TWI723118B - Food flavor improver for heating and conditioning flavor imparted to fish and shellfish and its production method, flavor improvement method for food and beverage, and fish shell extract - Google Patents

Food flavor improver for heating and conditioning flavor imparted to fish and shellfish and its production method, flavor improvement method for food and beverage, and fish shell extract Download PDF

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TWI723118B
TWI723118B TW106102101A TW106102101A TWI723118B TW I723118 B TWI723118 B TW I723118B TW 106102101 A TW106102101 A TW 106102101A TW 106102101 A TW106102101 A TW 106102101A TW I723118 B TWI723118 B TW I723118B
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flavor
food
fish
improver
compounds
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TW201739357A (en
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芝田宗久
酒井知香子
勝又忠与次
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日商Mc食品科技股份有限公司
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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
    • 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

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Abstract

本發明之課題在於:不使用魚介類作為原材料而製造能夠用以使魚介類之加熱調理風味再現於加工食品中的賦予或增強魚介類之加熱調理風味之食品風味改良劑,並且以充分之供給量提供作為風味自然、高效且高品質之食品風味改良劑。作為解決方法,係對使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖共存之風味改良劑製造原料進行加熱處理,而製造並提供能夠用以使魚介類之加熱調理風味再現於加工食品中的賦予或增強魚介類之加熱調理風味之食品風味改良劑。本發明利用不使用魚介類之原材料,製備賦予或增強加熱調理魚介類時之風味之食品風味改良劑,且以充分之供給量供給風味自然、高品質之食品風味改良劑。 The subject of the present invention is to produce a food flavor improving agent capable of reproducing the heated-conditioned flavor of fish-based media in processed foods without using fish-based media as raw materials, and supply them in sufficient quantities It can be used as a natural, efficient and high-quality food flavor improver. As a solution, heat treatment is performed on the raw materials of the flavor improving agent that makes the aliphatic aldehyde compound, thiol compound, ammonia or amine compound and sugar coexist, and manufacture and provide it can be used to reproduce the heat-conditioned flavor of fish A food flavor improver used in processed foods to impart or enhance the heating and conditioning flavor of fish and shellfish. The present invention uses no raw materials of fish shells to prepare a food flavor improving agent that imparts or enhances the flavor when the fish shells are heated and prepared, and supplies a natural flavor and high-quality food flavor improver with a sufficient supply amount.

Description

賦予魚介類之加熱調理風味之食品風味改良劑及其製造方法、飲食品之風味改良方法、以及魚介萃取液 Food flavor improver for heating and conditioning flavor imparted to fish and shellfish and its production method, flavor improvement method for food and beverage, and fish shell extract

本發明係關於一種賦予加熱調理魚介類時之風味之食品風味改良劑,係關於一種可利用不使用魚介類之原材料進行製備,可對食品賦予並增強加熱調理魚介類時之風味之風味改良劑及其製造方法。 The present invention relates to a food flavor improver that imparts flavor when heated and conditioned fish, and relates to a flavor improver that can be prepared by using raw materials that do not use fish, and can impart and enhance the flavor of food when heated and conditioned fish And its manufacturing method.

當加熱調理魚介類時,會生成增進食慾之嗜好性高之風味。特別是於包含並使用魚介類之肝、即內臟等進行調理之情形時,複雜之香味等混合在一起,而獲得絕妙之風味。 When heating and conditioning fish and shellfish, it will produce a flavor with high appetite and high taste. Especially in the case of containing and using fish liver, i.e. internal organs, etc. for conditioning, complex aromas and the like are mixed together to obtain an exquisite flavor.

