JP6479325B2 - Flavor improver - Google Patents
Flavor improver Download PDFInfo
- Publication number
- JP6479325B2 JP6479325B2 JP2014066913A JP2014066913A JP6479325B2 JP 6479325 B2 JP6479325 B2 JP 6479325B2 JP 2014066913 A JP2014066913 A JP 2014066913A JP 2014066913 A JP2014066913 A JP 2014066913A JP 6479325 B2 JP6479325 B2 JP 6479325B2
- Authority
- JP
- Japan
- Prior art keywords
- amino acid
- food
- drink
- flavor
- salt
- Prior art date
- Legal status (The legal status 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 status listed.)
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Landscapes
- Seasonings (AREA)
Description
本発明は、風味改良剤および飲食品の風味改良法に関する。 The present invention relates to a flavor improving agent and a method for improving the flavor of food and drink.
みりんやワイン、ウイスキー等のアルコール含有飲食品は長期間の熟成工程を経ることによってその風味に独特の美味しさが付与されることが知られている。これらの長期熟成飲食品は、長期間の熟成工程を経るため、製造において手間隙やコストがかかるため、独特の美味しさを持っているにも関わらず、非常に高価で希少性の高いものがほとんどであり、一部の使用者にしか使用できないものであった。 It is known that alcohol-containing foods and drinks such as mirin, wine, whiskey and the like are given a unique taste to their flavors through a long-term aging process. Since these long-term aging foods and drinks go through a long-term aging process, it takes time and cost in production, so even though they have a unique taste, most of them are very expensive and rare. It can only be used by some users.
このような背景の中、飲食品に熟成感を付与するための技術が開発されている。甲殻類等の海産物の加熱処理物を添加する手法(特許文献1)や、4−ビニルグアヤコールを添加する手法(特許文献2)、発酵熟成食品に対して、グルタミン酸含有酵母エキスを添加する方法(特許文献3)、糖とアミノ酸の酸化反応物を利用する手法(特許文献4)、等が知られている。しかしながら、これらの手法はその使用範囲が限定されるものであったり、制御することが難しいものであったりするため、簡便で実用的な新たな技術の開発が期待されていた。 In such a background, techniques for imparting a sense of maturity to food and drink have been developed. A method of adding a heat-treated product of marine products such as crustaceans (Patent Document 1), a method of adding 4-vinyl guaiacol (Patent Document 2), and a method of adding a glutamic acid-containing yeast extract to fermented and aged foods ( Patent Document 3), a technique using an oxidation reaction product of sugar and amino acid (Patent Document 4), and the like are known. However, these techniques are limited in the range of use or difficult to control, and therefore, development of new simple and practical techniques has been expected.
本発明は、簡便に飲食品の風味を改良することができ、特に、厚みのある熟成感と甘味とを付与できる、風味改良剤、その製造方法、風味の改良された飲食品、飲食品の風味改良方法、および飲食品の製造方法を提供することをその目的とする。 INDUSTRIAL APPLICABILITY The present invention can easily improve the flavor of foods and drinks, in particular, a flavor improver capable of imparting a thick ripening feeling and sweetness, a method for producing the same, a food and drink having improved flavors, and food and drinks. It is an object of the present invention to provide a flavor improving method and a method for producing a food or drink.
本発明者らは、今般、D−アミノ酸もしくはD−アミノ酸残基含有ペプチドまたはそれらの塩と、カルボニル化合物とをアルコール存在下で共存させ、加熱してなる加熱反応物(以下、D−アミノ−カルボニル反応物ともいう)を飲食品に含有させたところ、飲食品に厚みのある熟成感、甘味等の風味を簡便に付与しうることを見出した。本発明は、これら知見に基づくものである。 The inventors of the present invention have recently developed a heated reaction product (hereinafter referred to as D-amino-) obtained by heating a D-amino acid or a D-amino acid residue-containing peptide or a salt thereof and a carbonyl compound in the presence of alcohol. It was found that when a food or drink contains a carbonyl reaction product, the food or drink can be easily imparted with a thick ripening feeling, a sweet taste, and other flavors. The present invention is based on these findings.
本発明は、以下の(1)〜(9)に関する
(1)D−アミノ酸もしくはD−アミノ酸残基含有ペプチドまたはそれらの塩と、カルボニル化合物とをアルコール存在下で共存させ、加熱してなる加熱反応物。
(2)前記D−アミノ酸またはD−アミノ酸残基が、脂肪族側鎖、水酸基系側鎖、塩基性側鎖、アミド側鎖、酸性基系側鎖および芳香族系側鎖から選択される側鎖を有するものである、(1)に記載の加熱反応物。
(3)(1)または(2)に記載の加熱反応物を含む、風味改良剤。
(4)D−アミノ酸もしくはD−アミノ酸残基含有ペプチドまたはそれらの塩と、カルボニル化合物とをアルコール存在下で共存させ、加熱する工程を含む、風味改良剤の製造方法。
(5)(1)または(2)に記載の加熱反応物を含有させてなる、風味の改良された飲食品
(6)飲食品が、アルコール含有飲食品またはそれを原料とする加工飲食品である、(5)記載の飲食品。
(7)(1)または(2)に記載の加熱反応物を飲食品に含有させる工程を含む、飲食品の風味改良方法。
(8)風味改良が、飲食品への厚みのある熟成感と甘味の付与である、(7)記載の飲食品の風味改良方法。
(9)(1)または(2)に記載の加熱反応物を飲食品に含有させる工程を含む、風味の改良された飲食品の製造方法。
The present invention relates to the following (1) to (9): (1) D-amino acid, D-amino acid residue-containing peptide or a salt thereof, and a carbonyl compound coexisting in the presence of alcohol and heating. Reactant.
(2) The side where the D-amino acid or D-amino acid residue is selected from an aliphatic side chain, a hydroxyl group side chain, a basic side chain, an amide side chain, an acidic group side chain and an aromatic side chain The heated reaction product according to (1), which has a chain.
(3) A flavor improver comprising the heated reaction product according to (1) or (2).
(4) A method for producing a flavor improving agent, comprising a step of allowing a D-amino acid or a D-amino acid residue-containing peptide or a salt thereof and a carbonyl compound to coexist in the presence of alcohol and heating.
(5) Food / beverage products with improved flavor (6) Food / beverage products containing the heated reaction product according to (1) or (2) are alcohol-containing food / beverage products or processed food / beverage products made from the same. The food or drink according to (5).
(7) A method for improving the flavor of a food or drink comprising the step of causing the food or drink to contain the heated reaction product according to (1) or (2).
(8) The method for improving a flavor of a food or drink according to (7), wherein the flavor improvement is imparting a thick aging feeling and sweetness to the food or drink.
(9) A method for producing a food or drink with improved flavor, comprising a step of causing the food or drink to contain the heated reaction product according to (1) or (2).
本発明によれば、簡便に飲食品の風味を改良することができ、特には、厚みのある熟成感と甘味とを付与できる、風味改良剤、その製造方法、風味の改良された飲食品、飲食品の風味改良方法、および飲食品の製造方法を提供することができる。また、本発明の風味改良剤は、飲食品に濃厚感を付与する上で有利に利用することができる。 According to the present invention, the flavor of food and drink can be easily improved, and in particular, a flavor improver capable of imparting a thick ripening feeling and sweetness, its production method, food and drink with improved flavor, A method for improving the flavor of food and drink and a method for producing food and drink can be provided. Moreover, the flavor improving agent of this invention can be utilized advantageously, when providing a rich feeling to food-drinks.
