid, ascorbic acid, adipic acid, gluconic acid, tartaric acid, acetic acid, lactic acid, fumaric acid, malic acid, phosphoric acid, itaconic acid, phytic acid and the like. it can. By containing an acid, a preferable sourness can be further imparted to the food or drink of the present invention. The acid content is usually 0.001 to 15% by weight, preferably 0.01 to 10% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the food and drink.
 本発明の飲食品には、香料(「フレーバー」とも称する)をさらに含有させることができる。香料の種類は特に限定されないが、本発明の飲食品において使用される果汁の種類に合わせることが好ましい。例えば、柑橘系果汁が使用される場合には、柑橘系香料が使用されることが好ましい。さらに言えば、オレンジ果汁が使用される場合には、オレンジ香料(「オレンジフレーバー」とも称する)が使用されることが好ましい。そうすることにより、飲食品の果汁感がより一層好ましい状態となる。 The food and drink of the present invention may further contain a fragrance (also referred to as “flavor”). Although the kind of fragrance | flavor is not specifically limited, It is preferable to match | combine with the kind of fruit juice used in the food / beverage products of this invention. For example, when citrus fruit juice is used, it is preferable to use a citrus flavor. Furthermore, when orange juice is used, it is preferable to use an orange flavor (also referred to as “orange flavor”). By doing so, the fruit juice sensation of food and drink becomes a more preferable state.
 上記香料は、単一の化合物のみで構成されるものであってもよく、或いは複数の化合物が適当な配合量で混合されたものであってもよい。本発明では、好適には市販品の香料が用いられる。香料の含有量は、飲食品全重量に対し、通常0.0001~1重量%、好ましくは0.001~0.5重量%、より好ましくは0.01~0.3重量%である。 The fragrance may be composed of only a single compound, or may be a mixture of a plurality of compounds in an appropriate blending amount. In the present invention, a commercially available fragrance is preferably used. The content of the fragrance is usually 0.0001 to 1% by weight, preferably 0.001 to 0.5% by weight, more preferably 0.01 to 0.3% by weight, based on the total weight of the food and drink.
 本発明の飲食品には、上記成分のほか、飲食品分野において通常使用される賦形剤、結合剤、増粘剤、安定化剤、乳化剤、防腐剤、甘味剤、pH調整剤等の添加剤を、飲食品の形態に応じて適宜含有させることができる。 In addition to the above components, the food and drink of the present invention are added with excipients, binders, thickeners, stabilizers, emulsifiers, preservatives, sweeteners, pH adjusters and the like that are commonly used in the food and drink field. An agent can be appropriately contained depending on the form of the food or drink.
 本発明の飲食品の形態としては、例えば、液状、ゲル状、ペースト状、粉末状、顆粒状又は固形状等が挙げられる。本発明の飲食品の具体例としては、ジュース、果実酒、ゼリー、ヨーグルト、アイスクリーム、シャーベット、ジャム、ママレード、チョコレート、グミ等が挙げられるが、これらに限定されない。 Examples of the form of the food and drink according to the present invention include liquid, gel, paste, powder, granule, and solid. Specific examples of the food and drink of the present invention include, but are not limited to, juice, fruit liquor, jelly, yogurt, ice cream, sorbet, jam, mamalade, chocolate, gummy and the like.
 本発明の飲食品の製造方法は、(1)本発明のペプチド又はその塩を添加する工程と、(2)果汁を添加する工程とを含むことを特徴とする。本発明のペプチド又はその塩と果汁とがそれぞれ飲食品に添加されることによって、果汁感が効果的に増強された飲食品を製造することができる。 The method for producing a food or drink according to the present invention includes (1) a step of adding the peptide of the present invention or a salt thereof, and (2) a step of adding fruit juice. By adding the peptide of the present invention or a salt thereof and fruit juice to each food and drink, it is possible to produce a food and drink with an enhanced fruit juice feeling effectively.
 本発明のペプチド又はその塩と果汁とについては上述した通りであり、好ましい態様についても上記に準じる。また、対象とされる飲食品の形態及び種類(具体例)等も上記と同様である。 The peptide of the present invention or a salt thereof and fruit juice are as described above, and the preferred embodiments are also the same as described above. Moreover, the form and kind (specific example), etc. of the food / beverage products made into object are the same as the above.
 本発明の製造方法における本発明のペプチド又はその塩の添加量は、通常0.1~200重量ppmである。
 本発明のペプチドとして、2種以上を組み合わせて用いる場合はその合計量が上記範囲内となるよう設定されるが、その比率は各ペプチドが有する果汁感の増強効果の強弱に応じて適宜決定する。
 本発明のペプチドとして、γ-グルタミルバリルグリシン又はその塩を単独で使用する場合、その添加量は、好ましくは1~50重量ppm、より好ましくは5~30重量ppmである。
 本発明のペプチドとして、γ-グルタミル-2-アミノ酪酸又はその塩を単独で使用する場合、その添加量は、好ましくは10~60重量ppmであり、より好ましくは30~40重量ppmである。
 本発明のペプチドとしてγ-グルタミル-ノルバリル-グリシン又はその塩を単独で使用する場合、その添加量は、好ましくは0.5~10重量ppmであり、より好ましくは1~5重量ppmである。
 本発明のペプチドとして、γ-グルタミル-ノルバリン又はその塩を単独で使用する場合、その添加量は、好ましくは0.5~10重量ppmであり、より好ましくは1~3重量ppmである。
 2種以上のペプチドを組み合わせて用いる場合は、それらの個々の添加量は、添加するペプチドの種類に応じ、各ペプチドが有する果汁感の増強効果に応じて上記単独で使用する場合の添加量の好ましい範囲を参考にして決定することができる。
 ここで、本明細書において「添加量」とは、飲食品に添加される量であって、特に断りのない限り、飲食品全重量に対する添加物の重量の割合で表される。本発明のペプチド又はその塩の添加量が上記範囲内であることにより、飲食品の果汁感を効果的に増強することができる。
The addition amount of the peptide of the present invention or a salt thereof in the production method of the present invention is usually 0.1 to 200 ppm by weight.
When two or more peptides are used in combination as the peptide of the present invention, the total amount is set to be within the above range, but the ratio is appropriately determined depending on the strength of the fruit juice enhancement effect of each peptide. .