為使該魚介類之加熱調理風味再現於加工食品中,正在嘗試各種開發。例如於魚介系之方便麵、速溶湯粉、意大利麵醬料、米飯、牛皮糖、小吃、點心類、熟食、冷凍食品等加工食品領域中,以賦予魚介類之加熱調理風味為目的,開發並使用有魚介、魚介萃取液、魚介調味油等。然而存在以魚介類為原料提取並取得加熱調理風味成分並不簡單之情況。又,存在以下問題:通常難以兼備品質優良者或效果充分者,進而,亦有成本限制,亦存在無法確保必需量之情況。 In order to reproduce the heated and conditioned flavor of the fish and shellfish in processed foods, various developments are being tried. For example, in the field of processed foods such as instant noodles, instant soup powder, pasta sauces, rice, brown sugar, snacks, snacks, cooked foods, frozen foods, etc., it is developed and used for the purpose of imparting heating and conditioning flavors to fish There are fish media, fish media extract, fish media seasoning oil and so on. However, it is not easy to extract and heat-conditioned flavor components from fish and shellfish as raw materials. In addition, there are the following problems: it is generally difficult to have good quality or sufficient effects, and further, there are cost constraints, and there are cases where the necessary amount cannot be ensured.

魚介萃取液或魚介調味油之品質很大程度上依賴於原料之品質,但工業製造之魚介萃取液或魚介調味油存在由於供給或成本之限制而很難使用高品質之原料之問題。又,存在如下製造上之問題:於濃縮等製造步驟中,若風味飛散、變化,則風味之效果減弱,製備可賦予令人滿意的魚介風味之品質優良者更加困難。 The quality of fish medium extract or fish medium seasoning oil largely depends on the quality of the raw materials, but industrially manufactured fish medium extract or fish medium seasoning oil has the problem that it is difficult to use high-quality raw materials due to supply or cost constraints. In addition, there is a problem in the following manufacturing: in the manufacturing process such as concentration, if the flavor is scattered or changed, the effect of the flavor is weakened, and it is more difficult to prepare a fish with good quality that can impart a satisfactory flavor to the fish.

因此,於一般之加工食品中,於進行魚介風味之增強或改善之情形時,嘗試有藉由香料、利用了梅納反應之風味組合物、酵母萃取液、蛋白質水解物、胺基酸、核酸等食品添加物進行魚介風味之增強或改善等各種方法。於該魚介風味之增強或改善方法中,以魚介類為原材料,使用有利用了加熱之梅納反應之風味組合物。 為賦予更自然之風味,作為使用利用梅納反應之風味組合物賦予魚介類之加熱風味之方法,例如,專利文獻1中揭示有一種加熱調理風味之製造方法,其包含以下之(1)~(3)步驟:(1)將獸鳥類及/或魚介類之肉藉由物理粉碎方法及/或利用蛋白質水解酶之粉碎方法,粉碎至平均粒徑10 μm~2000 μm之步驟,(2)將該粉碎肉於100℃~180℃下進行加熱之步驟,(3)將該加熱處理物冷卻後,加入選自胺基酸類、糖類、動植物萃取液類、酵母萃取液類及動植物蛋白水解物中之1種或2種以上之混合物於100℃~180℃下進行加熱之步驟。又,專利文獻2中揭示有一種調味料之製造方法,其特徵在於:加熱含有由蒸煮魚介類所得之煮汁、含5'-核苷酸之酵母萃取液、含麩胱甘肽之酵母萃取液、蔬菜萃取液、單糖類之水溶液或水懸浮液。該等均係使用魚介類作為原料者。 關於魚介類之加熱風味之賦予,揭示有於魚介類風味之製造中,調配各組成成分,增強魚介類等風味之香味之方法。例如,專利文獻3記載有一種海鮮風味之製造方法,其特徵在於:(1)以S-氯化甲硫胺酸作為必須成分,(2)調配選自(A)烴類、(B)醇類、(C)酚類、(D)醛類、(E)酮類、(F)酯類、(G)內酯類、(H)羧酸類、(I)呋喃化合物、(J)含氮化合物、(K)含硫化合物類、(L)天然香料所組成之群中之至少1種以上之香料。具體而言,將該海鮮風味與鰹魚萃取液、鰹魚油、扇貝萃取液混合,製備鰹魚風味、扇貝風味。 又,專利文獻4與專利文獻5中記載有一種甲殼類及魚介類之風味之製造方法,其特徵在於:於甲殼類風味之製造方法中,調配(1):選自由(A)烴類、(B)醇類、(C)酚類、(D)醛類、(E)酮類、(F)酯類、(G)內酯類、(H)羧酸類、(I)呋喃化合物、(J)含氮化合物、(K)含硫化合物類、(L)天然香料所組成之群中之至少1種以上之香料,及(2):胺基酸類。 然而,該等增強魚介類之風味之香料類,補充魚介風味之效果雖強,但存在難以調整香味與味道之協調,具有即便香料有自然之風味,添加香料之食品中仍存在風味失衡之趨勢而不佳之問題。 進而,專利文獻6記載有,藉由將添加有含有以將麩胺酸換算成鈉鹽為20重量%以上之含麩胺酸之酵母萃取液及糖類之水溶液或水懸浮液,或含有以將麩胺酸換算成鈉鹽為20重量%以上之含麩胺酸之酵母萃取液與糖類之粉體混合物進行加熱處理而製造之調味料之製造方法。然而,該調味料係主要用於鰹魚高湯之香味改善者。 另一方面,關於魚介類之加熱風味之賦予,揭示有使用魚介類以外之原料素材賦予魚介類之風味之方法。例如,引用文獻7中揭示有,使用噻唑啉類合成化合物作為芳香及風味賦予成分,向食品等中賦予如同肉、魚等之芳香及風味之方法,引用文獻8中揭示有,使用包含噻唑衍生物或四氫噻唑衍生物之合成化合物,向食品中賦予類似雞肉香味或牛肉香味之肉香味之方法。