WO2013082869A1 - 甜味剂组合物以及饮料食品 - Google Patents

甜味剂组合物以及饮料食品 Download PDF

Info

Publication number
WO2013082869A1
WO2013082869A1 PCT/CN2012/001637 CN2012001637W WO2013082869A1 WO 2013082869 A1 WO2013082869 A1 WO 2013082869A1 CN 2012001637 W CN2012001637 W CN 2012001637W WO 2013082869 A1 WO2013082869 A1 WO 2013082869A1
Authority
WO
WIPO (PCT)
Prior art keywords
formula
food
aspartame
salt
beverage
Prior art date
Application number
PCT/CN2012/001637
Other languages
English (en)
French (fr)
Inventor
沼泽俊哉
胜田雄己
Original Assignee
味之素株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 味之素株式会社 filed Critical 味之素株式会社
Publication of WO2013082869A1 publication Critical patent/WO2013082869A1/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36Radicals substituted by singly-bound nitrogen atoms
    • C07D213/40Acylated substituent nitrogen atom
    • 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
    • A23L2/60Sweeteners
    • 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
    • A23L27/20Synthetic spices, flavouring agents or condiments
    • A23L27/205Heterocyclic compounds
    • A23L27/2054Heterocyclic compounds having nitrogen as the only hetero atom
    • 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
    • A23L27/30Artificial sweetening 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
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/31Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
    • A23L27/32Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives

Definitions

  • the present invention relates to a sweetener composition which is sufficiently sweet and has excellent sweetness quality, and a food or drink. Background technique
  • sweetener a high-intensity sweetener represented by acesulfame potassium, which provides sufficient sweetness compared with traditionally used sweeteners such as sugar and liquid sugar. Can give sweetness with low calories. For this reason, high-intensity sweeteners are very useful for applications such as obesity and diabetes that require restriction of calorie intake and sugar intake.
  • most of the above sweetness sweeteners have a "sweet aftertaste" in the overall taste and sweetness of sweetness, "the sweetness of the aftertaste is too greasy", “the bitterness”, “Not enough mellow”, “Insufficient sweetness in the front taste", “Insufficient realism” and other issues.
  • the problem to be solved by the present invention is to provide a sweetener composition and a food or drink which have a sweet taste of a front taste, a mellow aftertaste, a satisfactory sweet taste, and no bitterness and umami taste. Etc., the sweetness quality is excellent, and the flavor of the beverage food is not impaired.
  • the present inventors have made intensive studies on the above problems, and as a result, it has been found that by adding a specific amide compound to aspartame and acesulfame potassium, the sweet taste of aspartame and acesulfame potassium is enhanced, and The sweetness quality was also improved, and the present invention was completed based on such knowledge.
  • the present invention is as follows.
  • a sweetener composition comprising aspartame, potassium acesulfame, a compound represented by the following formula (I) or a salt thereof.
  • R 1 and R 2 wherein any one represents a hydrogen atom, the other represents a fluorenyl group having 1 to 4 carbon atoms or a decyloxy group having 1 to 4 carbon atoms; and R 3 represents a hydrogen atom or a carbon atom; 1 to 4 alkyl groups.
  • a food or drink comprising the addition of aspartame, potassium acesulfame, and a compound represented by the following formula (I) or a salt thereof.
  • R 1 and R 2 wherein any one represents a hydrogen atom, the other represents an alkyl group having 1 to 4 carbon atoms or a decyloxy group having 1 to 4 carbon atoms; and R 3 represents a hydrogen atom or a carbon atom; 1 to 4 ⁇ base.
  • a method for producing a food or drink comprising the step of adding the sweetener composition according to any one of the above [1] to [8].
  • a sweetener composition and a food or drink which have a vivid sweetness of a front taste, a mellow aftertaste, a satisfactory sweet taste, and no bitterness and umami taste, etc.
  • the sweetness quality is excellent and does not impair the flavor of the food and beverage.
  • the sweetener composition of the present invention contains a compound represented by the following formula (I) or a salt thereof.
  • R 1 and R 2 wherein any one represents a hydrogen atom, the other represents a fluorenyl group having 1 to 4 carbon atoms or a decyloxy group having 1 to 4 carbon atoms; and R 3 represents a hydrogen atom or a carbon atom; 1 to 4 alkyl groups.
  • the fluorenyl group having 1 to 4 carbon atoms represented by R 1 or R 2 may be any of a linear chain and a branched chain, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, and a butyl group. , isobutyl, sec-butyl, tert-butyl, etc., preferably methyl.
  • the fluorenyloxy group having 1 to 4 carbon atoms represented by R 1 or R 2 may be any of a linear chain and a branched chain, and examples thereof include a methoxy group, an ethoxy group, a propoxy group, and an isopropyl group.
  • the oxy group, butoxy group, isobutoxy group, sec-butoxy group, tert-butoxy group and the like are preferably a methoxy group.
  • the alkyl group having 1 to 4 carbon atoms represented by R 3 may be any of a linear chain and a branched chain, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and an isobutyl group.
  • a methyl group, a sec-butyl group, a tert-butyl group or the like is preferred.
  • R 1 and R 2 represents a hydrogen atom
  • the other represents a methyl group or a methoxy group (more preferably a methoxy group)
  • R 3 represents a hydrogen atom or a methyl group (more)
  • a compound of a hydrogen atom is preferred.
  • N1 - (2,3-dimethoxybenzyl)-N2-(2-(pyridin-2-yl)ethyl) monooxalate Particular preference is given to Nl_(2,4-dimethoxybenzyl)-N2-(2-(pyridin-2-yl)ethyl)-oxalamide.
  • Examples of the salt of the compound represented by the formula (I) include salts of inorganic acids such as hydrochloric acid, hydrofluoric acid, sulfuric acid, and phosphoric acid; acetic acid, trifluoroacetic acid, succinic acid, citric acid, lactic acid, and maleic acid.
  • inorganic acids such as hydrochloric acid, hydrofluoric acid, sulfuric acid, and phosphoric acid
  • acetic acid, trifluoroacetic acid succinic acid, citric acid, lactic acid, and maleic acid.
  • a compound represented by the formula (I) and a salt thereof of an organic acid such as salicylic acid, methanesulfonic acid, benzenesulfonic acid, sorbic acid, picric acid, benzoic acid or cinnamic acid are known materials, and can be known by a known method (for example, WO2005/ 041684 The method described, etc.) Manufactured.
  • the content of the compound represented by the formula (I) or a salt thereof in the sweetener composition of the present invention is usually from 0.5 to 4,000 ppm by weight, preferably from 50 to 400 ppm by weight. This content is within the above range, and can impart a pleasant sweet taste. Further, when the sweetener composition of the present invention is added to a food or beverage, the flavor of the beverage or food can be improved.
  • the "favorable flavor of beverages and foods" in the present specification differs depending on various beverages and foods. For example, when the beverage food is a lactic acid beverage, it means a milky taste, and when the beverage food is a juice beverage, it means a juice feeling.
  • the sweetener composition of the present invention further contains aspartame and acesulfame potassium in addition to the compound represented by the formula (I) or a salt thereof.
  • the compound represented by the formula (I) or a salt thereof is blended with aspartame and acesulfame potassium, and the sweetener composition of the present invention is excellent in the bright taste of the top taste, the mellowness and the feeling of the aftertaste, and is improved. The sweet taste of the whole.
  • the sweet taste of the front taste means a strong sweet taste which is felt within 0 to 2 seconds immediately after the beverage food contains the inlet.
  • the mellow aftertaste means that the beverage food contains the sweet taste that is reflected after 5 seconds in the mouth and continues to be maintained after the meal.
  • Sense of realism means the taste of a food or drink, and the flavor imparts a mellow and complex feeling.
  • pre-flavor means a taste which is manifested within 0 to 2 seconds immediately after the sweetener composition or the food or beverage has just come into contact with the tongue.
  • the “aftertaste” means a taste which is reflected after the disappearance of the top taste, the sweetener composition or the beverage food, and the like which are displayed after 5 seconds in the inlet and the taste which is maintained after the eating.
  • the content of the aspartame in the sweetener composition of the present invention is usually 0.05 to 30% by weight, preferably 1 to 20% by weight. This content is within the above range, and can impart a pleasant sweet taste.
  • the content of potassium acesulfame in the sweetener composition of the present invention is usually 0.05 to 30% by weight, preferably 1 to 20% by weight. This content is within the above range, and can impart a pleasant sweet taste.
  • the total content of aspartame and acesulfame potassium in the sweetener composition of the present invention is usually 0.1 to 35 weight.
  • % preferably 1 to 20% by weight. This content is within the above range, and can impart a pleasant sweet taste.
  • the content ratio is within the above range, and can impart a pleasant sweet taste.
  • the content ratio is within the above range, and can impart a pleasant sweet taste.
  • the sweetener composition of the present invention preferably further contains lysine or a salt thereof.
  • the lysine may be any one of L form, D form, and a mixture thereof (e.g., a racemate), and is preferably L form, D form, and particularly preferably L form.
  • Examples of the salt of lysine include salts with inorganic bases such as sodium, potassium, and calcium (metal salts, etc.), salts of organic bases such as ammonia or various amines (ammonium salts, etc.), and hydrochloric acid and sulfuric acid.
  • a salt of an inorganic acid or a salt of an organic acid such as acetic acid is preferably a salt with hydrochloric acid.
  • the content of lysine or a salt thereof in the sweetener composition of the present invention is usually 5 to 70% by weight, preferably 20 to 40% by weight. When the content is within the above range, when added to a food or drink, the added sweetness and the complexity of the flavor can be further enhanced.
  • the content ratio is within the above range, when added to a food or drink, the complexity of the sweetness and flavor imparted can be further enhanced.
  • the sweetener composition of the present invention may further contain other additives as needed within the scope not departing from the object of the present invention.
  • a sweetener a coloring matter, a storage agent, a viscosity-increasing stabilizer, and an antioxidant can be mentioned as described in the "Food Additives Handbook" (Japan Food Additives Association, issued on January 6, 2009).
  • the sweetener composition of the present invention can be produced by mixing the above various components in accordance with a usual method.
  • the production method is not particularly limited, and it can be produced, for example, by a method in which various raw materials are mixed by an internal mixer or the like, a method of weighing various raw materials in a plastic bag or the like, and the like. More specifically, for example, a prescribed amount of the compound represented by the formula (I) or a salt thereof, aspartame, potassium acesulfame, lysine hydrochloride, dextrin is placed in a plastic bag, and passed through 3
  • the sweetener composition of the present invention can be formulated by minute shaking mixing.
  • the sweetener composition of the present invention may have any shape, and examples of the shape thereof include a solid (including powder, granules, etc.), a liquid (including a slurry), a gel, a paste, and the like. .
  • the sweetener composition of the present invention can be added to a food or drink.