When γ-glutamylvalylglycine or a salt thereof is used alone as the peptide of the present invention, the amount added is preferably 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight.
When γ-glutamyl-2-aminobutyric acid or a salt thereof is used alone as the peptide of the present invention, the amount added is preferably 10 to 60 ppm by weight, more preferably 30 to 40 ppm by weight.
When γ-glutamyl-norvalyl-glycine or a salt thereof is used alone as the peptide of the present invention, the amount added is preferably 0.5 to 10 ppm by weight, more preferably 1 to 5 ppm by weight.
When γ-glutamyl-norvaline or a salt thereof is used alone as the peptide of the present invention, the amount added is preferably 0.5 to 10 ppm by weight, more preferably 1 to 3 ppm by weight.
When two or more types of peptides are used in combination, the amount of each added is the amount of addition when using the above alone depending on the type of peptide to be added and the effect of enhancing the fruit juice feeling of each peptide. It can be determined with reference to the preferred range.
Here, “addition amount” in the present specification is an amount added to food and drink, and is expressed as a ratio of the weight of the additive to the total weight of the food and drink unless otherwise specified. When the added amount of the peptide of the present invention or a salt thereof is within the above range, the fruit juice sensation of the food or drink can be effectively enhanced.
 また、本発明の製造方法における果汁の添加量は、通常0.01~100%、好ましくは1~100%、より好ましくは13~50%である。ここで、本発明における果汁の添加量は、果汁原料の濃縮倍率とその飲食品中の配合量とによって算出される。具体的には、果汁原料の濃縮倍率がP倍であり、当該果汁原料の飲食品中の配合量がQ重量%(w/w)である場合、本発明における果汁の添加量(R%)は下記の式(II)により算出される。 In addition, the amount of fruit juice added in the production method of the present invention is usually 0.01 to 100%, preferably 1 to 100%, more preferably 13 to 50%. Here, the addition amount of the fruit juice in this invention is computed with the concentration rate of a fruit raw material, and the compounding quantity in the food / beverage products. Specifically, when the concentration factor of the fruit juice raw material is P times and the blending amount of the fruit juice raw material in the food or drink is Q% by weight (w / w), the amount of fruit juice added in the present invention (R%) Is calculated by the following formula (II).
Figure JPOXMLDOC01-appb-M000006
Figure JPOXMLDOC01-appb-M000006
 例えば、果汁を5倍に濃縮した濃縮果汁を飲食品全量に対し3重量%(w/w)配合させるよう添加した場合、果汁の添加量は15%となる。 For example, when a concentrated fruit juice obtained by concentrating fruit juice five times is added so as to be mixed with 3% by weight (w / w) based on the total amount of food and drink, the amount of the fruit juice added is 15%.
 本発明のペプチド又はその塩の添加量と果汁の添加量との比は、通常(本発明のペプチド又はその塩):(果汁)=1:5×10-1~1:10、好ましくは1:2×10~1:10、より好ましくは1:4×10~1:10である。両者の添加量の比が上記範囲内であることにより、飲食品の果汁感を効果的に増強することができる。
 本発明のペプチドとして、2種以上を組み合わせて用いる場合はその合計量を(本発明のペプチド又はその塩)添加量として用いるが、各ペプチドが有する果汁感の増強効果の強弱に応じて上記果汁との添加量の比は変動し得る。
The ratio of the addition amount of the peptide of the present invention or a salt thereof and the addition amount of fruit juice is usually (the peptide of the present invention or salt thereof) :( fruit juice) = 1: 5 × 10 −1 to 1:10 7 , preferably 1: 2 × 10 2 to 1:10 6 , more preferably 1: 4 × 10 4 to 1:10 5 . When the ratio of both addition amounts is in the above range, the fruit juice sensation of the food and drink can be effectively enhanced.
When two or more peptides are used in combination as the peptide of the present invention, the total amount thereof is used as the added amount (the peptide of the present invention or a salt thereof), but depending on the strength of the fruit juice enhancement effect of each peptide, The ratio of the amount added to can vary.
 上記(1)及び(2)の工程は、同時に行われてもよいし、別々に行われてもよい。即ち、本発明のペプチド又はその塩は、果汁と同時に添加されてもよいし、果汁の添加とは時間差を置いて添加してもよい。両者の添加を別々に行う場合は、本発明のペプチド又はその塩が先に添加されてもよいし、或いは後で添加されてもよい。両者を添加する時間間隔は飲食品の形態や種類等に応じて適宜設定され、例えば1秒~1時間とすることができるが、特にこれに限定されるわけではない。本発明のペプチドとして2種以上を用いる場合には、各ペプチドの添加は別々であっても同時でもよい。 The steps (1) and (2) may be performed simultaneously or separately. That is, the peptide of the present invention or a salt thereof may be added simultaneously with the fruit juice, or may be added with a time difference from the addition of the fruit juice. When both are added separately, the peptide of the present invention or a salt thereof may be added first, or may be added later. The time interval for adding both is appropriately set according to the form and type of the food and drink, and can be, for example, 1 second to 1 hour, but is not particularly limited thereto. When using 2 or more types as a peptide of this invention, addition of each peptide may be separate or simultaneous.
 上記(1)及び(2)以外の工程は、飲食品の種類等に応じて当業者に公知の内容で適宜設けることができる。また、飲食品の製造における具体的な作業も、飲食品の種類等に応じて自体公知の方法に準じて適宜行うことができる。 Processes other than the above (1) and (2) can be appropriately provided with contents known to those skilled in the art depending on the type of food and drink. Moreover, the specific operation | work in manufacture of food / beverage products can be suitably performed according to a publicly known method according to the kind etc. of food / beverage products.
 本発明はまた、本発明のペプチド又はその塩を有効成分として含有してなる、飲食品の果汁感増強剤を提供する(以下、「本発明の剤」と称する)。本発明の剤を用いることにより、飲食品に対し、その果汁感を効果的に増強することができる。従って、本発明はさらに、本発明の剤を含有してなる飲食品も提供する。上述した通り、本発明のペプチド又はその塩は果汁感を増強する作用を有することから、本発明の剤において対象となる飲食品は果汁を含有することが前提となる。また、本発明の剤を含有してなる飲食品も同様の理由で果汁を含有することが前提となる。これらの飲食品としては、特に限定されず、具体的には上記に例示したものが挙げられる。 The present invention also provides a fruit juice sensation enhancer comprising the peptide of the present invention or a salt thereof as an active ingredient (hereinafter referred to as “the agent of the present invention”). By using the agent of this invention, the fruit juice feeling can be effectively strengthened with respect to food-drinks. Therefore, this invention also provides the food / beverage products containing the agent of this invention. As above-mentioned, since the peptide of this invention or its salt has the effect | action which enhances a fruit juice feeling, it becomes a premise that the food / beverage products made into object in the agent of this invention contain fruit juice. Moreover, it is a premise that the food / beverage products containing the agent of this invention also contain fruit juice for the same reason. These foods and drinks are not particularly limited, and specific examples include those exemplified above.