該等自大量製備魚介類之香味成分此方面而言為有利方法,由於係利用合成化合物者,與自充分利用自然風味並以賦予、增強香味為目標而賦予魚介類之加熱風味此觀點而言存在難題,又,自賦予調和之魚介類之加熱風味此觀點而言,亦差強人意。 如上所示,為使魚介類之加熱調理風味再現於加工食品中,揭示有各種風味改良劑,但未有揭示可按所需充分之量提供可賦予風味自然、魚介類之加熱調理風味之效果高、令人滿意之魚介風味之高品質之風味改良劑之方法。 [先前技術文獻] [專利文獻] [專利文獻1]日本專利特開2001-103920號公報 [專利文獻2]日本專利特開2009-207432號公報 [專利文獻3]日本專利特開2014-076010號公報 [專利文獻4]日本專利特開2005-160402號公報 [專利文獻5]日本專利特開2005-143466號公報 [專利文獻6]日本專利特開2015-154788號公報 [專利文獻7]日本專利特公昭57-30462號公報 [專利文獻8]日本專利特公昭48-14950號公報Therefore, in general processed foods, when enhancing or improving the flavor of fish media, there are attempts to use spices, flavor compositions using Mena’s reaction, yeast extracts, protein hydrolysates, amino acids, and nucleic acids. Various methods of enhancing or improving the flavor of fish broth with other food additives. In the method for enhancing or improving the flavor of fish and shellfish, fish and shellfish are used as raw materials, and a flavor composition that utilizes the Mena reaction of heating is used. In order to impart a more natural flavor, as a method of using a flavor composition using Mena reaction to impart a heated flavor to fish shells, for example, Patent Document 1 discloses a method of manufacturing a heated flavor that includes the following (1)~ (3) Steps: (1) The meat of animals, birds and/or fish and shellfish is crushed to an average particle size of 10 μm~2000 μm by physical crushing method and/or crushing method using proteolytic enzymes, (2) The crushed meat is heated at 100°C to 180°C, (3) After cooling the heat-treated product, add selected from amino acids, sugars, animal and plant extracts, yeast extracts, and animal and plant protein hydrolysates One or more of the mixtures are heated at 100℃~180℃. In addition, Patent Document 2 discloses a method for producing a seasoning, which is characterized by heating and containing a boiled juice obtained by steaming fish and shellfish, a 5'-nucleotide-containing yeast extract, and a glutathione-containing yeast extract , Vegetable extracts, aqueous solutions or suspensions of monosaccharides. These are all those using fish and shellfish as raw materials. Regarding the imparting of the heated flavor of fish and shellfish, it is revealed that in the production of fish shell and shellfish flavor, the method of compounding various components to enhance the flavor and aroma of fish shell and shellfish is disclosed. For example, Patent Document 3 describes a method for producing seafood flavor, which is characterized by: (1) S-chloromethionine is an essential ingredient, and (2) a mixture of (A) hydrocarbons and (B) alcohols is used. Type, (C) phenols, (D) aldehydes, (E) ketones, (F) esters, (G) lactones, (H) carboxylic acids, (I) furan compounds, (J) nitrogen-containing At least one fragrance from the group consisting of compounds, (K) sulfur-containing compounds, and (L) natural fragrances. Specifically, the seafood flavor is mixed with bonito extract, bonito oil, and scallop extract to prepare a bonito flavor and a scallop flavor. In addition, Patent Literature 4 and Patent Literature 5 