  • a foodstuff food By adding the sweetener composition of the present invention to a foodstuff food, it is possible to impart a sweet taste and a good quality to the food and beverage. In addition, it can enhance the flavor of beverages and foods.
  • the beverage food to which the sweetener composition of the present invention is added is not particularly limited, and examples thereof include beverages, snacks, cold snacks, ice snacks, desserts, sauces, creams, jams, breads and the like, and dried fruits. Etc., preferably, beverages, snacks, creams, jams.
  • beverage examples include: juice drinks such as orange juice, strawberry juice, and apple juice; lactic acid drinks; refreshing drinks such as sports drinks; carbonated drinks; coffee drinks; teas such as black tea, Japanese tea, and Chinese tea; For beverages and the like, juice drinks and lactic acid drinks are preferred.
  • the sweetener composition of the present invention may be used as a sanitary product (including an oral composition such as a toothpaste or a mouthwash), a cosmetic, a pharmaceutical, or an animal product other than a human, in addition to a food or beverage.
  • a sanitary product including an oral composition such as a toothpaste or a mouthwash
  • a cosmetic such as a toothpaste or a mouthwash
  • a pharmaceutical such as a benzyl alcohol
  • animal product other than a human in addition to a food or beverage.
  • Various products are used with sweeteners.
  • the food or drink of the present invention is obtained by adding the compound represented by the above formula (I) or a salt thereof.
  • the compound represented by the formula (I) or a salt thereof the same ones which can be used in the sweetener composition of the present invention can be used.
  • the compound represented by the formula (I) or a salt thereof is usually added in an amount of 0.05 to 0.05%.
  • 0.45 ppm by weight preferably 0.2 to 0.4 ppm by weight, more preferably 0.2 to 0.3 ppm by weight, particularly preferably 0.2 to 0.25 ppm by weight, most preferably 0.2 to 0.225 ppm by weight.
  • the added amount is within the above range, and can impart a pleasant sweet taste.
  • the "addition amount” in the present invention means a value calculated by dividing the weight of the additive by the weight of the object to be added.
  • the food or drink of the present invention is a substance obtained by adding aspartame and potassium acesulfame in addition to the compound represented by the formula (I) or a salt thereof.
  • the beverage food of the present invention has a sweet taste of the front taste, a rich aftertaste, and an excellent feeling, and also improves the sweetness.
  • the overall taste is good.
  • the content of aspartame in the food or drink of the present invention is usually 0.0005 to 0.075% by weight, preferably 0.005 ⁇
  • the content of potassium acesulfame in the food or drink of the present invention is usually 0.0005 to 0.075% by weight, preferably 0.005 to 0.05% by weight. When the content is within the above range, it is possible to impart a sweet taste to the food and beverage.
  • This addition ratio is within the above range, and can impart a sweet taste.
  • the beverage food of the present invention preferably further contains lysine or a salt thereof.
  • lysine or a salt thereof the same ones as those which can be used in the sweetener composition of the present invention can be used.
  • the amount of lysine or a salt thereof to be added to the food or drink of the present invention is usually 0.01 to 0.5% by weight, preferably 0.03 to 0.1% by weight.
  • the added amount is within the above range, and can impart a sweet taste to the beverage and food. In addition, it can enhance the complexity of the flavor.
  • the type of the food or drink of the present invention is not particularly limited, and examples thereof include beverages, snacks, cold snacks, ice snacks, desserts, sauces, creams, jams, breads and the like, dried fruits, and the like, and preferably beverages. Dim sum, cream, jam.
  • beverage examples include: juice drinks such as orange juice, strawberry juice, and apple juice; lactic acid drinks; refreshing drinks such as sports drinks; carbonated drinks; coffee drinks; teas such as black tea, Japanese tea, and Chinese tea; For beverages and the like, juice drinks and lactic acid drinks are preferred.
  • the same as the known beverage or food is used.
  • the beverage and food of the present invention can be produced by the same method as the raw material.
  • the beverage food of the present invention can be produced by adding the sweetener composition of the present invention to a food or drink.
  • the sweetener combination of the present invention is as long as the compound represented by the formula (I) or a salt thereof, aspartame and acesulfame potassium are each added in the above range of the food or beverage.
  • the amount of the substance to be added is not particularly limited, but is usually 0.001 to 0.08% by weight, preferably 0.005 to 0.05% by weight.
  • the added amount is within the above range, and can impart a sweet taste. Further, by adding the sweetener composition of the present invention to a food or drink, it is possible to enhance the flavor of the beverage food.
  • the commercially available raw materials were mixed according to the formulation shown in the following Table 1, and sterilized at 90 ° C for 15 minutes, and then cooled at 5 ° C overnight to prepare a lactic acid beverage.
  • the compound (I) and the aspartame are added to the lactic acid beverage according to the addition amount shown in Table 2 (the amount of the compound (I) per 100 g of the lactic acid beverage: 0 to 0.00006 g, the amount of the aspartame: 0.01 to 0.05 g).
  • the amount of white sugar is mixed according to the amount calculated by the following formula.
  • lactic acid beverage a panel of five experts was subjected to sensory evaluation. Each lactic acid beverage was compared with a lactic acid beverage (control group, "control") which was the same as the other components except the compound (I), and sensory evaluation was performed according to the following evaluation criteria. The results are shown in Table 2.
  • the commercially available raw materials were mixed according to the formulation shown in Table 3 below, sterilized at 90 ° C for 15 minutes, and then cooled at 5 ° C overnight to prepare a lactic acid beverage.
  • the compound (I) and potassium acesulfame were added to the lactic acid drink according to the addition amount shown in Table 4.
  • amount of compound (I) per 100 g of lactic acid beverage 0 to 0.00006 g
  • amount of potassium acesulfame 0.01 to 0.05 g.
  • the white sugar was mixed in an amount calculated according to the following formula.
  • a panel of five experts performed a sensory evaluation.
  • Each of the lactic acid beverages was compared with a lactic acid beverage (control group) having the same composition except that the compound (I) was not added, and sensory evaluation was performed according to the following evaluation criteria. The results are shown in Table 4.
  • the lactic acid beverage in which the compound (I) was added in an amount of 0.2 to 0.225 ppm by weight, it was found that the sweetness was enhanced as compared with the control group. In addition, the lactic acid beverage was found to have enhanced milk flavor. Almost no smell and bitterness.
  • the intensity of the sweetness enhancement was stronger than that of the lactic acid beverage of Test Example 1 using only aspartame alone.
  • White sugar mixture (g) 10- (total amount of aspartame and acesulfame potassium (g) x200)
  • lactic acid beverage a panel of five experts was subjected to sensory evaluation. Each of the lactic acid beverages was compared with a lactic acid beverage (control group) having the same components except that the compound (I) was not added, and sensory evaluation was performed according to the following evaluation criteria. The results are shown in Table 6.
  • the weight ratio of aspartame to acesulfame potassium is 90: 10 to 50: 50, and the amount of compound (I) added is 0.2 to 0.25 ppm by weight in the lactic acid beverage, and the sweetness and the milky taste are compared with the control group. Enhanced. In addition, the lactic acid beverage hardly felt umami or bitterness.
  • the intensity of the sweetness enhancement was stronger than that of the lactic acid beverage of Test Example 1 using only aspartame alone.
  • the lactic acid beverage of Test Example 3 in which the compound (I) was combined with aspartame and acesulfame potassium was excellent in the sweetness of the top taste, the mellowness of the aftertaste, and the feeling.
  • Test Example 4 Commercially available raw materials were mixed according to the formulation shown in Table 7 below, sterilized at 85 ° C for 30 minutes, and then cooled at 5 ° C overnight to prepare orange juice.
  • the compound (I), aspartame, acesulfame potassium, and lysine hydrochloride were added to the lactic acid beverage according to the amount shown in Table 8 (the amount of the compound (I) per 100 g of orange juice: 0 to 0.00006 g, the amount of aspartame: 0.0075 to 0.045 g, the amount of acesulfame potassium: 0.001 to 0.035 g, the amount of lysine hydrochloride: 0 or 0.034 g).
  • the white sugar was mixed in an amount calculated by the following formula.
  • lactic acid beverage a panel of five experts was subjected to sensory evaluation. Each of the lactic acid beverages was compared with a lactic acid beverage (control group) having the same components except that the compound (I) was not added, and sensory evaluation was performed according to the following evaluation criteria. The results are shown in Table 8.
  • the weight ratio of aspartame to acesulfame potassium was 90:10, and the addition amount of the compound (I) was 0.2 to 0.4 ppm by weight in orange juice, and it was found that the sweetness was enhanced as compared with the control group.
  • the complexity of the sweetness and the overall flavor is further enhanced.
  • the orange juice of Test Example 4 in which the compound (I) was combined with aspartame and potassium acesulfame was excellent in the sweetness of the taste, the mellowness of the aftertaste, and the real feeling.
  • a sweetener composition and a food or drink having a sweet taste of a front taste, a mellow aftertaste, a satisfactory sweet taste with sufficient sensation, and, in addition, no bitterness and umami taste, etc.
  • the sweetness quality is excellent and does not impair the flavor of the food and beverage.
  • the present invention is based on the Chinese application No. 201110407861.8, the entire content of which is incorporated herein.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Seasonings (AREA)
  • Non-Alcoholic Beverages (AREA)