 本発明の剤は、特に限定されないが、飲食品用途に用いることが好ましく、製剤上の必要に応じて飲食品分野で通常使用され得る担体、例えば、賦形剤、結合剤、増粘剤、緩衝剤、乳化剤、安定化剤、pH調整剤、防腐剤、香料等を適宜配合することができる。上記担体の種類及び含有量は、本発明の剤の使用目的に応じて適宜設定することができる。また、本発明の剤は、上記担体のような他の成分を用いずに本発明のペプチド又はその塩のみで構成させることもできる。本発明の剤における本発明のペプチド又はその塩の含有量は、特に限定されないが、本発明の剤の全重量に対し、例えば0.0001~100重量%である。
 本発明のペプチドとして、2種以上を組み合わせて用いる場合はその合計量を(本発明のペプチド又はその塩)含有量として用いるが、各ペプチドが有する果汁感の増強効果の強弱に応じて上記含有量は変動し得る。
Although the agent of the present invention is not particularly limited, it is preferably used for food and drink applications, and can be a carrier that can be usually used in the food and drink field as necessary for preparations, such as excipients, binders, thickeners, A buffer, an emulsifier, a stabilizer, a pH adjuster, an antiseptic, a fragrance, and the like can be appropriately blended. The type and content of the carrier can be appropriately set according to the purpose of use of the agent of the present invention. In addition, the agent of the present invention can be composed only of the peptide of the present invention or a salt thereof without using other components such as the carrier. The content of the peptide of the present invention or a salt thereof in the agent of the present invention is not particularly limited, but is, for example, 0.0001 to 100% by weight with respect to the total weight of the agent of the present invention.
When two or more peptides are used in combination as the peptide of the present invention, the total amount thereof is used as the content (the peptide of the present invention or a salt thereof), but the above content is included depending on the strength of the fruit juice enhancement effect of each peptide. The amount can vary.
 本発明の剤の形態としては、例えば、液状、ゲル状、ペースト状、粉末状、顆粒状又は固形状等が挙げられる。本発明の剤は、その形態に応じて自体公知の方法を用いて製造することができる。 Examples of the form of the agent of the present invention include liquid, gel, paste, powder, granule, and solid. The agent of the present invention can be produced by a method known per se according to the form.
 本発明の剤は、そのままで、或いは他の添加剤と混合した上で、飲食品に添加することができる。その添加方法は特に限定されず、自体公知の方法で行うことができる。本発明の剤は、飲食品の製造前の原材料に直接添加してもよく、或いは飲食品の製造中に添加してもよい。製造中に添加する場合は、飲食品の原材料と同時に、又は原材料とは別個に添加することができる。また、本発明の剤は、飲食品の製造後に添加してもよく、飲食品の喫食時に添加してもよい。 The agent of the present invention can be added to food and drink as it is or after being mixed with other additives. The addition method is not particularly limited, and can be performed by a method known per se. The agent of this invention may be added directly to the raw material before manufacture of food / beverage products, or may be added during manufacture of food / beverage products. When adding during manufacture, it can add simultaneously with the raw material of food-drinks, or separately from a raw material. Moreover, the agent of this invention may be added after manufacture of food / beverage products, and may be added at the time of eating / drinking food / beverage products.
 飲食品における本発明の剤の添加量は特に限定されず、有効成分の量に応じて適宜設定することができる。即ち、本発明の剤は、本発明のペプチド又はその塩の含有量が、飲食品全重量に対し、通常0.1~200重量ppmとなるように飲食品に添加される。
 本発明のペプチドとして、γ-グルタミルバリルグリシン又はその塩を単独で使用する場合、その含有量が、飲食品全重量に対し、好ましくは1~50重量ppm、より好ましくは5~30重量ppmとなるように飲食品に添加される。
 本発明のペプチドとして、γ-グルタミル-2-アミノ酪酸又はその塩を単独で使用する場合、その含有量は、飲食品全重量に対し、好ましくは10~60重量ppm、より好ましくは30~40重量ppmとなるように飲食品に添加される。
 本発明のペプチドとして、γ-グルタミル-ノルバリル-グリシン又はその塩を単独で使用する場合、その含有量は、飲食品全重量に対し、好ましくは0.5~10重量ppm、より好ましくは1~5重量ppmとなるように飲食品に添加される。
 本発明のペプチドとして、γ-グルタミル-ノルバリン又はその塩を単独で使用する場合、その含有量は、飲食品全重量に対し、好ましくは0.5~10重量ppm、より好ましくは1~3重量ppmとなるように飲食品に添加される。
 2種以上のペプチドを組み合わせて用いる場合は、その含有量は、構成するペプチドの種類に応じ、各ペプチドが有する果汁感の増強効果に応じて上記単独で使用する場合の含有量の好ましい範囲を参考にして決定することができる。
 上記範囲の通り本発明の剤を添加することにより、飲食品の果汁感を効果的に増強することができる。
The addition amount of the agent of the present invention in food and drink is not particularly limited, and can be appropriately set according to the amount of active ingredients. That is, the agent of the present invention is added to a food or drink so that the content of the peptide of the present invention or a salt thereof is usually 0.1 to 200 ppm by weight with respect to the total weight of the food or drink.
When γ-glutamylvalylglycine or a salt thereof is used alone as the peptide of the present invention, the content thereof is preferably 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight based on the total weight of the food and drink. It is added to food and drink.
When γ-glutamyl-2-aminobutyric acid or a salt thereof is used alone as the peptide of the present invention, its content is preferably 10 to 60 ppm by weight, more preferably 30 to 40 ppm, based on the total weight of the food and drink. It is added to foods and drinks so that it may become ppm by weight.