describe a method for producing crustaceans and fish flavours, characterized in that: in the method for producing crustacean flavours, blending (1): selected from (A) hydrocarbons, (B) alcohols, (C) phenols, (D) aldehydes, (E) ketones, (F) esters, (G) lactones, (H) carboxylic acids, (I) furan compounds, ( J) At least one fragrance from the group consisting of nitrogen-containing compounds, (K) sulfur-containing compounds, (L) natural fragrances, and (2): amino acids. However, the spices that enhance the flavor of fish are strong in supplementing the flavor of fish, but it is difficult to adjust the coordination of aroma and taste. Even if the spices have a natural flavor, there is still a tendency for flavor imbalance in foods with added spices. The problem of unsatisfactory. Furthermore, Patent Document 6 describes that by adding an aqueous solution or suspension of a glutamic acid-containing yeast extract containing 20% by weight or more of glutamic acid converted to sodium salt and sugars, or containing A method for producing seasoning produced by heat-treating a powder mixture of glutamic acid-containing yeast extract and sugars in which glutamic acid is converted into a sodium salt of 20% by weight or more. However, this seasoning is mainly used to improve the flavor of bonito broth. On the other hand, with regard to imparting the heated flavor of fish and shellfish, a method of imparting the flavor of fish shell and shellfish using raw materials other than fish and shellfish is disclosed. For example, Citation 7 discloses a method of using thiazoline-based synthetic compounds as aroma and flavor imparting ingredients to impart aromas and flavors such as meat and fish to foods, etc., and Citation 8 discloses using thiazole-derived compounds. It is a method to impart a meat flavor similar to chicken flavor or beef flavor to foods by synthetic compounds of tetrahydrothiazole derivatives or tetrahydrothiazole derivatives. The preparation of flavor components of fish shells from a large amount is an advantageous method in this respect, because it is the use of synthetic compounds, and from the viewpoint of making full use of the natural flavor and aiming at imparting and enhancing the flavor, the heated flavor of fish shells is given to the point of view. There are problems, and the point of view of self-improving the heated flavor of the harmonized fish is not satisfactory. As shown above, in order to reproduce the heat-conditioned flavor of fish and shellfish in processed foods, various flavor modifiers are disclosed, but it is not disclosed that it can provide the effect of natural flavor and heat-conditioned flavor of fish shell and shellfish in a required and sufficient amount. A method of high-quality flavor improver with high and satisfactory fish flavor. [Prior Art Document] [Patent Document] [Patent Document 1] Japanese Patent Laid-Open No. 2001-103920 [Patent Document 2] Japanese Patent Laid-Open No. 2009-207432 [Patent Document 3] Japanese Patent Laid-Open No. 2014-076010 Publication [Patent Document 4] Japanese Patent Laid-Open No. 2005-160402 [Patent Document 5] Japanese Patent Laid-Open No. 2005-143466 [Patent Document 6] Japanese Patent Laid-Open No. 2015-154788 [Patent Document 7] Japanese Patent Japanese Patent Publication No. 57-30462 [Patent Document 8] Japanese Patent Publication No. 48-14950