Abstract

一种甜味剂组合物及饮料食品,所述甜味剂组合物含有阿斯巴甜、乙酰磺胺酸钾及通式(I)表示的酰胺化合物。所述甜味剂组合物可用于饮料食品中,具有前味的鲜明甜味、醇厚的余味,但没有苦味和鲜味等,不会损害饮料食品的风味。

Description

说 明 书 甜味剂组合物以及饮料食品 技术领域
本发明涉及具有充分甜味、 且甜味品质优异的甜味剂组合物以及饮料食品。 背景技术
以阿斯巴甜 (aspartame ) 、 蔗糖素 ( sucralose ) 、 阿力甜 ( alitame ) 、 纽甜
(neotame) 、 乙酰磺胺酸钾 (acesulfame potassium) 为代表的高甜度甜味剂, 与砂糖和液 糖等传统使用的甜味剂相比, 只需添加少量就能提供充分的甜味, 所以能以低卡路里赋 予甜味。 为此, 在肥胖症和糖尿病等需要限制卡路里和糖类摄取的用途, 高甜度甜味剂 非常有用。 但是, 另一方面, 上述髙甜度甜味剂多数在甜味的整体喜好感和甜味品质方 面还存在 "余味的甜味强"、 "余味的甜味太腻"、 "有苦味"、 "不够醇厚"、 "前 味中鲜明的甜味不足"、 "实感不足"等的课题。
为解决该课题, 迄今为止, 提议出了多种方法, 如: 在高甜度甜味剂中, 一并使用 奎宁或咖啡因等苦味物质的方法(日本专利特开平 9一 238641 ) 、 一并使用芦丁或芦丁衍 生物的方法 (日本专利特开平 10— 146165 ) 、 一并使用奎宁酸或含有奎宁酸的咖啡浸出 物的方法 (日本专利特开 2001— 321115 ) 、 一并使用煎焙咖啡的溶剂浸出物的方法 (日 本专利特开 2006— 81544) 、 一并使用千日菊酰胺或含有千日菊酰胺的植物浸出物的方法 (日本专利特开 2006— 223104 ) 、 一并使用菊糖的方法 (日本专利特开 2007— 195449) 、 一并使用糖醇以及 D—塔格糖的方法 (日本专利特开 2008— 148 ) 、 一并使用 酶处理的异槲皮苷以及 /或者苹果多元酚的方法 (日本专利特开 2008— 99683 ) 、 一并使 用 L一阿拉伯糖的方法 (日本专利特开 2008— 245660) 、 一并使用镁盐的方法(日本专 利特开 2009— 5675 ) 、 一并使用绿原酸等多元酚的方法 (美国专利 US2003/003212A1 ) 、 一并使用多元醇以及氨基酸的方法 ( WO2007/081442 ) 、 一并使用 脯氨酸、 白氨酸等氨基酸的方法 (WO2006/041668) 等。 然而, 上述的任何一种方法仍存 在 "效果弱" 、 "一并使用的原材料自身的风味损坏了食品呈现的风味"等课题, 仍然 未能充分解决高甜度甜味剂的甜味整体喜好感和甜味品质的课题。
确认本 另外, 有报告指出特定的酰胺化合物是鲜味物质 (WO2005/041684) , 还报告了能使 用于各种食品组合物中 (WO2007/124152) 。 然后, 关于该化合物与高甜度甜味剂阿斯巴 甜及乙酰磺胺酸钾的组合、 对其甜味整体的喜好感及甜味品质的改善效果, 迄今为止完 全没有报道。 发明内容
发明要解决的课题
本发明要解决的课题是提供一种甜味剂组合物以及饮料食品, 其充分具有前味的鲜 明甜味、 醇厚的余味、 具有实感的令人满意的甜味, 另外, 没有苦味和鲜味等, 甜味品 质优异, 且不损害饮料食品的风味。
解决课题的手段
本发明者针对上述课题, 经潜心研究, 结果发现通过在阿斯巴甜及乙酰磺胺酸钾中 添加特定的酰胺化合物, 增强了阿斯巴甜及乙酰磺胺酸钾令人喜好的甜味, 而且甜味品 质也得到了改善, 基于这样的认识经进一步研究从而完成了本发明。
即, 本发明如下所述。
[1]一种甜味剂组合物, 含有阿斯巴甜、 乙酰磺胺酸钾及下述通式 (I) 表示的化合 物或其盐。
化 1]
Figure imgf000003_0001
(式中, R1和 R2, 其中任意一个表示氢原子, 另一个表示碳原子数 1〜4的垸基或者 碳原子数 1〜4的垸氧基, R3表示氢原子或碳原子数 1〜4的烷基。 )
[2]上述 [1]记载的甜味剂组合物, 在通式 (I) 中, R1和 R2, 其中任意一个表示氢原 子, 另一个表示甲基或甲氧基, R3表示氢原子或甲基。
[3] 上述 [1]或 [2]记载的甜味剂组合物, 其中, 通式 (I ) 所示的化合物是由 N1—
(2, 4一二甲氧基苄基) — N2— (2- (吡啶一 2—基) 乙基) 一草酰胺、 N1— (2—甲氧 基— 4—甲基苄基) —N2— (2- ( 5—甲基吡啶—2—基) 乙基) 一草酰胺、 N1— (2—甲 氧基—4—甲基苄基) _N2_ (2- (吡啶一2—基) 乙基) —草酰胺以及 N1— (2, 3— 二甲氧基苄基) 一 N2— (2- (吡啶一 2—基) 乙基) 一草酰胺构成的群组中所选出的化 合物。
[4]上述 [1]〜[3]任意一项记载的甜味剂组合物, 其中, 阿斯巴甜和乙酰磺胺酸钾的含 有比率, 按重量比, 阿斯巴甜: 乙酰磺胺酸钾 =95: 5〜40: 60。
[5]上述 [1]〜[4]任意一项记载的甜味剂组合物, 其中, 通式 (I) 表示的化合物或其 盐, 与阿斯巴甜及乙酰磺胺酸钾的含有比率, 按重量比, (通式 (I) 表示的化合物或其 盐) : (阿斯巴甜及乙酰磺胺酸钾) =0.01 : 99.99〜0.6: 99.4。
[6]上述 [1]〜[5]任意一项记载的甜味剂组合物, 其中, 通式 (I ) 表示的化合物或其 盐的含量为 0.5〜4000重量 ppm。
[7]上述 [1]〜[6]任意一项记载的甜味剂组合物, 其中, 还含有赖氨酸或其盐。
[8]上述 [1]〜[7]任意一项记载的甜味剂组合物, 是为了将通式 (I ) 表示的化合物或 其盐以 0.05〜0.45重量 ppm的添加量添加于饮料食品中。
[9]一种饮料食品, 添加阿斯巴甜、 乙酰磺胺酸钾及下述通式 (I) 表示的化合物或其 盐而成。
化 2]
Figure imgf000004_0001
(式中, R1和 R2, 其中任意一个表示氢原子, 另一个表示碳原子数 1〜4的烷基或者 碳原子数 1〜4的垸氧基, R3表示氢原子或碳原子数 1〜4的垸基。 )
[10]上述 [9]记载的饮料食品, 在通式 (I) 中, R1和 R2, 其中任意一个表示氢原子, 另一个表示甲基或甲氧基, R3表示氢原子或甲基。
[11]上述 [9]或 [10]记载的饮料食品, 其中, 通式 (I) 所示的化合物是由 N1— (2, 4 一二甲氧基苄基) 一 N2_ (2- (吡啶一 2—基) 乙基) 一草酰胺、 N1— (2—甲氧基一 4 一甲基苄基) 一 N2— (2- ( 5—甲基吡啶一 2—基) 乙基) 一草酰胺、 N1— (2—甲氧基 _4—甲基苄基) 一N2— (2- (吡啶 _2—基) 乙基) 一草酰胺以及 N1— (2, 3—二甲 氧基苄基) 一 N2— ( 2- (吡啶一 2—基) 乙基) 一草酰胺构成的群组中所选出的化合 物。 [12]上述 [9]〜[11]任意一项记载的饮料食品, 其中, 阿斯巴甜和乙酰磺胺酸钾的添加 比率, 按重量比, 阿斯巴甜:乙酰磺胺酸钾 =95: 5〜40: 60。