When γ-glutamyl-norvalyl-glycine or a salt thereof is used alone as the peptide of the present invention, the content thereof is preferably 0.5 to 10 ppm by weight, more preferably 1 to It is added to food and drink so as to be 5 ppm by weight.
When γ-glutamyl-norvaline or a salt thereof is used alone as the peptide of the present invention, the content thereof is preferably 0.5 to 10 ppm by weight, more preferably 1 to 3 wt. It is added to food and drink so that it becomes ppm.
When two or more kinds of peptides are used in combination, the content depends on the type of peptide constituting the content, and the preferred range of the content when used alone according to the fruit juice enhancing effect of each peptide. It can be determined with reference.
By adding the agent of this invention as the said range, the fruit juice feeling of food-drinks can be strengthened effectively.
 上記の通り、本発明の剤を用いることにより飲食品の果汁感を効果的に増強することができる。従って、本発明はさらに、本発明のペプチド又はその塩を飲食品に添加することを特徴とする、飲食品の果汁感を増強する方法も提供する。本発明のペプチド又はその塩は果汁感を増強する作用を有することから、本発明の方法において対象となる飲食品は果汁を含有することが前提となる。かかる飲食品は、特に限定されず、具体的には上記に例示したものが挙げられる。 As described above, the fruit juice sensation of food and drink can be effectively enhanced by using the agent of the present invention. Therefore, this invention provides the method of enhancing the fruit juice feeling of food-drinks characterized by adding the peptide of this invention, or its salt further to food-drinks. Since the peptide of this invention or its salt has the effect | action which enhances a fruit juice feeling, it becomes a premise that the food-drinks used as object in the method of this invention contain fruit juice. Such foods and drinks are not particularly limited, and specific examples include those exemplified above.
 本発明のペプチド又はその塩の添加に関する事項は上述した通りであり、その添加量も上記と同様に、通常0.1~200重量ppmである。
 本発明のペプチドとして、2種以上を組み合わせて用いる場合はその合計の添加量が上記範囲内となるよう設定されるが、その比率は各ペプチドが有する果汁感の増強効果の強弱に応じて適宜決定する。
 本発明のペプチドとして、γ-グルタミルバリルグリシン又はその塩を単独で使用する場合、その添加量は、好ましくは1~50重量ppm、より好ましくは5~30重量ppmである。
 本発明のペプチドとして、γ-グルタミル-2-アミノ酪酸又はその塩を単独で使用する場合、γ-グルタミル-2-アミノ酪酸又はその塩の添加量は、好ましくは10~60重量ppm、より好ましくは30~40重量ppmである。
 本発明のペプチドとして、γ-グルタミル-ノルバリル-グリシン又はその塩を単独で使用する場合、その添加量は、好ましくは0.5~10重量ppm、より好ましくは1~5重量ppmである。
 本発明のペプチドとして、γ-グルタミル-ノルバリン又はその塩を単独で使用する場合、その添加量は、好ましくは0.5~10重量ppm、より好ましくは1~3重量ppmである。
 2種以上のペプチドを組み合わせて用いる場合は、それぞれの添加量は、使用するペプチドの種類に応じ、各ペプチドが有する果汁感の増強効果に応じて上記単独で使用する場合の含有量の好ましい範囲を参考にして決定することができる。
The matters relating to the addition of the peptide of the present invention or a salt thereof are as described above, and the addition amount is usually 0.1 to 200 ppm by weight as described above.
When two or more peptides are used in combination as the peptide of the present invention, the total addition amount is set within the above range, but the ratio is appropriately determined according to the strength of the fruit juice enhancement effect of each peptide. decide.
When γ-glutamylvalylglycine or a salt thereof is used alone as the peptide of the present invention, the amount added is preferably 1 to 50 ppm by weight, more preferably 5 to 30 ppm by weight.
When γ-glutamyl-2-aminobutyric acid or a salt thereof is used alone as the peptide of the present invention, the addition amount of γ-glutamyl-2-aminobutyric acid or a salt thereof is preferably 10 to 60 ppm by weight, more preferably Is 30 to 40 ppm by weight.
When γ-glutamyl-norvalyl-glycine or a salt thereof is used alone as the peptide of the present invention, the addition amount is preferably 0.5 to 10 ppm by weight, more preferably 1 to 5 ppm by weight.
When γ-glutamyl-norvaline or a salt thereof is used alone as the peptide of the present invention, the amount added is preferably 0.5 to 10 ppm by weight, more preferably 1 to 3 ppm by weight.
When two or more peptides are used in combination, the amount of each added depends on the type of peptide used, and the preferred range of the content when used alone according to the fruit juice enhancing effect of each peptide It can be determined with reference to.
 以下、実施例により更に詳細に説明するが、本発明はこれらの実施例に限定されるものではない。 Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.
(1)γ-グルタミルバリルグリシン添加効果の検討(レモネードモデル飲料)
 レモネードモデル飲料に対するγ-グルタミルバリルグリシンの作用効果を確認するため、表1に示した組成で各種サンプルを調製した。尚、γ-グルタミルバリルグリシンは、WO2007/055393に記載の方法に準じて製造した。サンプルは、果汁の含有量及びγ-グルタミルバリルグリシンの有無(γ-グルタミルバリルグリシンが添加されていない場合は(-)、添加されている場合は(+))で表した。また、果汁の含有量(%)は上記式(I)に従って算出し、以下の試験でも同様とした。
(1) Examination of γ-glutamyl valylglycine addition effect (Lemonade model beverage)
In order to confirm the effect of γ-glutamylvalylglycine on lemonade model beverage, various samples were prepared with the compositions shown in Table 1. Γ-Glutamylvalylglycine was produced according to the method described in WO2007 / 055393. The sample was expressed by the content of fruit juice and the presence or absence of γ-glutamylvalylglycine ((−) when γ-glutamylvalylglycine was not added, (+) when added). Moreover, content (%) of fruit juice was computed according to the said Formula (I), and it was the same also in the following tests.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
 得られたサンプルは7名の専門パネラーで評価し、果汁0.132%(-)をコントロールとして、「厚み」、「果汁感」及び「後甘味の強さ」の評価項目について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図1~3に示す。 The obtained samples were evaluated by 7 expert panelists, and the evaluation items of “thickness”, “fruit juice feeling” and “post-sweetness intensity” were −3 to +3 with 0.132% (−) as the control. Scoring was performed with points (in increments of 0.1). The results are shown in FIGS.