本発明に用いられるD−アミノ酸は、飲食品への添加が許容されるD−アミノ酸であれば特に限定はされないが、例えば、D−イソロイシン、D−バリン、D−ロイシン、D−アラニン等の脂肪族側鎖を有するもの、D−セリン、D−トレオニン、D−チロシン等の水酸基系側鎖を有するもの、D−アルギニン、D−ヒスチジン、D−リシン等の塩基性側鎖を有するもの、D−グルタミン、D−アスパラギン等のアミド側鎖を有するもの、D−グルタミン酸、D−アスパラギン酸等の酸性基系側鎖を有するもの、D−プロリン等のイミノ基系側鎖を有するもの、D−フェニルアラニン等の芳香族系側鎖を有するもの、D−トリプトファン等のインドール基系側鎖を有するもの、D−システイン、D−メチオニン等の含硫系側鎖を有するもの等が挙げられる。好ましくはD−アラニン、D―ロイシン、D−フェニルアラニン、D−アルギニン、D−セリン、D−スレオニン、D−イソロイシン、D―グルタミン、D―グルタミン酸、D−アスパラギン酸、D―バリンが挙げられ、より好ましくは、D−アラニン、D―ロイシン、D−フェニルアラニン、D−アルギニン、D−セリン、D−スレオニン、D−イソロイシンが挙げられ、さらに好ましくはD―アラニン、D−ロイシン、D−フェニルアラニン、D−アルギニンが挙げられる。 The D-amino acid used in the present invention is not particularly limited as long as it is a D-amino acid that can be added to foods and drinks. For example, D-isoleucine, D-valine, D-leucine, D-alanine, etc. Those having an aliphatic side chain, those having a hydroxyl group side chain such as D-serine, D-threonine and D-tyrosine, those having a basic side chain such as D-arginine, D-histidine and D-lysine, Those having an amide side chain such as D-glutamine and D-asparagine, those having an acidic group side chain such as D-glutamic acid and D-aspartic acid, those having an imino group side chain such as D-proline, D -Those having aromatic side chains such as phenylalanine, those having indole group side chains such as D-tryptophan, those having sulfur-containing side chains such as D-cysteine, D-methionine, etc. And the like. Preferably, D-alanine, D-leucine, D-phenylalanine, D-arginine, D-serine, D-threonine, D-isoleucine, D-glutamine, D-glutamic acid, D-aspartic acid, D-valine are mentioned, More preferably, D-alanine, D-leucine, D-phenylalanine, D-arginine, D-serine, D-threonine, D-isoleucine, and more preferably D-alanine, D-leucine, D-phenylalanine, D-arginine is mentioned.
また、本発明に用いられるD−アミノ酸の塩は、飲食品への添加が許容される塩であれば特に限定されず、D−アミノ酸の酸付加塩、金属塩、アンモニウム塩、有機アミン付加塩、アミノ酸付加塩等の塩が挙げられる。 Moreover, the salt of D-amino acid used in the present invention is not particularly limited as long as it is a salt that can be added to foods and drinks. Acid addition salt, metal salt, ammonium salt, organic amine addition salt of D-amino acid And salts such as amino acid addition salts.
また、酸付加塩としては、塩酸塩、硫酸塩、硝酸塩、リン酸塩等の無機酸塩、酢酸塩、マレイン酸塩、フマル酸塩、クエン酸塩、リンゴ酸塩、乳酸塩、α−ケトグルタル酸塩、グルコン酸塩、カプリル酸塩等の有機酸塩が挙げられる。金属塩としては、ナトリウム塩、カリウム塩等のアルカリ金属塩、マグネシウム塩、カルシウム塩等のアルカリ土類塩、アルミニウム塩、亜鉛塩等が挙げられる。アンモニウム塩としては、アンモニウム、テトラメチルアンモニウム等の塩が挙げられる。有機アミン付加塩としては、ホルモリン、ピペリジン等の塩が挙げられる。アミノ酸付加塩としては、グリシン、フェニルアラニン、リジン、アスパラギン酸、グルタミン酸等の塩が挙げられる。 Acid addition salts include inorganic acid salts such as hydrochloride, sulfate, nitrate and phosphate, acetate, maleate, fumarate, citrate, malate, lactate, α-ketoglutar Organic acid salts such as acid salts, gluconates and caprylates can be mentioned. Examples of the metal salt include alkali metal salts such as sodium salt and potassium salt, alkaline earth salts such as magnesium salt and calcium salt, aluminum salt and zinc salt. Examples of ammonium salts include salts such as ammonium and tetramethylammonium. Examples of organic amine addition salts include salts of formolin, piperidine and the like. Examples of amino acid addition salts include salts of glycine, phenylalanine, lysine, aspartic acid, glutamic acid and the like.
これらのD−アミノ酸またはその塩は一種類を単独で用いてもよいが、二種類以上を組み合わせて用いてもよい。 These D-amino acids or salts thereof may be used alone or in combination of two or more.
また、本発明に用いられるD−アミノ酸は、それを含有する飲食可能な素材の形態で用いてもよい。かかる飲食可能な素材としては、それを分解物としたときの本発明に用いられるアミノ酸の量に着目することによって、本発明に従って風味改良する上で望ましいものを適宜選択できる、例えば、魚介類、鳥獣肉、乳製品、卵およびその製品、小麦、米、トウモロコシ等の穀類、大豆等の豆類、タマネギ、サツマイモ等の根菜類等、パン酵母、乳酸菌等の微生物の菌体もしくは培養物等の食品素材を用いることもできる。また、D−アミノ酸を含有する飲食可能な素材は、L−アミノ酸を含有する飲食可能な素材にアミノ酸ラセマーゼ等の酵素を作用させることにより取得して、本発明に用いてもよい。 Moreover, you may use the D-amino acid used for this invention with the form of the raw material which contains it. As such a food-and-drinkable material, by paying attention to the amount of amino acid used in the present invention when it is a decomposed product, it is possible to appropriately select what is desirable for improving the flavor according to the present invention, for example, seafood, Foods such as birds and animals, dairy products, eggs and their products, grains such as wheat, rice and corn, beans such as soybeans, root vegetables such as onions and sweet potatoes, microbial cells such as baker's yeast and lactic acid bacteria, or culture products A material can also be used. Moreover, the food-and-drinkable material containing D-amino acid may be acquired by making an enzyme, such as an amino acid racemase, act on the food-and-drinkable material containing L-amino acid, and may be used for this invention.
また、本発明に用いられるD−アミノ酸含有ペプチドは、そのアミノ酸配列中にD−アミノ酸残基を含むペプチドである。D−アミノ酸含有ペプチド中のアミノ酸残基は、上記D−アミノ酸と同様である。したがって、該ペプチド中のD−アミノ酸残基は塩の形態であってもよく、一種類であっても二種類以上であってもよい。また、D−アミノ酸含有ペプチドにおけるD−アミノ酸残基の含有率や分子量等は特に限定されず、それを分解物としたときのD−アミノ酸の量に着目することによって、本発明に従って風味改良する上で望ましいものを適宜選択できる。 The D-amino acid-containing peptide used in the present invention is a peptide containing a D-amino acid residue in its amino acid sequence. The amino acid residue in the D-amino acid-containing peptide is the same as the above D-amino acid. Therefore, the D-amino acid residue in the peptide may be in the form of a salt, and may be one type or two or more types. Moreover, the content rate, molecular weight, etc. of the D-amino acid residue in the D-amino acid-containing peptide are not particularly limited, and the flavor is improved according to the present invention by paying attention to the amount of D-amino acid when it is used as a degradation product. What is desirable above can be selected as appropriate.