[13]上述 [9]〜[12]任意一项记载的饮料食品, 其中, 通式 (I ) 表示的化合物或其 盐, 与阿斯巴甜及乙酰磺胺酸钾的添加比率, 按重量比, (通式 (I) 表示的化合物或其 盐) : (阿斯巴甜及乙酰磺胺酸钾) =0.01 : 99.99〜0.6: 99.4。
[14]上述 [9]〜[13]任意一项记载的饮料食品, 其中, 还添加有赖氨酸或其盐。
[15]上述 [9]〜[14]任意一项记载的饮料食品, 为饮料。
[16]上述 [9]〜[15]任意一项记载的饮料食品, 其中, 通式 (I) 表示的化合物或其盐 的添加量为 0.05〜0.45重量 ppm。
[17]一种饮料食品的制造方法, 包括添加上述 [1]〜[8]任意一项记载的甜味剂组合物 的工序。
发明的效果
根据本发明, 可提供一种甜味剂组合物以及饮料食品, 其充分具有前味的鲜明甜 味、 醇厚的余味、 具有实感的令人满意的甜味, 另外, 没有苦味和鲜味等, 甜味品质优 异, 且不损害饮料食品的风味。 具体实施方式
下面, 对本发明进行详细的说明。
[本发明的甜味剂组合物]
本发明的甜味剂组合物含有下述通式 (I) 表示的化合物或其盐。
化 3]
Figure imgf000005_0001
(式中, R1和 R2, 其中任意一个表示氢原子, 另一个表示碳原子数 1〜4的垸基或者 碳原子数 1〜4的垸氧基, R3表示氢原子或碳原子数 1〜4的烷基。 )
下面将对通式 (I) 中各基团的定义进行详述。
R1或 R2表示的碳原子数 1〜4的垸基, 可以是直链状以及支链状的任何一种, 可列举 如: 甲基、 乙基、 丙基、 异丙基、 丁基、 异丁基、 仲丁基、 叔丁基等, 优选甲基。 R1或 R2表示的碳原子数 1〜4的垸氧基, 可以是直链状以及支链状的任何一种, 可列 举如: 甲氧基、 乙氧基、 丙氧基、 异丙氧基、 丁氧基、 异丁氧基、 仲丁氧基、 叔丁氧基 等, 优选甲氧基。
R3表示的碳原子数 1〜4的烷基, 可以是直链状以及支链状的任何一种, 可列举如: 甲基、 乙基、 丙基、 异丙基、 丁基、 异丁基、 仲丁基、 叔丁基等, 优选甲基。
通式 (I) 表示的化合物, 优选 R1和 R2中的任意一个表示氢原子、 另一个表示甲基 或甲氧基 (更优选甲氧基) 、 R3表示氢原子或甲基 (更优选氢原子) 的化合物。
作为通式 (I) 表示的化合物, 优选
N1 - (2, 4一二甲氧基苄基) — N2— (2- (吡啶 -2-基) 乙基) —草酰胺:
[化 4]
Figure imgf000006_0001
N1 - (2—甲氧基— 4一甲基苄基) _N2_ (2— (5—甲基吡啶 _2—基) 乙基) —草 酰胺:
[化 5]
Figure imgf000006_0002
N1 - (2—甲氧基一4—甲基苄基) 一 N2— (2- (吡啶 -2-基) 乙基) —草酰胺: [化 6]
Figure imgf000006_0003
N1 - (2, 3—二甲氧基苄基) 一 N2— (2- (吡啶 -2-基) 乙基) 一草酰胺:
Figure imgf000007_0001
特别优选 Nl _ ( 2, 4一二甲氧基苄基) 一 N2_ ( 2- (吡啶 -2-基) 乙基) 一草酰 胺。
作为通式 (I) 表示的化合物的盐, 可列举如: 盐酸、 氢氟酸、 硫酸、 磷酸等无机酸 的盐; 醋酸、 三氟醋酸、 丁二酸、 柠檬酸、 乳酸、 马来酸、 富马酸、 棕榈酸、 胆酸、 双 羟萘酸、 粘液酸、 D—谷氨酸、 D—樟脑酸、 戊二酸、 邻苯二酸、 酒石酸、 十二垸基酸、 硬脂酸、 水杨酸、 甲烷磺酸、 苯磺酸、 山梨酸、 苦味酸、 苯甲酸、 桂皮酸等有机酸的 通式 (I) 表示的化合物及其盐为公知物质, 可通过公知方法 (例如 WO2005/041684 记载的方法等) 制造。
本发明甜味剂组合物中通式 (I) 表示的化合物或其盐的含量, 通常为 0.5〜4000重 量 ppm、 优选 50〜400重量 ppm。 该含量在上述范围内, 能赋予令人喜好的甜味。 另 外, 将本发明的甜味剂组合物添加于饮料食品时, 可提高饮料食品令人喜好的风味。 本 说明书中的 "饮料食品令人喜好的风味" , 根据各种饮料食品的不同而有差异, 例如, 饮料食品为乳酸饮料时意味着奶味, 饮料食品为果汁饮料时意味着果汁感。
本发明的甜味剂组合物, 在通式 (I) 表示的化合物或其盐之外, 还含有阿斯巴甜及 乙酰磺胺酸钾。 通过通式 (I) 表示的化合物或其盐, 与阿斯巴甜及乙酰磺胺酸钾配合, 本发明的甜味剂组合物在前味的鲜明甜味、 余味的醇厚和实感上优异、 提高了甜味整体 的喜好感。
本说明书中, "前味的鲜明甜味"意思是指, 将饮料食品刚含入口中之后 0〜2秒内 所感到的强劲甜味。 "余味的醇厚 "意思是指, 将饮料食品含入口中 5秒之后体现的以及 饮食完后所继续维持的令人喜好的甜味。 "实感"意思是指给饮料食品的味道,风味赋予 令人喜好的醇厚感和复杂感。
另外, 本说明书中, "前味 "意思是指, 甜味剂组合物或饮料食品等刚与舌头接触 之后的 0〜2秒内体现的味道。 "余味"意思是指, 前味消失之后体现的、 甜味剂组合物 或饮料食品等含入口中 5秒之后体现的味道以及饮食完后所继续维持的味道。 本发明的甜味剂组合物中阿斯巴甜的含量, 通常为 0.05〜30重量%、 优选 1〜20重 量%。 该含量在上述范围内, 能赋予令人喜好的甜味。
本发明的甜味剂组合物中乙酰磺胺酸钾的含量, 通常为 0.05〜30重量%、 优选 1〜20 重量%。 该含量在上述范围内, 能赋予令人喜好的甜味。
本发明的甜味剂组合物中阿斯巴甜及乙酰磺胺酸钾的合计含量, 通常为 0.1〜35重量
%、 优选 1〜20重量%。 该含量在上述范围内, 能赋予令人喜好的甜味。
本发明的甜味剂组合物中阿斯巴甜和乙酰磺胺酸钾的含有比率, 按重量比, 通常为 阿斯巴甜: 乙酰磺胺酸钾 = 95: 5〜40: 60、 优选阿斯巴甜: 乙酰磺胺酸钾 = 90: 10〜 50 : 50。 该含有比率在上述范围内, 能赋予令人喜好的甜味。
通式 (I ) 表示的化合物或其盐, 与阿斯巴甜及乙酰磺胺酸钾的含有比率, 按重量 比, 通常为 (通式 (I ) 表示的化合物或其盐) : (阿斯巴甜及乙酰磺胺酸钾) =0.01 : 99.99〜0.6: 99.4、 优选 0.02: 99.98—0.5: 99.5、 更优选 0.04: 99.96〜0.4: 99.6。 该含有 比率在上述范围内, 能赋予令人喜好的甜味。
本发明的甜味剂组合物优选还含有赖氨酸或其盐。
赖氨酸可以是 L一型、 D—型、 以及它们的混合物 (例如外消旋体) 中的任意一种, 优选 L一型、 D—型、 特别优选 L一型。
作为赖氨酸的盐, 可列举如: 与钠、 钾、 钙等无机碱的盐 (金属盐等) 、 氨或各种 胺等有机碱的盐 (铵盐等) 、 还有与盐酸、 硫酸等无机酸的盐、 与醋酸等有机酸的盐, 优选与盐酸的盐。
本发明的甜味剂组合物中赖氨酸或其盐的含量, 通常为 5〜70重量%、 优选 20〜40 重量%。 该含量在上述范围内, 添加于饮料食品时, 可以进一步增强所赋予的甜味和风味 的复杂感。