[發明所欲解決之問題] 本發明之課題在於以充分之供給量提供可用於將魚介類之加熱調理風味(加熱調理魚介類時之風味)再現於加工食品上之賦予魚介類之加熱調理風味之食品風味改良劑,作為風味自然、高效且高品質之食品風味改良劑,進而在於提供即便不使用魚介類之原材料亦可製備賦予加熱調理魚介類時之風味之食品風味改良劑,並且以充分之供給量提供風味自然、高品質之食品風味改良劑之方法。 [解決問題之技術手段] 本發明者們為解決上述課題,關於賦予魚介類之加熱調理風味之食品風味改良劑,關於以充分之供給量提供風味自然、高效且高品質之食品風味改良劑之方法而進行銳意研究之過程中,對不使用魚介類作為原材料亦可製備該賦予加熱調理魚介類時之風味之食品風味改良劑之方法進行研究,結果發現藉由使可作為食品素材提供之脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖類共存,對該製造原料進行加熱處理,可製備風味自然、高效且高品質之賦予加熱調理魚介類時之風味之食品風味改良劑,從而完成本發明。由於本發明之食品風味改良劑之製備不需要使用魚介類作為原材料,不會與以魚介類作為原材料之情形時一樣,具有類似為製備高品質之食品風味改良劑而準備高品質之魚介類原材料之風險,具有可按充分之供給量提供高品質之食品風味改良劑之優點。 即,本發明包含食品風味改良劑,及該食品風味改良劑之製造方法,食品風味改良劑之特徵在於:包含對使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖類共存之風味改良劑製造原料進行加熱處理而生成之加熱處理物作為賦予加熱調理魚介類時之風味之成分或增強魚介類之加熱調理風味之成分。藉由使用本發明之食品風味改良劑,可向飲食品賦予加熱調理魚介類時之風味,亦可增強飲食品之魚介類之加熱調理風味。 本發明者們關於賦予加熱調理魚介類時之風味之食品風味改良劑,關於以高品質及充分之供給量之提供方法進行研究之過程中,關於不使用魚介類作為原材料亦可提供之方法而進行銳意研究。其結果發現,加熱調理魚介類時之風味,來自特定之環狀含硫化合物,即具有噻唑環、噻唑啉環或二噻𠯤環之化合物,又,該等之化合物類係於使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖共存並進行加熱處理時產生,且發現該加熱處理物可提供高效、賦予加熱調理魚介類時之風味、高品質之食品風味改良劑,最終形成本發明。即,本發明係包含:可作為食品原料素材而提供、使用脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖作為製造原料之賦予加熱調理魚介類時之風味之食品風味改良劑者。 於本發明之食品風味改良劑中,製造原料之脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖類可作為食品原料成分或來自食品原料之成分進行製備。 於本發明之食品風味改良劑中,作為製造原料之脂肪族醛類化合物,可列舉碳數2~9之脂肪族醛類化合物。又,作為硫醇化合物,可列舉半胱胺酸、還原型麩胱甘肽、或選自含有硫醇化合物之肉汁、酵母萃取液及加工食品製造副產物中之1或2種以上之硫醇化合物。 又,於本發明之食品風味改良劑中,作為製造原料之氨或胺類化合物,可列舉氨、有機或無機銨鹽、或選自酵母萃取液、蛋白水解物或加工食品製造副產物中之1種或2種以上之氨或胺類化合物。作為糖類,可列舉包含單糖類或二糖類之還原糖類、或選自含有該糖類之食品素材中之1種或2種以上之糖類。 於本發明之食品風味改良劑中,對風味改良劑製造原料進行加熱處理而生成之加熱處理物,可列舉對風味改良劑原料於40~100℃下進行加熱處理0.1~5小時而生成之加熱處理物。該加熱處理物之特徵在於係加熱處理物中含有具有選自由噻唑環、噻唑啉環及二噻𠯤環所組成之群中之1種以上之官能基之化合物者。 本發明包含食品風味改良劑之製造方法之發明,其特徵在於:藉由對使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖類共存之風味改良劑製造原料於40~100℃下進行加熱處理0.1~5小時,而生成含有魚介類之加熱調理風味賦予成分之加熱處理物。於該食品風味改良劑之製造方法中,風味改良劑製造原料之加熱處理可於醇存在之情況下進行。 本發明包含飲食品之風味改良方法之發明,其特徵在於:將本發明之飲食品風味改良劑添加至飲食品中,藉此向飲食品賦予魚介類之加熱調理風味。作為該向飲食品賦予魚介類之加熱調理風味,可列舉增強使用魚介之飲食品之加熱調理風味。 又,本發明包含魚介萃取液之發明,其特徵在於:藉由添加本發明之風味改良劑,增強魚介類之加熱調理風味。 即,具體而言,本發明包含:[1]食品風味改良劑,其特徵在於:包含對使(A)脂肪族醛類化合物、(B)硫醇化合物、(C)氨或胺類化合物及(D)糖類之(A)~(D)之成分共存之風味改良劑製造原料進行加熱處理而生成之加熱處理物作為賦予加熱調理魚介類時之風味之成分或增強魚介類之加熱調理風味之成分,[2]如上述[1]記載之食品風味改良劑,其特徵在於:脂肪族醛類化合物、硫醇化合物、及氨或胺類化合物及糖類係由魚介類以外之食品原料製備之食品原料成分或來自食品原料之成分,[3]如上述[1]或[2]記載之食品風味改良劑,其特徵在於:脂肪族醛類化合物係碳數2~9之脂肪族醛類化合物,[4]如上述[1]至[3]中任一項記載之食品風味改良劑,其特徵在於:脂肪族醛類化合物係含有不飽和脂肪酸之食用油脂之氧化物,[5]如上述[1]至[4]中任一項記載之食品風味改良劑,其特徵在於:硫醇化合物係半胱胺酸、還原型麩胱甘肽、或選自含有硫醇化合物之肉汁、酵母萃取液及加工食品製造副產物中之1種或2種以上之硫醇化合物,[6]如上述[1]至[5]中任一項記載之食品風味改良劑,其特徵在於:氨或胺類化合物係氨、有機或無機銨鹽、或選自酵母萃取液、蛋白水解物或加工食品製造副產物中之1種或2種以上之氨或胺類化合物,[7]如上述[1]至[6]中任一項記載之食品風味改良劑,其特徵在於:糖類係包含單糖類或二糖類之還原糖類、或選自含有該糖類之食品素材中之1種或2種以上之糖類,[8]一種食品風味改良劑,其特徵在於:包含於使(A)脂肪族醛類化合物、(B)硫醇化合物、(C)氨或胺類化合物及(D)糖類之(A)~(D)之成分共存之如上述[1]至[7]記載之風味改良劑製造原料中,使其進而含有醇並進行加熱處理而生成之加熱處理物,作為賦予加熱調理魚介類時之風味之成分或增強魚介類之加熱調理風味之成分,[9]如上述[1]至[8]中任一項記載之食品風味改良劑,其特徵在於:加熱處理物係將風味改良劑原料於40~100℃下進行0.1~5小時加熱處理而生成之加熱處理物,[10]如上述[1]至[9]中任一項記載之食品風味改良劑,其特徵在於:對風味改良劑原料進行加熱處理而生成之加熱處理物係加熱處理物中含有具有選自由噻唑環、噻唑啉環及二噻𠯤環所組成之群中之1種以上之官能基之化合物者。 