 その結果、「厚み」では果汁0.189%(+)が果汁0.943%(-)と、果汁0.943%(+)が果汁1.414%(-)と同等又はそれ以上の評点を得た(図1)。また、「果汁感」では果汁0.132%(+)が果汁0.189%(-)、果汁0.943%(+)が果汁1.414%(-)と同等の評点を得た(図2)。また、「後甘味の強さ」はγ-グルタミルバリルグリシンの添加により増強する傾向が確認された(図3)。 As a result, in “thickness”, 0.189% (+) of fruit juice was 0.943% (−) and 0.943% (+) of fruit juice was equal to or higher than 1.414% (−) of fruit juice. Was obtained (FIG. 1). In addition, in the “fruit juice feeling”, 0.132% (+) of fruit juice obtained a score equivalent to 0.189% (−) of fruit juice and 0.943% (+) of fruit juice of 1.414% (−) of fruit juice ( Figure 2). In addition, it was confirmed that the “intensity of post-sweetness” tends to be enhanced by the addition of γ-glutamylvalylglycine (FIG. 3).
(2)γ-グルタミルバリルグリシン添加効果の検討(オレンジモデル飲料)
 オレンジモデル飲料に対するγ-グルタミルバリルグリシンの作用効果を確認するため、事前評価でγ-グルタミルバリルグリシンの添加効果が明確である果汁濃度を選定した上で、表2に示した組成で各種サンプルを調製した。サンプルは、上記(1)と同様に果汁の含有量及びγ-グルタミルバリルグリシンの有無で表した。
(2) Examination of γ-glutamyl valylglycine addition effect (orange model beverage)
In order to confirm the action and effect of γ-glutamylvalylglycine on orange model beverages, a fruit juice concentration with a clear effect of addition of γ-glutamylvalylglycine was selected in the preliminary evaluation, and various samples with the composition shown in Table 2 were selected. Prepared. Samples were expressed by the content of fruit juice and the presence or absence of γ-glutamylvalylglycine as in (1) above.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
 得られたサンプルの味質について、10~18名の専門パネラーで3点識別試験を実施した。その結果を表3に示す。下表に示した通り、果汁7%含有飲料にγ-グルタミルバリルグリシンを添加することで果汁18%含有飲料と同等レベルの味質を再現することができた。 ∙ A three-point identification test was conducted with 10-18 professional panelists on the taste quality of the samples obtained. The results are shown in Table 3. As shown in the table below, by adding γ-glutamyl valylglycine to a beverage containing 7% of fruit juice, it was possible to reproduce a taste quality equivalent to that of a beverage containing 18% of fruit juice.
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
(3)γ-グルタミルバリルグリシン添加量の検討
 有用性の高いγ-グルタミルバリルグリシン濃度を調べるため、果汁13%のオレンジモデル飲料について、表4に示した組成で各種サンプルを調製した。サンプルは、γ-グルタミルバリルグリシンの含有量(濃度)で表した。尚、表4において、「ppm」は「重量ppm」であることを意味する。
(3) Examination of Addition Amount of γ-Glutamylvalylglycine In order to examine the highly useful γ-glutamylvalylglycine concentration, various samples were prepared with the composition shown in Table 4 for an orange model beverage with 13% fruit juice. The sample was expressed by the content (concentration) of γ-glutamylvalylglycine. In Table 4, “ppm” means “weight ppm”.
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
 得られたサンプルは5名の専門パネラーで評価し、γ-グルタミルバリルグリシン無添加の場合をコントロールとして、「甘味の強さ」、「厚み」及び「果汁感」の評価項目について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図4~6に示す。 The obtained samples were evaluated by 5 expert panelists, and γ-glutamyl valylglycine was added as a control, and the evaluation items of “sweetness strength”, “thickness” and “fruit juice feeling” were −3 to +3 Scoring was performed with points (in increments of 0.1). The results are shown in FIGS.
 その結果、「甘味の強さ」及び「厚み」はγ-グルタミルバリルグリシンの濃度が5重量ppmを超えると、その効果がプラトーとなった(図4、5)。また、「果汁感」はγ-グルタミルバリルグリシンの濃度が5重量ppm及び10重量ppmの場合に評点が最も高くなり、それ以上の濃度では徐々に評点が下がる傾向となった(図6)。尚、γ-グルタミルバリルグリシンの濃度が高くなると「甘味がくどくなる」や「酸味が抑えられる」というコメントが得られた。 As a result, when the concentration of γ-glutamylvalylglycine exceeded 5 ppm by weight, the effect of “sweetness intensity” and “thickness” became a plateau (FIGS. 4 and 5). In addition, “fruit juice sensation” had the highest score when the concentration of γ-glutamylvalylglycine was 5 ppm by weight and 10 ppm by weight, and the score gradually decreased at higher concentrations (FIG. 6). In addition, the comment that “the sweetness becomes worse” and “the acidity can be suppressed” was obtained when the concentration of γ-glutamylvalylglycine was increased.
(4)果汁濃度(果汁の含有量)の検討
 果汁の含有量の好適な範囲を調べるため、表5及び表6に示した組成でオレンジモデル飲料のサンプルを調製した。サンプルは、果汁の含有量で表した。
(4) Examination of fruit juice concentration (content of fruit juice) In order to investigate the suitable range of content of fruit juice, the sample of the orange model drink was prepared with the composition shown in Table 5 and Table 6. Samples were expressed in fruit juice content.
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000012
Figure JPOXMLDOC01-appb-T000012
 得られたサンプルは6名の専門パネラーで評価し、各果汁濃度におけるγ-グルタミルバリルグリシン無添加物と対比して、「甘味の強さ」、「厚み」、「果汁感」及び「嗜好」の評価項目について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図7~10に示す。 The obtained samples were evaluated by 6 expert panelists, and compared with the additive-free γ-glutamylvalylglycine at each juice concentration, “sweetness intensity”, “thickness”, “fruit juice feeling” and “preference” The evaluation items were scored from -3 to +3 points (in increments of 0.1 points). The results are shown in FIGS.