通式 (I ) 表示的化合物或其盐, 赖氨酸或其盐的含有比率, 按重量比, 通常为 (通 式 (I) 表示的化合物或其盐) : (赖氨酸或其盐) =0.01 : 99.99〜0.5: 99.5、 优选 (通 式 (I) 表示的化合物或其盐) : (赖氨酸或其盐) =0.02: 99.98〜0.03: 99.97。 该含有 比率在上述范围内, 添加于饮料食品时, 可以进一步增强所赋予的甜味和风味的复杂 感。
本发明的甜味剂组合物, 在不违背本发明目的的范围, 可根据需要进一步添加其他 添加物。 作为这样的添加物, 可列举如 《食品添加剂表示手册》 (日本食品添加剂协 会、 平成 9年 1 月 6 日发行) 中记载的甜味剂、 染色料、 存储剂、 增粘稳定剂、 抗氧化 剂、 发色剂、 漂白剂、 防霉剂、 胶基、 苦味剂、 酶、 光泽剂、 酸味剂、 调味剂、 乳化 剂、 强化剂、 制造用剂、 香料、 香辛料抽提物等。
本发明的甜味剂组合物, 可按照通常方法通过混合上述各种成分制造。 制造方法没 有特别限定, 可通过例如称量各种原料用密炼机等混合的方法、 称量各种原料放入塑料 袋等震动混合的方法等制造。 更具体地, 例如, 将所规定量的通式 (I ) 表示的化合物或 其盐、 阿斯巴甜、 乙酰磺胺酸钾、 赖氨酸盐酸盐、 糊精放入塑料袋中, 通过 3分钟震动混 合可配制本发明的甜味剂组合物。
本发明的甜味剂组合物可设为任意形状, 作为其形状, 可列举如: 固体状 (包括粉 末状、 颗粒状等) 、 液状 (包括浆液状等) 、 凝胶状、 浆糊状等。
本发明的甜味剂组合物可添加于饮料食品。 通过将本发明的甜味剂组合物添加于饮 料食品, 可赋予饮料食品令人喜好且品质良好的甜味。 另外, 可提高饮料食品令人喜好 的风味。
添加本发明甜味剂组合物的饮料食品没有特别限定, 可列举如: 饮料、 点心、 冷点 心、 冰点心、 甜食类、 沙司类、 奶油类、 果酱类、 甜面包等面包类、 干果类等, 优选饮 料、 点心、 奶油类、 果酱类。
作为饮料, 可列举如: 橙汁、 草莓汁、 苹果汁等果汁饮料; 乳酸饮料; 运动饮品等 清凉饮料; 碳酸饮料; 咖啡饮料; 红茶、 日本茶、 中国茶等茶系列饮料; 含酒精饮料、 果冻饮料等, 优选果汁饮料、 乳酸饮料。
本发明的甜味剂组合物, 除了饮料食品之外, 还可以作为如卫生产品 (包括牙膏、 漱口液等口腔用组合物等) 、 化妆品、 医药品以及人之外的动物用产品等的各种产品用 甜味剂使用。
[本发明的饮料食品]
本发明的饮料食品是添加上述通式 (I) 表示的化合物或其盐而成。 作为该通式 (I) 表示的化合物或其盐, 可使用与本发明的甜味剂组合物中能使用的同样的物质。
在本发明的饮料食品中, 通式 (I ) 表示的化合物或其盐的添加量, 通常为 0.05〜
0.45重量 ppm、 优选 0.2〜0.4重量 ppm、 更优选 0.2〜0.3重量 ppm、 特别优选 0.2〜0.25 重量 ppm、 最优选 0.2〜0.225重量 ppm。 该添加量在上述范围内, 能赋予令人喜好的甜 味。
本发明中的 "添加量"是指添加物的重量除以添加对象的重量计算出的数值。 本发明的饮料食品, 是除了通式 (I) 表示的化合物或其盐之外, 还添加有阿斯巴甜 及乙酰磺胺酸钾而成的物质。 通过通式 (I) 表示的化合物或其盐、 与阿斯巴甜及乙酰磺 胺酸钾组合, 本发明的饮料食品, 其前味的鲜明甜味、 余味的醇厚以及实感优异、 还提 高了甜味整体的令人喜好感。
本发明的饮料食品中阿斯巴甜的含量, 通常为 0.0005〜0.075重量%、 优选 0.005〜
0.05重量%。 该含量在上述范围内, 能赋予饮料食品令人喜好的甜味。
本发明的饮料食品中乙酰磺胺酸钾的含量, 通常为 0.0005〜0.075 重量%、 优选 0.005〜0.05重量%。 该含量在上述范围内, 能赋予饮料食品令人喜好的甜味。
本发明的饮料食品中阿斯巴甜和乙酰磺胺酸钾的添加比率, 按重量比, 通常为阿斯 巴甜: 乙酰磺胺酸钾 =95: 5〜40: 60、 优选阿斯巴甜: 乙酰磺胺酸钾 =90: 10〜50: 50。 该添加比率在上述范围内, 能赋予令人喜好的甜味。
通式 (I ) 表示的化合物或其盐, 与阿斯巴甜及乙酰磺胺酸钾的添加比率, 按重量 比, 通常为 (通式 (I ) 表示的化合物或其盐) : (阿斯巴甜及乙酰磺胺酸钾) =0.01 : 99.99〜0.6: 99.4、 优选 0.02: 99.98-0.5: 99.5、 更优选 0.04: 99,96〜0.4: 99.6。 该添加 比率在上述范围内, 能赋予令人喜好的甜味。
本发明的饮料食品优选还添加赖氨酸或其盐。 作为该赖氨酸或其盐, 可使用与本发 明的甜味剂组合物中能使用的同样的物质。
本发明的饮料食品添加赖氨酸或其盐而成时, 本发明的饮料食品中赖氨酸或其盐的 添加量, 通常为 0.01〜0.5重量%、 优选 0.03〜0.1重量%。 该添加量在上述范围内, 能赋 予饮料食品令人喜好的甜味。 另外, 还能增强风味的复杂感。
本发明饮料食品的种类没有特别限定, 可列举如: 饮料、 点心、 冷点心、 冰点心、 甜食类、 沙司类、 奶油类、 果酱类、 甜面包等面包类、 干果类等, 优选饮料、 点心、 奶 油类、 果酱类。
作为饮料, 可列举如: 橙汁、 草莓汁、 苹果汁等果汁饮料; 乳酸饮料; 运动饮品等 清凉饮料; 碳酸饮料; 咖啡饮料; 红茶、 日本茶、 中国茶等茶系列饮料; 含酒精饮料、 果冻饮料等, 优选果汁饮料、 乳酸饮料。
除了含有添加阿斯巴甜、 乙酰磺胺酸钾及通式 (I) 表示的化合物或其盐的工序, 以 及按照期望添加赖氨酸或其盐的工序之外, 使用与公知的饮料食品同样的原料、 通过同 样的方法, 可制造本发明的饮料食品。 可通过在饮料食品中添加本发明的甜味剂组合物制造本发明的饮料食品。 在本发明 的饮料食品中, 只要通式 (I) 表示的化合物或其盐、 阿斯巴甜及乙酰磺胺酸钾各自在饮 料食品的添加量在上述范围内, 则本发明的甜味剂组合物的添加量就没有特别限定, 通 常为 0.001〜0.08重量%、 优选 0.005〜0.05重量%。 该添加量在上述范围内, 能赋予令人 喜好的甜味。 另外, 通过将本发明的甜味剂组合物添加于饮料食品, 可提高饮料食品令 人喜好的风味。
实施例
以下列举实施例对本发明进行更具体的说明, 但本发明并不局限于这些实施例。 以下实施例中, N1— (2, 4—二甲氧基苄基) 一N2— (2— (吡啶 -2-基) 乙基) 一 草酰胺 (化合物 (I) ) 使用了按照 WO2005/041684记载的方法所制造的化合物。
(试验例 1 )
按照下述表 1所示的配方将市售原料混合, 90°C杀菌 15分钟后, 在 5°C冷却过夜, 配制成乳酸饮料。 将化合物 (I) 以及阿斯巴甜按照表 2记载的添加量添加到乳酸饮料中 (每 100g乳酸饮料中化合物 (I) 的量: 0〜0.00006g、 阿斯巴甜的量: 0.01〜0.05g) 。 按 下述式计算出的量混合白糖。
白糖混合量 (g) - 10- (阿斯巴甜的量 (g) x200)
[表 1]
Figure imgf000011_0001
关于所得到的乳酸饮料, 由 5名专家组成的专家组实施感官评定。 将各种乳酸饮料与 除了不添加化合物 (I) 之外其它成分均相同的乳酸饮料 (对照组, "control" ) 进行比 较, 按照下述评价基准进行感官评定。 结果表示于表 2中。