本発明に用いられるD−アミノ酸含有ペプチドは、ペプチド合成機等を用いて合成してよく、上述のようなD−アミノ酸を含有する食物素材から得られるペプチドをそのまま用いてもよく、かかる食物素材を、酸、アルカリ、酵素等により分解して取得してもよい。 The D-amino acid-containing peptide used in the present invention may be synthesized using a peptide synthesizer or the like, and a peptide obtained from a food material containing D-amino acid as described above may be used as it is, and such a food material. May be obtained by decomposition with acid, alkali, enzyme or the like.
本発明で用いられるカルボニル化合物としては、カルボニル基を持つ有機化合物またはその塩(金属塩、無機塩等)であってよいが、好ましくは還元糖、または脂質の酸化によって生成するカルボニル化合物であり、より好ましくは還元糖である。還元糖としては、単糖、還元性をもつ二糖以上の多糖類が挙げられる。 The carbonyl compound used in the present invention may be an organic compound having a carbonyl group or a salt thereof (metal salt, inorganic salt, etc.), preferably a reducing saccharide or a carbonyl compound produced by lipid oxidation, More preferred is a reducing sugar. Examples of reducing sugars include monosaccharides and disaccharides having a reducing ability.
単糖としては、トリオース、テトラオース、ペントース、ヘキソース、へプトース等が挙げられる。より具体的には、アルデヒド基やケト基を持ち飲食品の製造に用いられるものであってもよく、キシロース、リボース、アラビノースまたはリキソース等のアルドペントース、グルコース、ガラクトースまたはマンノース等のアルドへキソース、フルクトース、プシコース、ソルボースまたはタガトース等のケトヘキソース、グルコサミン、ガラクトサミン等のアミノ糖、ガラクツロン酸、グルクロン酸またはマンヌロン酸等のウロン酸が挙げられる。好ましくはキシロースやリボース等のアルドペントース、グルコースまたはガラクトース、マンノース等のアルドへキソース、フルクトース等のケトヘキソース、グルコサミン等のアミノ糖、ガラクツロン酸等のウロン酸であり、より好ましくはキシロースまたはリボース等のアルドペントース、グルコ−ス、ガラクトースまたはマンノース等のアルドへキソース、フルクトース等のケトヘキソース、グルコサミン等のアミノ糖である。 Examples of monosaccharides include triose, tetraose, pentose, hexose, heptose and the like. More specifically, it may have an aldehyde group or a keto group and may be used for the production of food and drink, an aldopentose such as xylose, ribose, arabinose or lyxose, an aldohexose such as glucose, galactose or mannose, Examples include ketohexoses such as fructose, psicose, sorbose and tagatose, amino sugars such as glucosamine and galactosamine, and uronic acids such as galacturonic acid, glucuronic acid and mannuronic acid. Preferred are aldopentoses such as xylose and ribose, aldohexoses such as glucose or galactose, mannose, ketohexoses such as fructose, amino sugars such as glucosamine, and uronic acids such as galacturonic acid, more preferably xylose or ribose. Aldohexoses such as aldopentose, glucose, galactose or mannose, ketohexoses such as fructose, and amino sugars such as glucosamine.
また、還元性を示す二糖以上の多糖類は、単糖が2個以上グリコシド結合によって結合した単糖の重合体であってよく、シュークロース、ラクトース、マルトース等のオリゴ糖、デキストリンまたは各種グルカン等の多糖類等が挙げられる。 In addition, the disaccharide or higher polysaccharide exhibiting reducibility may be a polymer of monosaccharide in which two or more monosaccharides are linked by glycosidic bonds, such as oligosaccharides such as sucrose, lactose, maltose, dextrin, or various glucans. And the like.
また、脂質の酸化によって生成するカルボニル化合物としては、脂質酸化によって生じるハイドロキシパーオキサイドがさらに分解して生成するアルデヒド化合物等が挙げられる。また、アルデヒド化合物としては、飽和アルデヒド、不飽和アルデヒド等が挙げられる。より具体的には、飽和アルデヒドとしては、プロパナール、ヘキサナール、オクタナール、ノナナール等が挙げられ、好ましくはヘキサナールまたはオクタナールである。また、不飽和アルデヒドとしては、2−ブタエナール、2−ヘキセナール、2−デセナール、2−ウンデセナール、2−ジエナール、2,4−ヘプタジエナール、2,4−デカジエナール等が挙げられ、好ましくは2−ブタジエナールまたは2−ヘキセナール等である。 Examples of the carbonyl compound produced by lipid oxidation include aldehyde compounds produced by further decomposition of hydroxy peroxide produced by lipid oxidation. Examples of aldehyde compounds include saturated aldehydes and unsaturated aldehydes. More specifically, examples of the saturated aldehyde include propanal, hexanal, octanal, nonanal, etc., preferably hexanal or octanal. Further, examples of the unsaturated aldehyde include 2-butenanal, 2-hexenal, 2-decenal, 2-undecenal, 2-dienal, 2,4-heptadienal, 2,4-decadenar, and preferably 2-butadienal or 2-hexenal and the like.
本発明で用いるアルコールとしては、本発明の風味改良剤の効果の妨げとならない限り特に限定されず、例えば、エタノール、ブタノール、プロパノール、イソプロパノール、ペンタノール、2−ペンタノール等の1価アルコール、プロピレングリコール等の2価アルコール、グリセロール等の3価アルコール、または、炭素数4以上の糖アルコール等が挙げられ、好ましくは、エタノールや、グリセロール、エリスルトール、キシリトール、アラビニトール、ガラクチトール、グルシトール、マンニトール、ボレミトール、ペルセイトール等である。 The alcohol used in the present invention is not particularly limited as long as it does not interfere with the effect of the flavor improving agent of the present invention. For example, monohydric alcohols such as ethanol, butanol, propanol, isopropanol, pentanol, 2-pentanol, propylene Examples thereof include dihydric alcohols such as glycol, trihydric alcohols such as glycerol, sugar alcohols having 4 or more carbon atoms, and preferably ethanol, glycerol, erythritol, xylitol, arabinitol, galactitol, glucitol, mannitol, boremitol. Perseitol and the like.
本発明の好ましい態様によれば、風味改良剤は、D−アミノ酸もしくはD−アミノ酸残基含有ペプチドまたはそれらの塩と、ペプチドカルボニル化合物とアルコール存在下で共存させ、加熱して得られる加熱反応物として製造することができる。アルコール存在下で共存させる方法としては、例えば、D−アミノ酸もしくはD−アミノ酸残基含有ペプチドまたはそれらの塩と、カルボニル化合物とをアルコール含有溶媒中で混合、溶解または分散させて共存物とする方法が挙げられる。 According to a preferred embodiment of the present invention, the flavor improving agent is a D-amino acid, a D-amino acid residue-containing peptide or a salt thereof, and a heating reaction product obtained by heating in the presence of a peptide carbonyl compound and an alcohol. Can be manufactured as. Examples of the method of coexisting in the presence of alcohol include, for example, a method in which a D-amino acid or a D-amino acid residue-containing peptide or a salt thereof and a carbonyl compound are mixed, dissolved or dispersed in an alcohol-containing solvent to form a coexisting product. Is mentioned.