又,本發明包含:[11]一種如上述[1]至[10]中任一項記載之食品風味改良劑之製造方法,其特徵在於:將使(A)脂肪族醛類化合物、(B)硫醇化合物、(C)氨或胺類化合物及(D)糖類之(A)~(D)之成分共存之風味改良劑製造原料、或使該風味改良劑製造原料進而含有醇之風味改良劑製造原料,於40~100℃下進行加熱處理0.1~5小時,藉此生成含有賦予加熱調理魚介類時之風味之成分或增強魚介類之加熱調理風味之成分之加熱處理物,[12]一種飲食品之風味改良方法,其特徵在於:將如上述[1]至[10]中任一項記載之風味改良劑添加至飲食品中,藉此向飲食品賦予加熱調理魚介類時之風味或增強魚介類之加熱調理風味,或[13]一種魚介萃取液,其特徵在於:藉由添加如上述[1]至[10]中任一項記載之風味改良劑,賦予加熱調理魚介類時之風味或增強魚介類之加熱調理風味。 [發明之效果] 本發明以充分之供給量提供可用於使魚介類之加熱調理風味(加熱調理魚介類時之風味)再現於加工食品中之賦予魚介類之加熱調理風味之食品風味改良劑,作為風味自然、高效且高品質之食品風味改良劑。本發明係即使藉由不使用魚介類之原材料亦可製備獲得賦予加熱調理魚介類時之風味之食品風味改良劑者,以充分之供給量供給風味自然、高效且高品質之食品風味改良劑,增強飲食品之風味,特別是於使用魚介之飲食品等中該飲食品之魚介類之加熱調理風味,藉此可提供風味絕佳之飲食品。[Problem to be Solved by the Invention] The problem of the present invention is to provide a heat-conditioned flavor of fish shells that can be used to reproduce the heated-conditioned flavor of fish shells (the flavor when heated-conditioned fish shells) on processed foods. The food flavor improver, as a natural, efficient and high-quality food flavor improver, is to provide a food flavor improver that can be prepared to impart the flavor when the fish is heated and prepared even if the raw materials of the fish are not used. The supply quantity provides a method of natural flavor and high-quality food flavor improver. [Technical Means to Solve the Problem] In order to solve the above-mentioned problems, the inventors of the present invention are concerned with food flavor improvers that impart a heat-conditioned flavor to fish and shellfish, and about providing a natural, efficient and high-quality food flavor improver with a sufficient supply amount In the process of intensive research on the method, the method of preparing the food flavor improving agent that imparts the flavor when heated and conditioning the fish and shellfish without using fish and shellfish as a raw material was studied, and it was found that the fat that can be provided as a food material The coexistence of aldehyde compounds, thiol compounds, ammonia or amine compounds and sugars, heat treatment of the raw materials, can prepare natural, efficient and high-quality food flavor improvers that impart the flavor when heated and conditioned fish. Thus, the present invention has been completed. Since the preparation of the food flavor improver of the present invention does not require the use of fish and shellfish as raw materials, it will not be the same as the case of using fish and shellfish as the raw material. It is similar to the preparation of high-quality fish and shellfish materials for the preparation of high-quality food flavor improvers. This risk has the advantage of providing high-quality food flavor modifiers in sufficient supply. That is, the present invention includes a food flavor improver and a method for producing the food flavor improver. The food flavor improver is characterized in that it contains an ingredient for coexisting aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds, and