[评价基准] ®: 与对照组相比甜味增强
O: 与对照组相比甜味略有增强
□: 与对照组相比甜味没有增强
Δ: 与对照组相比有苦味
X: 与对照组相比略有鲜味
X X: 与对照组相比鲜味过强
另外, 在下述表 2中, "AP"表示阿斯巴甜、 "〇_◎ "表示〇与©中间。
[表 2_ 1]
Figure imgf000012_0001
在化合物 (I) 的添加量为 0.2〜0.3重量 ppm的乳酸饮料中, 发现与对照组相比甜味 增强。 另外, 发现该乳酸饮料的奶味增强。
但是, 化合物 (I ) 和阿斯巴甜组合、 没有混合乙酰磺胺酸钾的试验例 1 的乳酸饮 料, 任何一个的前味的鲜明甜味均不足。
(试验例 2)
按照下述表 3所示的配方将市售原料混合, 90'C杀菌 15分钟后, 在 5°C冷却过夜, 配制成乳酸饮料。 将化合物 (I) 以及乙酰磺胺酸钾按照表 4记载的添加量添加到乳酸饮 料中 (每 100g乳酸饮料中化合物 (I ) 的量: 0〜0.00006g、 乙酰磺胺酸钾的量: 0.01〜 0.05g) 。 按下述式计算出的量混合白糖。
白糖混合量 (g) = 10- (乙酰磺胺酸钾的量 (g) χ200)
[表 3]
Figure imgf000013_0001
关于所得到的乳酸饮料, 由 5名专家组成的专家组实施感官评定。 将各种乳酸饮料与 除了不添加化合物 (I ) 之外其它成分均相同的乳酸饮料 (对照组) 进行比较, 按照下述 评价基准进行感官评定。 结果表示于表 4中。
[评价基准]
©: 与对照组相比甜味增强
O: 与对照组相比甜味略有增强
□: 与对照组相比甜味没有增强
Δ: 与对照组相比有苦味
X: 与对照组相比略有鲜味
X X: 与对照组相比鲜味过强
另外, 在下述表 4中, "Acek"表示乙酰磺胺酸钾、 "〇一◎"表示〇与©的中间、 "◎Δ"表示与对照组相比甜味虽然增强, 但是有苦味、 " Χ Δ "表示与对照组相比略有 鲜味、 还有苦味。
[表 4一1]
Figure imgf000013_0002
[表 4一 2]
Figure imgf000014_0001
在化合物 (I ) 的添加量为 0.2〜0.225重量 ppm的乳酸饮料中, 发现与对照组相比甜 味增强。 另外, 该乳酸饮料发现奶味增强。 几乎没有感到鲜味和苦味。
甜味增强的强度, 比仅一并使用阿斯巴甜的试验例 1的乳酸饮料更强。
但是, 化合物 (I ) 和乙酰磺胺酸钾组合、 没有混合阿斯巴甜的试验例 2 的乳酸饮 料, 任何一个余味的醇厚和实感均不足。
(试验例 3 )
按照下述表 5所示的配方将市售原料混合, 90Ό杀菌 15分钟后, 在 5 'C冷却过夜, 配制成乳酸饮料。 将化合物 (I ) 、 阿斯巴甜及乙酰磺胺酸钾, 按照表 6记载的添加量添 加到乳酸饮料中 (每 100g乳酸饮料中化合物 (I ) 的量: 0〜0.00006g、 阿斯巴甜的量: 0.0075〜0.045g、 乙酰磺胺酸钾的量: 0.0025〜0.035g ) 。 按下述式计算出的量混合白 糖。
白糖混合量 (g) = 10- (阿斯巴甜和乙酰磺胺酸钾的合计量 (g) x200 )
[表 5]
Figure imgf000015_0001
关于所得到的乳酸饮料, 由 5名专家组成的专家组实施感官评定。 将各种乳酸饮料与 除了不添加化合物 (I) 之外其它成分均相同的乳酸饮料 (对照组) 进行比较, 按照下述 评价基准进行感官评定。 结果表示于表 6中。
[评价基准]
©: 与对照组相比甜味增强
O: 与对照组相比甜味略有增强
□: 与对照组相比甜味没有增强
Δ: 与对照组相比有苦味
X: 与对照组相比略有鲜味
XX: 与对照组相比鲜味过强
另外, 在下述表 6中, "AP"表示阿斯巴甜、 "Acek"表示乙酰磺胺酸钾、 "〇一 ◎"表示〇与©的中间、 "〇Δ"表示与对照组相比甜味虽然略有增强、 但是有苦味、 表示与对照组相比甜味虽然增强、 但是有苦味、 "ΧΔ "表示与对照组相比略有 鲜味、 还有苦味、 "ΧΧΔ"表示与对照组相比鲜味过强、 还有苦味。 [表 6— 1]
Figure imgf000016_0001
[表 6_2]
Figure imgf000017_0001
[表 6—3]
Figure imgf000018_0001
阿斯巴甜和乙酰磺胺酸钾的重量比为 90: 10〜50: 50、 化合物 (I ) 的添加量为 0.2〜0.25重量 ppm的乳酸饮料中, 发现与对照组相比甜味以及奶味增强。 另外, 该乳酸 饮料几乎没有感到鲜味或苦味。
甜味增强的强度, 比仅一并使用阿斯巴甜的试验例 1的乳酸饮料更强。
进一步, 化合物 (I) 和阿斯巴甜及乙酰磺胺酸钾组合的试验例 3 的乳酸饮料, 前味 的鲜明甜味、 余味的醇厚以及实感均优异。
(试验例 4) 按照下述表 7所示的配方将市售原料混合, 85°C杀菌 30分钟后, 在 5°C冷却过夜, 配制成橙汁。 将化合物 (I) 、 阿斯巴甜、 乙酰磺胺酸钾以及赖氨酸盐酸盐, 按照表 8记 载的添加量添加到乳酸饮料中 (每 100g橙汁中化合物 (I) 的量: 0〜0.00006g、 阿斯巴 甜的量: 0.0075〜0.045g、 乙酰磺胺酸钾的量: 0.001〜0.035g、 赖氨酸盐酸盐的量: 0或 者 0.034g) 。 按由下述式计算出的量混合白糖。
砂糖混合量 (g) = 10- (阿斯巴甜和乙酰磺胺酸钾的合计量 (g) χ200)
[表 7]
Figure imgf000019_0001
关于所得到的乳酸饮料, 由 5名专家组成的专家组实施感官评定。 将各种乳酸饮料与 除了不添加化合物 (I) 之外其它成分均相同的乳酸饮料 (对照组) 进行比较, 按照下述 评价基准进行感官评定。 结果见表 8。
[评价基准]
©: 与对照组相比甜味增强
O: 与对照组相比甜味略有增强
□: 与对照组相比甜味没有增强
Δ: 与对照组相比有苦味
X: 与对照组相比略有鲜味
X X: 与对照组相比鲜味过强
另外, 在下述表 8中, "AP"表示阿斯巴甜、 "Acek"表示乙酰磺胺酸钾、 "Lys— HC1"表示赖氨酸盐酸盐、 'Ό一◎"表示〇与©的中间。 [表 8—1]
Figure imgf000020_0001
[表 8-2]
Figure imgf000020_0002
[表 8—3]
Figure imgf000021_0001
阿斯巴甜和乙酰磺胺酸钾的重量比为 90: 10、 化合物 (I) 的添加量为 0.2〜0.4重量 ppm的橙汁中, 发现与对照组相比甜味增强。 另外, 通过添加赖氨酸盐酸盐, 进一步增 强了甜味、 整体风味的复杂感增强。
进一步, 化合物 (I) 和阿斯巴甜及乙酰磺胺酸钾组合的试验例 4的橙汁, 前味的鲜 明甜味、 余味的醇厚、 实感均优异。
产业上的可利用性
根据本发明, 可提供一种甜味剂组合物以及饮料食品, 其具有前味的鲜明甜味、 余 味的醇厚、 有充分实感的令人满意的甜味, 另外, 没有苦味和鲜味等、 甜味品质优异, 且不损害饮料食品的风味。
本发明基于中国申请 201110407861.8, 在此将其全部内容引入本说明书中。