前記共存物中のD−アミノ酸もしくはD−アミノ酸残基含有ペプチドまたはそれらの塩の含有量は、加熱混合物の取得を妨げない限り特に限定されず、本発明に用いられるD−アミノ酸の総重量として、例えば0.01〜50重量%であり、好ましくは0.01〜20重量%であり、より好ましくは0.1〜5重量%であり、さらに好ましくは0.1〜0.5重量%であり、もっとも好ましくは、0.15〜0.45重量%である。 The content of the D-amino acid or the D-amino acid residue-containing peptide or a salt thereof in the coexisting material is not particularly limited as long as it does not hinder the acquisition of the heated mixture, and is the total weight of the D-amino acid used in the present invention. For example, 0.01 to 50% by weight, preferably 0.01 to 20% by weight, more preferably 0.1 to 5% by weight, and still more preferably 0.1 to 0.5% by weight. Yes, and most preferably 0.15 to 0.45% by weight.
D−アミノ酸の含有量は、例えば、ガスクロマトグラフィー等(例えば、分析方法についてはH.Frank, G.J.Nicholson, E.Bayer: J.Chromatogr.Sci.,15,174(1977) Rapid gas chromatographic separation of amino acid enantiomers with a novel chiral stationary phase.記載の方法)によって測定することができる。また、特に、含硫D−アミノ酸または含硫D−アミノ酸残基含有ペプチドについて測定する場合、例えばO−フタルアルデヒドとN−イソブチリル−L−システインや、N−アセチルL−システインを用いてキラル誘導体化後、逆相カラムを用いて高速液体クロマトグラフィーにより、分離定量することができる。 The content of D-amino acid is, for example, gas chromatography or the like (for example, for analysis methods, H. Frank, GJ Nicholson, E. Bayer: J. Chromatogr. Sci., 15, 174 (1977) Rapid gas chromatographic separation of amino acid enantiomers with a novel chiral stationary phase.). In particular, when measuring a sulfur-containing D-amino acid or a peptide containing a sulfur-containing D-amino acid residue, for example, a chiral derivative using O-phthalaldehyde and N-isobutyryl-L-cysteine or N-acetyl L-cysteine. Then, separation and quantification can be performed by high performance liquid chromatography using a reverse phase column.
また、前記共存物中のカルボニル化合物の含有量は、本発明の風味改良剤の効果の妨げとならない限り特に限定されず、例えば、D−アミノ酸の総量(以下、総D−アミノ酸量ともいう)1重量部に対して、0.02〜5000重量部としてよく、好ましくは0.1〜100重量部である。 Further, the content of the carbonyl compound in the coexisting material is not particularly limited as long as it does not interfere with the effect of the flavor improving agent of the present invention. For example, the total amount of D-amino acids (hereinafter also referred to as total D-amino acid amount). The amount may be 0.02 to 5000 parts by weight, preferably 0.1 to 100 parts by weight with respect to 1 part by weight.
また、共存物の製造にアルコール含有溶媒を用いる場合、アルコール含有溶媒中のアルコールの濃度は、本発明の風味改良剤の効果の妨げとならない限り特に限定されないが、アルコールがエタノールである場合、好ましくは80v/v%以下であり、より好ましくは10〜65v/v%、さらに好ましくは10%〜60v/v%であり、さらに好ましくは20%〜60v/v%である。 Further, when an alcohol-containing solvent is used for the production of the coexisting product, the concentration of alcohol in the alcohol-containing solvent is not particularly limited as long as it does not interfere with the effect of the flavor improving agent of the present invention, but preferably when the alcohol is ethanol. Is 80 v / v% or less, more preferably 10 to 65 v / v%, still more preferably 10 to 60 v / v%, still more preferably 20 to 60 v / v%.
アルコール含有溶媒のうちアルコール以外の液媒体としては、本発明の風味改良剤の効果の妨げとならない限り特に限定されないが、好ましくは水性媒体であり、より好ましくは水、塩化ナトリウム、塩化カリウム、塩化カルシウム等の無機塩の水溶液、リン酸緩衝液、クエン酸緩衝液等が挙げられる。 Among the alcohol-containing solvents, the liquid medium other than alcohol is not particularly limited as long as it does not interfere with the effect of the flavor improving agent of the present invention, but is preferably an aqueous medium, more preferably water, sodium chloride, potassium chloride, chloride. Examples thereof include an aqueous solution of an inorganic salt such as calcium, a phosphate buffer, and a citrate buffer.
また、加熱する前の前記共存物は、D−アミノ酸もしくはD−アミノ酸残基含有ペプチドまたはそれらの塩と、カルボニル化合物と、アルコール以外に、前記共存物が本発明の風味改良効果を獲得するための障害とならない限り他の成分を含んでいてもよい。例えば、本発明に用いられるD−アミノ酸以外のアミノ酸、タンパク質、ペプチド等が挙げられる。 In addition to the D-amino acid or D-amino acid residue-containing peptide or a salt thereof, a carbonyl compound, and an alcohol, the coexistence product before heating acquires the flavor improving effect of the present invention. Other ingredients may be included as long as they do not interfere with the above. For example, amino acids other than D-amino acids used in the present invention, proteins, peptides and the like can be mentioned.
前記共存物中の他の成分の含有量は、前記共存物が本発明の風味改良剤の効果を獲得するための障害とならない限り特に限定されない。 The content of other components in the coexisting material is not particularly limited as long as the coexisting material does not become an obstacle for obtaining the effect of the flavor improving agent of the present invention.
また、前記共存物を加熱する温度は、前記共存物が本発明の風味改良効果を獲得できる限り特に限定されないが、好ましくは5〜120℃であり、さらに好ましくは10〜90℃、より好ましくは30〜90℃である。 The temperature for heating the coexisting material is not particularly limited as long as the coexisting material can acquire the flavor improving effect of the present invention, but is preferably 5 to 120 ° C, more preferably 10 to 90 ° C, more preferably. 30-90 ° C.
前記共存物を加熱する時間は、加熱温度、pHに応じて適宜設定してよいが、通常30分間〜1ヶ月間であり、好ましくは0.5〜240時間であり、より好ましくは0.5〜120時間であり、さらに好ましくは0.5〜72時間であり、さらに好ましくは、1〜48時間である。
加熱時の前記共存物のpHは、前記共存物が本発明の風味改良効果を獲得できる限り特に限定されないが、通常pH3〜10であり、好ましくはpH3〜8.0であり、より好ましくは、pH3.0〜7.5である。
pHは、飲食品に許容し得る酸またはアルカリにより、上記pH範囲となるように調整してもよい。
The time for heating the coexisting material may be appropriately set according to the heating temperature and pH, but is usually 30 minutes to 1 month, preferably 0.5 to 240 hours, more preferably 0.5. It is -120 hours, More preferably, it is 0.5-72 hours, More preferably, it is 1-48 hours.