sugars. The heat-treated product produced by heating the raw material of the flavor improving agent is used as a component that imparts the flavor when the fish is heated and conditioned or enhances the heated and conditioned flavor of the fish. By using the food flavor improving agent of the present invention, it is possible to impart the flavor of the heated and conditioned fish and shellfish to the food and beverage, and can also enhance the heated and conditioned flavor of the fish and shellfish in the food and beverage. In the process of research on the food flavor improver that imparts the flavor of the fish and shellfish when heated and prepared by the inventors, the process of research on the method of providing high quality and sufficient supply, and the method that can be provided without using fish and shellfish as a raw material. Carry out intensive research. As a result, it was found that the flavor of fish and shellfish when heated and prepared comes from specific cyclic sulfur-containing compounds, that is, compounds with thiazole ring, thiazoline ring or dithiazole ring. Moreover, these compounds are used to make aliphatic aldehydes. It is produced when thiol compounds, thiol compounds, ammonia or amine compounds and sugars coexist and heat treatment, and it has been found that the heat treatment product can provide high-efficiency, impart the flavor and high-quality food flavor improver when heating and conditioning fish and shellfish, and finally Form the present invention. That is, the present invention includes: a food flavor improving agent that can be provided as a food raw material, using aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds, and sugars as manufacturing raw materials to impart flavor when heating and conditioning fish. By. In the food flavor improver of the present invention, the aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds and sugars of the raw materials can be prepared as food raw materials or components derived from food raw materials. In the food flavor improving agent of the present invention, the aliphatic aldehyde compound used as the raw material for the production includes aliphatic aldehyde compounds having 2 to 9 carbon atoms. In addition, as the thiol compound, cysteine, reduced glutathione, or one or two or more thiols selected from gravy containing thiol compounds, yeast extract, and by-products of processed food manufacturing can be cited Compound. In addition, in the food flavor improver of the present invention, the ammonia or amine compound used as the manufacturing raw material includes ammonia, organic or inorganic ammonium salts, or selected from yeast extracts, protein hydrolysates, or processed food manufacturing by-products One or more kinds of ammonia or amine compounds. Examples of sugars include reducing sugars containing monosaccharides or disaccharides, or one or more sugars selected from food materials containing these sugars. In the food flavor improver of the present invention, the heat-treated product produced by heat-treating the raw material for