 その結果、「甘味の強さ」、「厚み」、「果汁感」及び「嗜好」の全ての項目において、オレンジ果汁が18%の場合にγ-グルタミルバリルグリシンの添加効果が最も高かった。高果汁領域(>18%)では、果汁が18%の場合と比べるとその効果は減弱したが、低果汁領域(<1%)と比べるとその効果は高い傾向にあることが確認された。また、高果汁領域では、γ-グルタミルバリルグリシンの添加によって「酸味が丸くなる」や「蜜のような味になる」というコメントが得られた。また、無果汁(果汁0%)の場合、γ-グルタミルバリルグリシンによる添加効果が極めて低いことが明らかとなり、フレーバーに対する増強効果はあまりないものと考えられた。 As a result, in all items of “intensity of sweetness”, “thickness”, “feeling of fruit juice” and “preference”, the effect of adding γ-glutamylvalylglycine was highest when the orange juice was 18%. In the high juice region (> 18%), the effect was attenuated compared to the case where the juice was 18%, but it was confirmed that the effect tends to be higher than that in the low juice region (<1%). In addition, in the high fruit juice region, the comments that “sour taste is rounded” and “taste like nectar” were obtained by the addition of γ-glutamylvalylglycine. In addition, in the case of no fruit juice (fruit juice 0%), it was revealed that the effect of addition by γ-glutamyl valylglycine was extremely low, and it was considered that there was not much enhancement effect on flavor.
(5)各果汁に対するγ-グルタミルバリルグリシン添加効果の検討
 柑橘系果汁及び非柑橘系果汁に対するγ-グルタミルバリルグリシンの効果を調べるため、表7に示した果汁の種類及び果汁の含有量にて各果汁飲料のサンプルを準備した。オレンジ果汁飲料については上記(4)で使用した果汁13%のサンプルを使用し、その他の果汁については市販品を使用した。いずれのサンプルにも、濃度が5重量ppmとなるようにγ-グルタミルバリルグリシンを添加した。
(5) Examination of the effect of γ-glutamyl valylglycine addition to each juice To examine the effect of γ-glutamyl valyl glycine on citrus juice and non-citrus juice, the types of juice and the content of juice shown in Table 7 were used. Samples of each fruit juice drink were prepared. A sample of 13% of the fruit juice used in (4) above was used for the orange juice drink, and commercially available products were used for the other fruit juices. In each sample, γ-glutamylvalylglycine was added so as to have a concentration of 5 ppm by weight.
Figure JPOXMLDOC01-appb-T000013
Figure JPOXMLDOC01-appb-T000013
 得られたサンプルは3名の専門パネラーで評価し、各果汁飲料におけるγ-グルタミルバリルグリシン無添加物と対比して、「果汁感」について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図11に示す。 The obtained samples were evaluated by three expert panelists, and compared with the additive-free additive of γ-glutamyl valylglycine in each juice drink, the "fruit juice feeling" was rated at -3 to +3 points (in increments of 0.1) I did. The result is shown in FIG.
 その結果、γ-グルタミルバリルグリシンの効果はオレンジ果汁飲料で最も高くなる傾向が認められた。また、その他の果汁飲料においても、γ-グルタミルバリルグリシンを添加することによりコントロールよりも強い果汁感が得られた。 As a result, the effect of γ-glutamyl valylglycine tended to be the highest in orange juice drink. In other fruit juice drinks, the addition of γ-glutamylvalylglycine gave a stronger fruit juice feeling than the control.
(6)他素材との比較検討
 果汁への代替機能を有するフレーバー等の素材に対するγ-グルタミルバリルグリシンの優位性の有無を確認するため、表8に示した素材を使用し、表9に示した組成でオレンジモデル飲料のサンプルを調製した。
(6) Comparison with other materials In order to confirm the superiority of γ-glutamylvalylglycine over flavors and other materials that have an alternative function to fruit juice, the materials shown in Table 8 were used. Samples of orange model beverage were prepared with different compositions.
Figure JPOXMLDOC01-appb-T000014
Figure JPOXMLDOC01-appb-T000014
Figure JPOXMLDOC01-appb-T000015
Figure JPOXMLDOC01-appb-T000015
 得られたサンプルは5名の専門パネラーで評価し、上記素材の無添加物をコントロールとして、「甘味の強さ」、「厚み」、「果汁感」及び「好ましさ」の評価項目について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図12~13に示す。 The obtained samples were evaluated by 5 expert panelists, and the evaluation items of “Sweetness intensity”, “Thickness”, “Fruit juice” and “Preference” were evaluated using the additive-free materials as controls. The score was 3 to +3 points (in increments of 0.1). The results are shown in FIGS.
 その結果、γ-グルタミルバリルグリシンを添加したサンプルは、全ての評価項目においてコントロールと比べて評点が向上する傾向が認められ、評価したサンプルの中で最も好ましいと評価された(危険率5%で統計学的有意差あり)。 As a result, the samples to which γ-glutamylvalylglycine was added tended to have improved scores in comparison with the control in all evaluation items, and were evaluated to be the most preferable among the evaluated samples (at a risk rate of 5%). Statistically significant).
(7)果汁飲料の品質に対するγ-グルタミルバリルグリシン添加効果の検討
 果汁濃度(果汁の含有量)の違いによる飲料の劣化速度の違い、及び果汁飲料の品質劣化に対するγ-グルタミルバリルグリシンの影響を調べるため、表10に示した組成でオレンジモデル飲料のサンプルを調製した。サンプルは、果汁の含有量及びγ-グルタミルバリルグリシンの有無(γ-グルタミルバリルグリシンが添加されている場合は(+))で表した。
(7) Examination of the effect of γ-glutamylvalylglycine addition on the quality of fruit juice drinks Differences in the deterioration rate of drinks due to differences in fruit juice concentration (juice content), and the effect of γ-glutamylvalylglycine on fruit drink quality degradation In order to investigate, a sample of orange model beverage was prepared with the composition shown in Table 10. The sample was expressed by the content of fruit juice and the presence or absence of γ-glutamylvalylglycine ((+) when γ-glutamylvalylglycine was added).