Claims

权 利 要 求 书
1. 一种甜味剂组合物, 含有阿斯巴甜、 乙酰磺胺酸钾及下述通式 (I) 表示的化合物 或 盐,
Figure imgf000022_0001
式中, R1和 R2, 其中任意一个表示氢原子, 另一个表示碳原子数 1〜4的垸基或者碳 原子数 1〜4的垸氧基, R3表示氢原子或碳原子数 1〜4的垸基。
2. 根据权利要求 1记载的甜味剂组合物, 在通式 (I) 中, R1和 R2, 其中任意一个 表示氢原子, 另一个表示甲基或甲氧基, R3表示氢原子或甲基。
3. 根据权利要求 1 记载的甜味剂组合物, 其中, 通式 (I) 所示的化合物是, 由 N1 一 (2, 4—二甲氧基苄基) 一N2— (2- (吡啶 _2—基) 乙基) 一草酰胺、 N1— (2—甲 氧基一4—甲基苄基) 一 N2— (2- ( 5—甲基吡啶 _2—基) 乙基) —草酰胺、 N1— (2— 甲氧基 _4一甲基苄基) 一 N2_ (2- (吡啶一 2—基) 乙基) 一草酰胺以及 N1— (2, 3 一二甲氧基苄基) 一 N2— (2— (吡啶一 2—基) 乙基) 一草酰胺构成的群组中所选出的 化合物。
4. 根据权利要求 1 记载的甜味剂组合物, 其中, 阿斯巴甜和乙酰磺胺酸钾的含有比 率, 按重量比, 阿斯巴甜:乙酰磺胺酸钾二 95: 5〜40: 60。
5. 根据权利要求 1记载的甜味剂组合物, 其中, 通式 (I) 表示的化合物或其盐, 与 阿斯巴甜及乙酰磺胺酸钾的含有比率, 按重量比, 通式 (I) 表示的化合物或其盐:阿斯 巴甜及乙酰磺胺酸钾 =0.01: 99.99-0.6: 99.4。
6. 根据权利要求 1记载的甜味剂组合物, 其中, 通式 (I) 表示的化合物或其盐的含 量为 0.5〜4000重量 ppm。
7. 根据权利要求 1记载的甜味剂组合物, 其中, 还含有赖氨酸或其盐。
8. 根据权利要求 1记载的甜味剂组合物, 是为了将通式 (I) 表示的化合物或其盐以 0.05〜0.45重量 ppm的添加量添加于饮料食品中。
9. 一种饮料食品, 添加阿斯巴甜、 乙酰磺胺酸钾及下述通式 (I) 表示的化合物或其 盐而成,
化 2]
Figure imgf000023_0001
式中, R1和 R2, 其中任意一个表示氢原子, 另一个表示碳原子数 1〜4的垸基或者碳 原子数 1〜4的烷氧基, R3表示氢原子或碳原子数 1〜4的烷基。
10. 根据权利要求 9记载的饮料食品, 在通式 (I) 中, R1和 R2, 其中任意一个表示 氢原子, 则另一个表示甲基或甲氧基, R3表示氢原子或甲基。
11 . 根据权利要求 9记载的饮料食品, 其中, 通式 (I ) 所示的化合物是由 N1— (2, 4一二甲氧基苄基) 一 N2_ (2- (吡啶一 2—基) 乙基) 一草酰胺、 N1— (2—甲氧 基— 4—甲基苄基) _N2_ (2- (5—甲基吡啶一 2—基) 乙基) 一草酰胺、 N1— (2—甲 氧基一4—甲基苄基) _N2_ (2- (吡啶 _2—基) 乙基) —草酰胺以及 N1— (2, 3— 二甲氧基苄基) 一 N2— (2- (吡啶一 2—基) 乙基) 一草酰胺构成的群组中所选出的化 合物。
12. 根据权利要求 9记载的饮料食品, 其中, 阿斯巴甜和乙酰磺胺酸钾的添加比率, 按重量比, 阿斯巴甜:乙酰磺胺酸钾 =95: 5〜40: 60。
13. 根据权利要求 9记载的饮料食品, 其中, 通式 (I) 表示的化合物或其盐, 与阿 斯巴甜及乙酰磺胺酸钾的添加比率, 按重量比, 通式 (I) 表示的化合物或其盐:阿斯巴 甜及乙酰磺胺酸钾 =0.01 : 99.99〜0.6: 99.4。
14. 根据权利要求 9记载的饮料食品, 其中, 还添加有赖氨酸或其盐。
15. 根据权利要求 9记载的饮料食品, 为饮料。
16. 根据权利要求 9记载的饮料食品, 其中, 通式 (I) 表示的化合物或其盐的添加 量为 0.05〜0.45重量 ppm。
17. 饮料食品的制造方法, 包括添加权利要求 1记载的甜味剂组合物的工序。
PCT/CN2012/001637 2011-12-09 2012-12-07 甜味剂组合物以及饮料食品 WO2013082869A1 (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN2011104078618A CN103156154A (zh) 2011-12-09 2011-12-09 甜味剂组合物以及饮料食品
CN201110407861.8 2011-12-09

Publications (1)

Publication Number Publication Date
WO2013082869A1 true WO2013082869A1 (zh) 2013-06-13

Family

ID=48573531

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2012/001637 WO2013082869A1 (zh) 2011-12-09 2012-12-07 甜味剂组合物以及饮料食品

Country Status (2)

Country Link
CN (1) CN103156154A (zh)
WO (1) WO2013082869A1 (zh)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023074853A1 (en) * 2021-10-29 2023-05-04 Ajinomoto Co., Inc. Composition for enhancing spicy flavor and food

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101203142A (zh) * 2005-02-04 2008-06-18 西诺米克斯公司 芳香族酰胺和脲及其作为甜味和/或鲜味改良剂、调味剂和增味剂的用途
CN101247734A (zh) * 2005-07-27 2008-08-20 西姆莱斯有限责任两合公司 橙皮素用于增强甜味的用途
CN101400336A (zh) * 2003-08-06 2009-04-01 西诺米克斯公司 新型调味剂、味道调节剂、促味剂、味觉增强剂、鲜味剂或甜味剂和/或增强剂及其用途
CN101500438A (zh) * 2006-08-11 2009-08-05 味之素株式会社 碳酸饮料和碳酸饮料的制造方法
CN101869256A (zh) * 2010-06-04 2010-10-27 上海师范大学 一种高倍甜味剂双甜的制备方法
WO2011095533A1 (en) * 2010-02-04 2011-08-11 Givaudan Sa Oxalamide derivative as umami flavouring agent

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU617121B2 (en) * 1987-07-17 1991-11-21 Nutrasweet Company, The Substituted guanidines containing a tetrazolyl moiety and their use as high potency sweetening agents
CN101426381A (zh) * 2006-04-21 2009-05-06 西诺米克斯公司 含有高效鲜味调料的可食用组合物及其制备方法
CA2659465A1 (en) * 2006-08-22 2008-02-28 Redpoint Bio Corporation Heterocyclic compounds as sweetener enhancers

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101400336A (zh) * 2003-08-06 2009-04-01 西诺米克斯公司 新型调味剂、味道调节剂、促味剂、味觉增强剂、鲜味剂或甜味剂和/或增强剂及其用途
CN101203142A (zh) * 2005-02-04 2008-06-18 西诺米克斯公司 芳香族酰胺和脲及其作为甜味和/或鲜味改良剂、调味剂和增味剂的用途
CN101247734A (zh) * 2005-07-27 2008-08-20 西姆莱斯有限责任两合公司 橙皮素用于增强甜味的用途
CN101500438A (zh) * 2006-08-11 2009-08-05 味之素株式会社 碳酸饮料和碳酸饮料的制造方法
WO2011095533A1 (en) * 2010-02-04 2011-08-11 Givaudan Sa Oxalamide derivative as umami flavouring agent
CN101869256A (zh) * 2010-06-04 2010-10-27 上海师范大学 一种高倍甜味剂双甜的制备方法

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023074853A1 (en) * 2021-10-29 2023-05-04 Ajinomoto Co., Inc. Composition for enhancing spicy flavor and food

Also Published As

Publication number Publication date
CN103156154A (zh) 2013-06-19

Similar Documents

Publication Publication Date Title
CN104193723B (zh) 增甜剂组合物及其制备方法
JP4942001B2 (ja) D−プシコース含有甘味料およびそれを使用して得られた飲食品など
TWI375521B (en) Compounds comprising linked heteroaryl moieties and their use as novel umami flavor modifiers, tastants and taste enhancers for comestible compositions
CN101228115A (zh) 二芳香酰胺及其作为甜味改良剂、调味剂和增味剂的用途
US20080050508A1 (en) Sweetener Compositions with a Sweetness and Taste Profile Comparable to HFCS 55
JP2002500028A (ja) 相乗剤及びフレーバー強化剤としてのd−タガトースの使用
WO2003007734A1 (en) Flavor-improving compositions and application thereof
JP7478538B2 (ja) 甘味後引きを低減する方法
WO2008128104A1 (en) Sweetener composition having improved taste
US20180249745A1 (en) Stevia-containing food and beverage compositions
US20240315299A1 (en) Amide compounds and their use as flavor modifiers
JP2013252075A (ja) 高甘味度甘味料に起因する可食組成物の味質改善方法
WO1998039979A1 (fr) Composition d'edulcorant au goût ameliore
US20070059417A1 (en) Cooling agents as flavor and saltiness enhancers
US20130316060A1 (en) Taste modifiers
JP6498455B2 (ja) 高甘味度甘味料の味質改善剤及び味質改善方法
JP2012095662A (ja) ネオテームおよびアセスルファム−kの混合物を用いた、低カロリー飲料
JP4682336B2 (ja) 甘味組成物及びそれを含有する飲食物
US20220017564A1 (en) Mogroside compounds and uses thereof
JP2010279350A (ja) 高甘味度甘味料の味質改善方法
US20080044541A1 (en) Edible composition with low glycemic index and the taste of pure sucrose
US20090047379A1 (en) Benzamide Compounds Useful as High Potency Sweet Taste Enhancers
WO2013082869A1 (zh) 甜味剂组合物以及饮料食品
JP6275807B2 (ja) 高甘味度甘味料の味質改善剤及び味質改善方法
US20230028760A1 (en) Taste modifying compositions and uses thereof

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 12854945

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 12854945

Country of ref document: EP

Kind code of ref document: A1