The pH of the coexisting material at the time of heating is not particularly limited as long as the coexisting material can acquire the flavor improving effect of the present invention, but is usually pH 3 to 10, preferably pH 3 to 8.0, more preferably, pH is 3.0 to 7.5.
You may adjust pH so that it may become the said pH range with the acid or alkali which can be accept | permitted by food-drinks.
加熱手段は、当業者が一般に用いることができる手段であれば、特に限定されず、例えば、焼く(焼成を含む)、炒める、揚げる、茹でる、蒸す、煮るが挙げられる。具体的な例としては、製造タンク等での加熱、熱風による加熱が挙げられる。また、加熱手段としては、レトルト殺菌、ジュール殺菌、加圧殺菌、熱風乾燥、蒸気乾燥、または燻製等の手段を用いてもよい。また、また、加熱中は必要に応じて、圧力等を調整してもよい。 The heating means is not particularly limited as long as it can be generally used by those skilled in the art, and examples thereof include baking (including baking), frying, frying, boiling, steaming, and boiling. Specific examples include heating in a production tank and the like, and heating with hot air. Further, as the heating means, means such as retort sterilization, Joule sterilization, pressure sterilization, hot air drying, steam drying, or smoke production may be used. Moreover, you may adjust a pressure etc. as needed during a heating.
前記製造方法により得られる加熱反応物はそのまま本発明に用いてもよく、必要に応じてさらに加熱反応物に対して脱色処理、固液分離処理、濃縮処理、乾燥処理等の処理を単独でまたは組み合わせて行って得られた物を本発明に用いてもよい。 The heated reaction product obtained by the above production method may be used in the present invention as it is, and if necessary, the heating reaction product may be further subjected to treatments such as decolorization treatment, solid-liquid separation treatment, concentration treatment, and drying treatment alone. You may use for the present invention the thing obtained by performing combining.
本発明の加熱反応物は、そのまま、または必要に応じて、飲食品に使用可能な各種添加物とともに風味改良剤として飲食品に含有させることにより、飲食品の風味を改良、特には「厚みのある熟成感」、「甘味」および「濃厚感」から選択される少なくとも1つの風味、特に厚みのある熟成感と甘味とを付与することができる。
すなわち、本発明の態様の一つとして、本発明の加熱反応物を飲食品に含有させる工程を含む、飲食品の風味改良方法が提供される。
飲食品に使用可能な各種添加物としては、塩化ナトリウム、塩化カリウム、塩化カルシウム等の無機塩、フマル酸、リンゴ酸、酒石酸、クエン酸、脂肪酸等のカルボン酸、グルタミン酸ナトリウム、グリシン、アラニン等のアミノ酸、イノシン酸ナトリウム、グアニル酸ナトリウム等の核酸、ショ糖、ブドウ糖、乳糖等の糖類、醤油、味噌、畜肉エキス、家禽エキス、魚介エキス等の調味料、スパイス類、ハーブ類等の香辛料、デキストリン、各種澱粉等の賦形剤等が挙げられる。
各種添加物を含有する本発明の風味改良剤は、調味料として用いてもよい。
The heat-reacted product of the present invention improves the flavor of the food and drink by adding it to the food and drink as a flavor improver as it is or as needed together with various additives that can be used in the food and drink. At least one flavor selected from “a certain ripening feeling”, “sweetness” and “rich feeling”, in particular, a thick ripening feeling and sweetness can be imparted.
That is, as one aspect of the present invention, there is provided a method for improving the flavor of food and drink, including the step of incorporating the heated reaction product of the present invention into the food and drink.
Various additives that can be used for food and drink include inorganic salts such as sodium chloride, potassium chloride, calcium chloride, carboxylic acids such as fumaric acid, malic acid, tartaric acid, citric acid, and fatty acids, sodium glutamate, glycine, and alanine. Nucleic acids such as amino acids, sodium inosinate, sodium guanylate, sugars such as sucrose, glucose, lactose, seasonings such as soy sauce, miso, meat extract, poultry extract, seafood extract, spices such as spices and herbs, dextrin And excipients such as various starches.
The flavor improving agent of the present invention containing various additives may be used as a seasoning.
本発明の加熱反応物を風味改良剤として用いる場合、形状は、液状、粉状、顆粒状等のいずれであってもよい。
本発明の加熱反応物を含有させる飲食品は、液体、固体、または半固体のいずれの形態のものであってもよい。
飲食品の種類は、特に限定されないが、例えば、製造工程中に熟成工程を有する飲食品、それを原料とする加工飲食品、製造工程中に加熱調理工程を有する加熱調理飲食品等が挙げられる。例えば、本みりん、みりん風醸造調味料、食酢、醤油、酒類等の醸造飲食品が挙げられ、好ましくは、みりん、酒類等のアルコール含有飲食品である。また、これらの飲食品を原料とする加工飲食品としては、上述のような飲食品を用いて調製される飲食品類、例えば、各種つゆ、たれ、料理用即席調味料、各種ソース、ドレッシング、煮物、焼き物用調味液、惣菜等が挙げられる。また、加熱調理飲食品としては、煮込み工程を特徴とする煮込み飲食品が好ましい。
When the heating reaction product of the present invention is used as a flavor improving agent, the shape may be any of liquid, powder, granule and the like.
The food or drink containing the heated reaction product of the present invention may be in any form of liquid, solid, or semi-solid.
Although the kind of food / beverage products is not specifically limited, For example, the food / beverage products which have an aging process in a manufacturing process, the processed food / beverage products which use it as a raw material, the heat cooking food / beverage products which have a heat cooking process in a manufacturing process, etc. are mentioned. . Examples include brewed foods and drinks such as hon mirin, mirin-style brew seasonings, vinegar, soy sauce, and alcoholic beverages, and alcohol-containing foods and beverages such as mirin and alcoholic beverages are preferred. In addition, as processed foods and drinks using these foods and drinks as raw materials, foods and drinks prepared using the above foods and drinks, for example, various soups, sauces, instant seasonings for cooking, various sauces, dressings, boiled foods , Pottery seasonings, side dishes and the like. Moreover, as a heat cooking food / beverage, the stewed food / beverage characterized by the stew process is preferable.
前記飲食品に本発明の加熱反応物を含有させる方法は、本発明の効果を妨げない限り特に限定されないが、例えば、本発明の加熱反応物を、飲食品を製造する際に素材の一部として添加する方法、製品となっている飲食品を加熱調理、電子レンジ調理等で調理する際に添加する方法、喫食の際に添加する方法等が挙げられる。 The method for containing the heated reaction product of the present invention in the food or drink is not particularly limited as long as the effects of the present invention are not hindered. For example, the heated reaction product of the present invention is part of the raw material when producing the food or drink. The method of adding as a foodstuff, the method of adding when food-drinks which are products are cooked by heating cooking, microwave cooking, etc., the method of adding at the time of eating, etc. are mentioned.