Figure JPOXMLDOC01-appb-T000016
Figure JPOXMLDOC01-appb-T000016
 得られたサンプルは24℃で保存し、2週間後及び4週間後に評価を行った。サンプルの評価は、外観及び風味について3名の専門パネラーで実施した。評価方法としては、いずれも一対比較法を用い、保存前のサンプル(0日)をコントロールとして、0~5点(0.1点刻み)で評点付けを行った。外観については、コントロールを5.0点の評点として、コントロールに対して色が変化したと判断された場合に評点が下がるように評価した。また、風味については、コントロールを5.0点の評点として、コントロールにはない異風味が感じられた場合に評点が下がるように評価した。その結果を表11及び表12に示す。 The obtained samples were stored at 24 ° C. and evaluated after 2 weeks and 4 weeks. The evaluation of the samples was carried out by three specialized panelists regarding appearance and flavor. As the evaluation method, the paired comparison method was used for all, and the sample before storage (0 day) was used as a control, and the rating was performed with 0 to 5 points (in increments of 0.1 points). The appearance was evaluated so that the score was lowered when it was determined that the color changed with respect to the control, with the control scored 5.0. Moreover, about the flavor, the control was rated as 5.0, and the evaluation was made so that the score was lowered when a different flavor not found in the control was felt. The results are shown in Tables 11 and 12.
Figure JPOXMLDOC01-appb-T000017
Figure JPOXMLDOC01-appb-T000017
Figure JPOXMLDOC01-appb-T000018
Figure JPOXMLDOC01-appb-T000018
 その結果、果汁18%のオレンジモデル飲料は果汁13%のものに比べて、外観、風味ともに劣化速度が速かった。ところが、果汁13%でγ-グルタミルバリルグリシが添加されたオレンジモデル飲料は、表3にも示したように果汁18%含有飲料と同等の味質を呈しながら、その果汁18%含有飲料よりも保存性が良好であった。 As a result, the deterioration rate of both the appearance and flavor of the orange model beverage with 18% fruit juice was faster than that with 13% fruit juice. However, the orange model beverage to which γ-glutamyl valyl glyci is added at 13% fruit juice has a taste similar to that of a beverage containing 18% fruit juice, as shown in Table 3, but more than the beverage containing 18% fruit juice. Preservability was good.
(8)果汁含有食品(果汁50%)に対するγ-グルタミルバリルグリシン添加効果の検討
 オレンジゼリー、オレンジシャーベット、及びオレンジママレードに対するγ-グルタミルバリルグリシンの効果を調べるため、表13(オレンジゼリー)、表14(オレンジシャーベット)、及び表15(オレンジママレード)に示したように各果汁含有食品のサンプルを準備した。
(8) Examination of γ-glutamyl valylglycine addition effect on fruit juice-containing food (fruit juice 50%) Table 13 (Orange jelly), Table to examine the effect of γ-glutamyl valyl glycine on orange jelly, orange sherbet, and orange malamade Samples of each fruit juice-containing food were prepared as shown in Table 14 (Orange Sorbet) and Table 15 (Orange Marmalade).
Figure JPOXMLDOC01-appb-T000019
Figure JPOXMLDOC01-appb-T000019
Figure JPOXMLDOC01-appb-T000020
Figure JPOXMLDOC01-appb-T000020
Figure JPOXMLDOC01-appb-T000021
Figure JPOXMLDOC01-appb-T000021
 得られたサンプルは6名の専門パネラーで評価し、γ-グルタミルバリルグリシンの無添加物をコントロールとして、「甘味の強さ」、「厚み」、「果汁感」及び「好ましさ」の評価項目について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図14に示す。 The obtained samples were evaluated by 6 expert panelists and evaluated for “sweetness intensity”, “thickness”, “fruit juice” and “preference” using γ-glutamylvalylglycine additive as a control. Items were scored from -3 to +3 points (in increments of 0.1). The result is shown in FIG.
 その結果、γ-グルタミルバリルグリシンを添加したサンプルは、全ての果汁含有食品及び評価項目において無添加と比べて評点が向上する傾向が認められた(オレンジシャーベットの「厚み」以外の項目で、危険率5%、危険率1%、又は危険率0.1%で統計学的有意差あり)。 As a result, the samples added with γ-glutamylvalylglycine tended to improve the scores in all juice-containing foods and evaluation items compared to the case of no addition (items other than orange sherbet “thickness” were dangerous). There is a statistically significant difference at a rate of 5%, a risk rate of 1%, or a risk rate of 0.1%).
(9)高果汁含有食品(果汁50~90%)に対するγ-グルタミルバリルグリシン添加効果の検討
 高濃度に果汁を含有するオレンジゼリー及びオレンジシャーベットに対するγ-グルタミルバリルグリシンの効果を調べるため、表16及び17(オレンジゼリー)、並びに表18及び19(オレンジシャーベット)に示したように各果汁含有食品のサンプルを準備した。
(9) Examination of γ-glutamyl valylglycine addition effect on food with high fruit juice content (fruit juice 50-90%) To examine the effect of γ-glutamyl valylglycine on orange jelly and orange sherbet containing fruit juice at high concentration, Table 16 And 17 (orange jelly), and samples of each fruit juice-containing food were prepared as shown in Tables 18 and 19 (orange sherbet).
Figure JPOXMLDOC01-appb-T000022
Figure JPOXMLDOC01-appb-T000022
Figure JPOXMLDOC01-appb-T000023
Figure JPOXMLDOC01-appb-T000023
Figure JPOXMLDOC01-appb-T000024
Figure JPOXMLDOC01-appb-T000024
Figure JPOXMLDOC01-appb-T000025
Figure JPOXMLDOC01-appb-T000025
 得られたサンプルは6名の専門パネラーで評価し、γ-グルタミルバリルグリシンの無添加物をコントロールとして、「甘味の強さ」、「厚み」、「果汁感」及び「好ましさ」の評価項目について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図15(オレンジゼリー)及び図16(オレンジシャーベット)に示す。 The obtained samples were evaluated by 6 expert panelists and evaluated for “sweetness intensity”, “thickness”, “fruit juice” and “preference” using γ-glutamylvalylglycine additive as a control. Items were scored from -3 to +3 points (in increments of 0.1). The results are shown in FIG. 15 (orange jelly) and FIG. 16 (orange sherbet).