本発明の加熱反応物を飲食品へ含有させる量は、飲食品の種類、性質に応じて、風味改良のための有効量に当業者が適宜調整できる。例えば、飲食品100重量部(または容量部)に対して、乾燥質量基準で、本発明の加熱反応物を0.001〜10重量部(または容量部)、好ましくは、0.01〜10重量部(または容量部)、より好ましくは、0.1〜5重量部(または容量部)を含有させることができる。 A person skilled in the art can appropriately adjust the amount of the heat-reacted product of the present invention contained in the food or drink depending on the type and nature of the food or drink. For example, with respect to 100 parts by weight (or part by volume) of food and drink, 0.001 to 10 parts by weight (or part by volume), preferably 0.01 to 10 parts by weight of the heated reaction product of the present invention on a dry mass basis. Part (or volume part), more preferably, 0.1 to 5 parts by weight (or volume part) can be contained.
また、本発明のさらに別の態様によれば、風味改良のための有効量の本発明の加熱反応物を、飲食品に含有させる工程を含む、風味の改良された飲食品の製造方法が提供される。また、上記方法において、風味改良は、好ましくは、厚みのある熟成感、甘味および濃厚感から選択される少なくとも1つの風味の付与であり、より好ましくは、厚みのある熟成感と甘味の付与、さらに好ましくは厚みのある熟成感と甘味、両方の付与である。 Moreover, according to another aspect of this invention, the manufacturing method of the food / beverage products with improved flavor including the process of making the food / beverage products contain the effective amount of the heating reaction material of this invention for flavor improvement is provided. Is done. In the above method, the flavor improvement is preferably imparting at least one flavor selected from a thick ripening feeling, sweetness and richness, more preferably a thick ripening feeling and sweetness imparting, More preferably, both thick aging and sweetness are imparted.
該態様における各条件等は、上述した、本発明の加熱反応物を用いる飲食品の風味改良方法に関する記述に準じることができる。 Each condition etc. in this aspect can be based on the description regarding the flavor improvement method of the food-drinks using the heating reaction material of this invention mentioned above.
以下に本発明の実施例を示すが、本発明は以下の実施例に限定されない。 Examples of the present invention are shown below, but the present invention is not limited to the following examples.
実施例1:みりん
風味改良剤の調製
風味改良剤として、以下の方法によりD−アミノ酸とカルボニル化合物との加熱反応物を得た。
キシロ−ス(Xyl)1.5g(0.1モル)と1.78g(0.02モル)のD−アラニン(D−Ala)と水:エタノール=2:3溶液、1Lに溶解させた。該水溶液をpH7.5に調製し、30℃で40時間の加熱反応を行いXyl−D−Ala/水-EtOH反応溶液を得た。
該水:エタノール=2:3溶液の代わりに、水を用いる以外は同様の処理を行いXyl−D−Ala/水反応溶液を得た。
また、D−Alaの代わりにL−アラニン(L−Ala)を用いる以外はXyl−D−Ala/水-EtOH反応溶液およびXyl−D−Ala/水反応溶液の調製と同様の操作を行ってそれぞれXyl−L−Ala/水-EtOH反応溶液およびXyl−L−Ala/水反応溶液を得た。
得られたそれぞれの反応溶液を、真空凍結乾燥を行い、反応物(粉末)を得た。
みりんの調製
市販みりん風醸造調味料100mLに対して0.2gの前記反応粉末を添加し、各添加区とした。
各添加区において、食塩含量およびエタノール濃度が同程度になるよう調整を行った。
Example 1: Mirin
Preparation of flavor improver As a flavor improver, a heated reaction product of a D-amino acid and a carbonyl compound was obtained by the following method.
Xylose (Xyl) 1.5 g (0.1 mol) and 1.78 g (0.02 mol) of D-alanine (D-Ala) and water: ethanol = 2: 3 solution were dissolved in 1 L. The aqueous solution was adjusted to pH 7.5 and subjected to a heating reaction at 30 ° C. for 40 hours to obtain a Xyl-D-Ala / water-EtOH reaction solution.
A Xyl-D-Ala / water reaction solution was obtained in the same manner as above except that water was used instead of the water: ethanol = 2: 3 solution.
Further, the same operation as in the preparation of the Xyl-D-Ala / water-EtOH reaction solution and the Xyl-D-Ala / water reaction solution was performed except that L-alanine (L-Ala) was used instead of D-Ala. Xyl-L-Ala / water-EtOH reaction solution and Xyl-L-Ala / water reaction solution were obtained, respectively.
Each of the obtained reaction solutions was vacuum freeze-dried to obtain a reaction product (powder).
Preparation of mirin 0.2 g of the reaction powder was added to 100 ml of a commercially available mirin-style brewing seasoning to obtain each addition group.
In each added section, adjustment was made so that the salt content and the ethanol concentration were comparable.
風味の評価
得られた各添加区の香り、甘味、濃厚感、熟成感について、官能評価を行った。官能評価は熟練した7名によりなるパネルにより行なった。
Evaluation of flavor The sensory evaluation was performed about the fragrance | flavor, sweet taste, rich feeling, and aging feeling of each addition group which were obtained. The sensory evaluation was performed with a panel of seven skilled persons.
官能評価(香り、甘味、濃厚感)は、以下の評価方法および評価基準で行った。
無添加区(市販みりん風醸造調味料)をコントロールとして、香り、甘味、濃厚感の3点について、3点尺度法にて評価を行なった。
0点:変化なし
1点:少し強い
2点:強い
3点:非常に強い
また、*、**は、無添加区にたいして、それぞれ、P<0.05、P<0.01で、有意に差があることを示す
Sensory evaluation (aroma, sweetness, richness) was performed by the following evaluation methods and evaluation criteria.
Using the additive-free zone (commercial mirin-style brewing seasoning) as a control, the three points of aroma, sweetness, and richness were evaluated by a three-point scale method.
0 point: no change 1 point: slightly strong 2 point: strong 3 point: very strong Also, * and ** are significant at P <0.05 and P <0.01, respectively, for the additive-free group Indicates that there is a difference
官能評価(熟成感)は、以下の評価方法および評価基準で行った。
市販の3年熟成された本みりん(以下熟成本みりんと言う)をコントロールとして、市販みりん風醸造調味料に反応物を添加した際の、コントロールに対する風味の類似度を以下に示す3点尺度法にて評価を行なった。
0点:似ていない
1点:少し似ている
2点:似ている
3点:非常に似ている
また、表中の*、**は、無添加区にたいして、それぞれP<0.05、P<0.01で、有意に差があることを示す
Sensory evaluation (ripening feeling) was performed by the following evaluation methods and evaluation criteria.
A three-point scale method showing the similarity of flavor to the control when adding a reaction product to a commercial mirin-style brewed seasoning, using a commercial three-year-old main mirin (hereinafter referred to as aged main mirin) as a control. The evaluation was performed.
0 points: not similar 1 point: slightly similar 2 points: similar 3 points: very similar Also, * and ** in the table are P <0.05, respectively, for the additive-free group, P <0.01 indicates significant difference
その結果を第1表に示す。表中の評価は、7名のパネラーの評点の平均値である。
第1表に示されるとおり、D−アラニンをエタノール存在下で反応させてなる添加区は、甘味、濃厚感が強く、熟成本みりんのような厚みのある熟成感を有すものであった。 As shown in Table 1, the added group obtained by reacting D-alanine in the presence of ethanol had a strong sweetness and a rich feeling, and had a thick aging feeling like aging mirin.
実施例2:めんつゆ
風味改良剤の調製
キシロ−ス(Xyl)1.5g(0.1モル)と、2.62g(0.02モル)のD−ロイシン(D−Leu)とを水:エタノール=2:3溶液、1Lに溶解させた。該水溶液をpH4.0に調製し、60℃で24時間の加熱反応を行いXyl−D−Leu/水-EtOH反応溶液を得た。
また、D−Leuの代わりにL−ロイシン(L−Ala)を用いる以外はXyl−D−Leu/水-EtOH反応溶液の調製と同様の操作を行ってXyl−L−Leu/水-EtOH反応溶液を得た。
Example 2: Mentsuyu
Preparation of flavor improver 1.5 g (0.1 mol) of xylose (Xyl) and 2.62 g (0.02 mol) of D-leucine (D-Leu) in water: ethanol = 2: 3 solution 1 L was dissolved. The aqueous solution was adjusted to pH 4.0 and subjected to a heating reaction at 60 ° C. for 24 hours to obtain a Xyl-D-Leu / water-EtOH reaction solution.
Further, the Xyl-L-Leu / water-EtOH reaction was carried out in the same manner as in the preparation of the Xyl-D-Leu / water-EtOH reaction solution except that L-leucine (L-Ala) was used instead of D-Leu. A solution was obtained.
めんつゆの調製
醤油、出汁、熟成本みりん、塩を用いて、常法にのっとりめんつゆを調製した(コントロール(1))。調製しためんつゆを、25℃、無菌状態で3日間熟成(寝かせ)させコントロール(2)を調製した。熟成本みりんの代わりにみりん風醸造調味料を使用する以外は、同様の処理を行ないコントロール(3)を調製した。(未熟成)
コントロール(3)に上記各反応溶液を0.3v/v%添加した際のXyl−L-leu/水-EtOH反応溶液添加区と、Xyl−D-leu/水-EtOH反応溶液添加区をそれぞれ調製した。各添加区において、食塩含量およびエタノール濃度が同程度になるよう調整を行った。
Preparation of Mentsuyu Using soy sauce, soup stock, aged mirin, and salt, a gentle noodle soup was prepared in a conventional manner (Control (1)). The prepared noodle soup was aged for 3 days at 25 ° C. under aseptic conditions to prepare a control (2). A control (3) was prepared by carrying out the same treatment except that mirin-style brewed seasoning was used in place of the matured mirin. (Immature)
The Xyl-L-leu / water-EtOH reaction solution addition group and the Xyl-D-leu / water-EtOH reaction solution addition group when 0.3 v / v% of each reaction solution was added to the control (3) Prepared. In each added section, adjustment was made so that the salt content and the ethanol concentration were comparable.
風味の評価
得られた各添加区における上記反応溶液の添加効果と、コントロール(2)に対するそれぞれの類似度の官能評価を行った。官能評価は熟練した5名によりなるパネルにより行なった。
評価方法および評価基準は、実施例1に準じた。
Evaluation of flavor The sensory evaluation of the addition effect of the reaction solution in each of the obtained addition groups and the degree of similarity to the control (2) was performed. The sensory evaluation was performed with a panel of five skilled persons.
The evaluation method and evaluation criteria were in accordance with Example 1.
結果を第2表に示す。表中の評価は、5名のパネラーの評点の平均値である。
第2表に示されるとおり、D−ロイシンをエタノール存在下で反応させてなる添加区は、甘味、濃厚感がL-ロイシンを反応させたものよりも強く、さらに熟成本みりんを用いたような厚みのある熟成感をもつものであった。 As shown in Table 2, the addition group obtained by reacting D-leucine in the presence of ethanol is stronger in sweetness and richness than those reacted with L-leucine, and moreover, using aged mirin It had a thick aging feeling.
実施例3:煮物調味液(肉じゃが)
風味改良剤の調製
キシロ−ス(Xyl)1.5g(0.1モル)と、3.3g(0.02モル)のD−フェニルアラニン(D−Phe)とを水:エタノール=2:3溶液、1Lに溶解させた。該水溶液をpH6.0に調製し、60℃で24時間の加熱反応を行いXyl−D−Phe/水-EtOH反応溶液を得た。
また、D−Pheの代わりにL−フェニルアラニン(L−Phe)を用いる以外はXyl−D−Phe/水-EtOH反応溶液の調製と同様の操作を行ってXyl−L−Phe/水-EtOH反応溶液を得た。
Example 3: Boiled seasoning liquid (meat potato)
Preparation of flavor improver 1.5 g (0.1 mol) of xylose (Xyl) and 3.3 g (0.02 mol) of D-phenylalanine (D-Phe) in water: ethanol = 2: 3 solution 1 L was dissolved. The aqueous solution was adjusted to pH 6.0 and subjected to a heating reaction at 60 ° C. for 24 hours to obtain an Xyl-D-Phe / water-EtOH reaction solution.
Further, an Xyl-L-Phe / water-EtOH reaction was carried out in the same manner as in the preparation of the Xyl-D-Phe / water-EtOH reaction solution except that L-phenylalanine (L-Phe) was used instead of D-Phe. A solution was obtained.
煮物調味液の調製
砂糖、熟成本みりん、醤油、酒、塩を用い、常方に従い煮物調味液(コントロール(1))を作成した。熟成本みりんの代わりにみりん風醸造調味料を用いる以外は同様の処理を行ない、コントロール(2)を調製した。コントロール(2)に反応物を各0.3v/v%添加し、Xyl−L−Phe含有調味液(1)(L−Phe)、Xyl−D−Phe含有調味液(2)(D−Phe)をそれぞれ調製した。茹で上げた牛肉、タマネギ、ジャガイモを、コントロール(1)、調味液(1)、(2)に混ぜ合わせ、弱火で5分間の煮込み工程を行なった。
各添加区において、食塩含量およびエタノール濃度が同程度になるよう調整を行った。
Preparation of boiled seasoning liquid A boiled seasoning liquid (control (1)) was prepared in accordance with usual methods using sugar, matured mirin, soy sauce, sake and salt. Control (2) was prepared by carrying out the same treatment except that mirin-style brewed seasoning was used in place of the aged mirin. Each of the reactants was added to the control (2) at 0.3 v / v%, and the Xyl-L-Phe-containing seasoning liquid (1) (L-Phe), the Xyl-D-Phe-containing seasoning liquid (2) (D-Phe ) Were prepared respectively. Boiled beef, onion, and potato were mixed with the control (1), seasoning liquid (1), and (2), and the stew process was performed for 5 minutes on low heat.
In each added section, adjustment was made so that the salt content and the ethanol concentration were comparable.
風味の評価
調味液(1)、調味液(2)を用いて調製した煮物それぞれの添加効果と、コントロール(1)を用いて調製した煮物をコントロールとして、調味液(1)、(2)を使用して調整した煮物のコントロールに対する類似度の官能評価を行った。官能評価は熟練した6名によりなるパネルにより行なった。
評価方法および評価基準は、実施例1に準じた。
Evaluation of flavor The seasoning liquids (1) and (2) were prepared using the addition effects of the boiled foods prepared using the seasoning liquid (1) and the seasoning liquid (2) and the boiled food prepared using the control (1) as controls. The sensory evaluation of the similarity to the control of the boiled food prepared and used was performed. The sensory evaluation was performed with a panel of six skilled persons.
The evaluation method and evaluation criteria were in accordance with Example 1.