 その結果、γ-グルタミルバリルグリシンを添加したサンプルは、全ての果汁含有食品及び評価項目においてコントロールと比べて評点が向上する傾向が認められた(およそ半分の項目で、危険率5%、危険率1%、又は危険率0.1%で統計学的有意差あり)。 As a result, the samples with the addition of γ-glutamylvalylglycine tended to improve the scores in all fruit-containing foods and evaluation items as compared to the control (risk rate 5%, risk rate in approximately half items) 1%, or 0.1% risk, statistically significant)
(10)γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、又はγ-グルタミル-ノルバリンの添加効果の検討(果汁13%オレンジジュースモデル飲料)
 オレンジジュースモデル飲料に対するγ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、又はγ-グルタミル-ノルバリンの作用効果を確認するため、表20~22に示した組成で各種サンプルを調製した。尚、γ-グルタミル-2-アミノ酪酸はBachem Feinchemikalien AG社製のものを用い、γ-グルタミル-ノルバリル-グリシンはWO2011/081186記載の方法に準じて調製し、γ-グルタミル-ノルバリンはWO2011/081185記載の方法に準じて調製した。
(10) Examination of addition effect of γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, or γ-glutamyl-norvaline (13% orange juice model beverage)
In order to confirm the effect of γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, or γ-glutamyl-norvaline on orange juice model beverages, various samples were prepared with the compositions shown in Tables 20-22. . Γ-glutamyl-2-aminobutyric acid was manufactured by Bachem Feinchemikalien AG, γ-glutamyl-norvalyl-glycine was prepared according to the method described in WO2011 / 081186, and γ-glutamyl-norvaline was prepared in WO2011 / 081185. Prepared according to the methods described.
Figure JPOXMLDOC01-appb-T000026
Figure JPOXMLDOC01-appb-T000026
Figure JPOXMLDOC01-appb-T000027
Figure JPOXMLDOC01-appb-T000027
Figure JPOXMLDOC01-appb-T000028
Figure JPOXMLDOC01-appb-T000028
 得られたサンプルは3名の専門パネラーで評価し、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、又はγ-グルタミル-ノルバリンの無添加物をコントロールとして、「甘味の強さ」、「厚み」、「果汁感」及び「好ましさ」の評価項目について-3~+3点(0.1点刻み)で評点付けを行った。その結果を図17(γ-グルタミル-2-アミノ酪酸)、図18(γ-グルタミル-ノルバリル-グリシン)、及び図19(γ-グルタミル-ノルバリン)に示す。 The obtained samples were evaluated by three expert panelists, and the control was performed with no additive of γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, or γ-glutamyl-norvaline. ”,“ Thickness ”,“ Fruit Juice ”and“ Preferences ”were scored from -3 to +3 points (in 0.1 point increments). The results are shown in FIG. 17 (γ-glutamyl-2-aminobutyric acid), FIG. 18 (γ-glutamyl-norvalyl-glycine), and FIG. 19 (γ-glutamyl-norvaline).
 その結果、γ-グルタミル-2-アミノ酪酸を30重量ppm添加した際の「好ましさ」以外の全ての評価項目で、コントロールと比べて評点が向上する傾向が認められた。 As a result, in all the evaluation items other than “preferability” when 30 wt ppm of γ-glutamyl-2-aminobutyric acid was added, a tendency to improve the score as compared with the control was recognized.
 本発明によれば、果汁の含有量がたとえ少なくても、十分に好ましい果汁感を呈する飲食品を提供することができる。また、本発明により見出された本発明のペプチド又はその塩の果汁感増強効果は、飲食品の分野のみならず医薬分野及び化粧品分野等にも有用である。 According to the present invention, it is possible to provide a food or drink that exhibits a sufficiently preferable fruit juice feeling even if the content of the fruit juice is small. In addition, the fruit juice enhancing effect of the peptide of the present invention or a salt thereof found by the present invention is useful not only in the field of food and drink but also in the field of medicine and cosmetics.
 本願は日本で出願された特願2012-165029(出願日:2012年7月25日)を基礎としており、その内容は本明細書に全て包含されるものである。 This application is based on Japanese Patent Application No. 2012-165029 filed in Japan (filing date: July 25, 2012), the contents of which are incorporated in full herein.

Claims (8)

  1.  γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩と果汁とを含有してなる、飲食品。 at least one peptide selected from the group consisting of γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline and salts thereof, and a fruit juice thereof A food or drink comprising
  2.  該ペプチド又はその塩の含有量が0.1~200重量ppmである、請求項1に記載の飲食品。 The food or drink according to claim 1, wherein the content of the peptide or a salt thereof is 0.1 to 200 ppm by weight.
  3.  果汁の含有量が0.01~100%である、請求項1又は2に記載の飲食品。 The food or drink according to claim 1 or 2, wherein the fruit juice content is 0.01 to 100%.
  4.  果汁が柑橘系果汁又は非柑橘系果汁である、請求項1~3のいずれか1項に記載の飲食品。 The food or drink according to any one of claims 1 to 3, wherein the fruit juice is citrus fruit juice or non-citrus fruit juice.
  5.  柑橘系果汁がレモン果汁又はオレンジ果汁である、請求項4に記載の飲食品。 The food or drink according to claim 4, wherein the citrus juice is lemon juice or orange juice.
  6.  非柑橘系果汁が、リンゴ果汁、ぶどう果汁、パインアップル果汁、マンゴー果汁、ホワイトグレープ果汁、イチゴ果汁及びピーチ果汁から選択される1種以上である、請求項4に記載の飲食品。 The food or drink according to claim 4, wherein the non-citrus juice is at least one selected from apple juice, grape juice, pineapple juice, mango juice, white grape juice, strawberry juice and peach juice.
  7.  γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩を有効成分として含有してなる、飲食品の果汁感増強剤。 γ-glutamylvalyl glycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline and salts thereof selected from the group consisting of salts thereof and active salts A fruit juice sensation enhancer for foods and drinks.
  8.  γ-グルタミルバリルグリシン、γ-グルタミル-2-アミノ酪酸、γ-グルタミル-ノルバリル-グリシン、γ-グルタミル-ノルバリン及びそれらの塩からなる群より選択される少なくとも1種のペプチド又はその塩を飲食品に添加することを特徴とする、飲食品の果汁感を増強する方法。 γ-glutamylvalylglycine, γ-glutamyl-2-aminobutyric acid, γ-glutamyl-norvalyl-glycine, γ-glutamyl-norvaline and salts thereof selected from at least one peptide or salt thereof A method for enhancing the fruit juice sensation of a food or drink, characterized by being added to the above.
PCT/JP2013/069917 2012-07-25 2013-07-23 Food or beverage containing fruit juice WO2014017485A1 (en)

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