結果を第3表に示す。表中の評価は、6名のパネラーの評点の平均値である。
第3表に示されるとおり、D−フェニルアラニンをエタノール存在下で反応させてなる添加区は、L−フェニルアラニン反応物添加区よりも香り、甘味、濃厚感が強く、熟成本みりんを用いて調整した肉じゃがのように、厚みのある熟成感を有するものであった。 As shown in Table 3, the addition group obtained by reacting D-phenylalanine in the presence of ethanol has a stronger aroma, sweetness, and richness than the L-phenylalanine reactant addition group, and was adjusted using aged mirin. Like meat potatoes, it had a thick ripening feeling.
実施例4:おでんつゆ
風味改良剤の調製
キシロ−ス(Xyl)1.5g(0.1モル)に対して、それぞれ0.02モルになるようにD−フェニルアラニン(D-Phe)、D−ロイシン(D-Leu)、D−アラニン(D-Ala)、D―アルギニン(D-Arg)を水:エタノール=2:3溶液、1Lに溶解させた。該水溶液をpH6.0に調製し、40℃で32時間の加熱反応を行いXyl−D−アミノ酸/水−EtOH反応溶液を得た。
Example 4: Oden soup
Preparation of flavor improver D-phenylalanine (D-Phe), D-leucine (D-Leu) to be 0.02 mol each with respect to 1.5 g (0.1 mol) of xylose (Xyl) D-alanine (D-Ala) and D-arginine (D-Arg) were dissolved in 1 L of water: ethanol = 2: 3 solution. The aqueous solution was adjusted to pH 6.0 and subjected to a heating reaction at 40 ° C. for 32 hours to obtain a Xyl-D-amino acid / water-EtOH reaction solution.
おでんつゆの調製
砂糖、熟成本みりん、醤油、酒、塩、だし汁を用いて常法に従い、おでんつゆを調製した(コントロール(1))。熟成本みりんの代わりにみりん風醸造調味料を用いる以外は同様の処理を行ない、コントロール(2)を調製した。コントロール(2)に上記反応溶液をそれぞれ0.3v/v%添加し調製した。各添加区において、食塩含量およびエタノール濃度が同程度になるよう調整を行った。
Preparation of oden soup Oden soup was prepared according to a conventional method using sugar, aged book mirin, soy sauce, sake, salt and soup stock (control (1)). Control (2) was prepared by carrying out the same treatment except that mirin-style brewed seasoning was used in place of the aged mirin. Each of the above reaction solutions was added to control (2) by adding 0.3 v / v%. In each added section, adjustment was made so that the salt content and the ethanol concentration were comparable.
風味の評価
上記反応溶液の添加されたおでんつゆについて、添加無添加による添加効果の確認ならびに、コントロール(1)に対する類似度の官能評価を行った。官能評価は熟練した5名によりなるパネルにより行なった。
評価方法および評価基準は、実施例1に準じた。
Evaluation of flavor For the oden soup containing the reaction solution, the effect of addition without addition and the sensory evaluation of similarity to the control (1) were performed. The sensory evaluation was performed with a panel of five skilled persons.
The evaluation method and evaluation criteria were in accordance with Example 1.
結果を第4表に示す。表中の評価は、5名のパネラーの評点の平均値である。
第4表に示されるとおり、D−フェニルアラニン、D−ロイシン、D−アラニン、D−アルギニンをエタノール存在下で反応させてなる反応物を添加した添加区は甘味、濃厚感が強く、熟成本みりんを用いたような、厚みのある熟成感を有すおでんつゆに調製されていた。 As shown in Table 4, the addition group to which a reaction product obtained by reacting D-phenylalanine, D-leucine, D-alanine, and D-arginine in the presence of ethanol has a strong sweetness and a strong feeling, and the matured mirin The oden soup has a thick aging feeling, such as that used.
実施例5:おでんつゆ
D−アミノ酸として、D−セリン(D-Ser)、D−スレオニン(D-Thr)、D−イソロイシン(D-Ile)を用いる以外、実施例4と同様の手法により、風味改良剤およびおでんつゆを調製し、風味評価を行った。
Example 5: According to the same procedure as in Example 4, except that D-serine (D-Ser), D-threonine (D-Thr), and D-isoleucine (D-Ile) are used as oden soup D-amino acid. A flavor improver and oden soup were prepared and evaluated for flavor.
その結果、いずれのサンプルについても、香りのスコアは0.3〜0.5である一方、「甘味」、「濃厚感」、および「厚みのある熟成感」のスコアは2程度あり、熟成本みりんを用いたような、厚みのある熟成感を有するおでんつゆが調製されていた。 As a result, for each sample, the scent score is 0.3 to 0.5, while the scores for “sweetness”, “dense feeling”, and “thick aging feeling” are about 2, Oden soup with a thick ripening sensation like mirin was prepared.
Claims (4)
該D−アミノ酸またはD−アミノ酸残基が、D−アラニン、D−ロイシン、D−フェニルアラニン、D−アルギニン、D−セリン、D−スレオニン、D−イソロイシン、D−グルタミン、D−グルタミン酸、D−アスパラギン酸およびD−バリンから選択される一種類または二種類以上の組み合わせを含み、
該カルボニル化合物が、キシロース、リボース、グルコース、ガラクトース、マンノース、フルクトース、グルコサミン、シュークロース、ラクトース、マルトース、デキストリン、2−ブタジエナールまたは2−ヘキセナールを含む、剤。 A ripening sensation-imparting agent comprising a D-amino acid, a D-amino acid residue-containing peptide or a salt thereof, and a carbonyl compound in the presence of ethanol and a heated reaction product obtained by heating,
The D-amino acid or D-amino acid residue is D-alanine, D-leucine, D-phenylalanine, D-arginine, D-serine, D-threonine, D-isoleucine, D-glutamine, D-glutamic acid, D- Including one or more combinations selected from aspartic acid and D-valine,
An agent wherein the carbonyl compound comprises xylose, ribose, glucose, galactose, mannose, fructose, glucosamine, sucrose, lactose, maltose, dextrin, 2-butadienal or 2-hexenal .
該D−アミノ酸またはD−アミノ酸残基が、D−アラニン、D−ロイシン、D−フェニルアラニン、D−アルギニン、D−セリン、D−スレオニン、D−イソロイシン、D−グルタミン、D−グルタミン酸、D−アスパラギン酸およびD―バリンから選択される一種類または二種類以上の組み合わせを含み、
該カルボニル化合物が、キシロース、リボース、グルコース、ガラクトース、マンノース、フルクトース、グルコサミン、シュークロース、ラクトース、マルトース、デキストリン、2−ブタジエナールまたは2−ヘキセナールを含む、方法。 A method for producing a ripening sensation agent, comprising a step of allowing D-amino acid or a D-amino acid residue-containing peptide or a salt thereof and a carbonyl compound to coexist in the presence of ethanol and heating ,
The D-amino acid or D-amino acid residue is D-alanine, D-leucine, D-phenylalanine, D-arginine, D-serine, D-threonine, D-isoleucine, D-glutamine, D-glutamic acid, D- Including one or more combinations selected from aspartic acid and D-valine,
The method wherein the carbonyl compound comprises xylose, ribose, glucose, galactose, mannose, fructose, glucosamine, sucrose, lactose, maltose, dextrin, 2-butadienal or 2-hexenal .
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