the flavor improver production can include heating produced by heating the flavor improver raw material at 40 to 100°C for 0.1 to 5 hours Treatment. The heat-treated product is characterized in that the heat-treated product contains a compound having one or more functional groups selected from the group consisting of a thiazole ring, a thiazoline ring, and a dithiazoline ring. The present invention includes a method for producing a food flavor improver, which is characterized in that the raw materials for the flavor improver in which aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds and sugars coexist are prepared at 40 to 100°C. Heat treatment is carried out for 0.1 to 5 hours to produce a heat-treated product containing a heat-conditioned flavor imparting component of fish and shellfish. In the manufacturing method of the food flavor improver, the heating treatment of the raw material for the flavor improver can be performed in the presence of alcohol. The present invention includes the invention of a method for improving the flavor of food and beverage, and is characterized in that the food and beverage flavor improving agent of the present invention is added to the food and beverage, thereby imparting the heated and adjusted flavor of fish and shellfish to the food and beverage. As the heat-conditioned flavor imparted to foods and beverages such as fishes, the heat-conditioned flavors of foods and beverages that use fishes can be exemplified. In addition, the present invention includes the invention of fish medium extract, which is characterized in that by adding the flavor improving agent of the present invention, the heating and conditioning flavor of fish medium is enhanced. That is, specifically, the present invention includes: [1] A food flavor improver characterized in that it contains a combination of (A) aliphatic aldehyde compounds, (B) thiol compounds, (C) ammonia or amine compounds, and (D) Sugars (A)~(D) ingredients coexist in the flavor improver manufacturing raw material heat-processed to produce a heat-treated product as an ingredient that imparts the flavor when heated and conditioned fish or enhances the heated and conditioned flavor of fish Ingredients, [2] The food flavor improver described in [1] above, characterized in that: aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds and sugars are foods prepared from food materials other than fish Ingredients of raw materials or ingredients derived from food raw materials, [3] The food flavor improver as described in [1] or [2] above, characterized in that the aliphatic aldehyde compound is an aliphatic aldehyde compound with 2-9 carbons, [4] The food flavor improver described in any one of [1] to [3] above, wherein the aliphatic aldehyde compound is an oxide of edible fats and oils containing unsaturated fatty acids, and [5] is as described above [ The food flavor improver described in any one of 1] to [4], characterized in that the thiol compound is cysteine, reduced glutathione, or selected from meat juice and yeast extract containing thiol compound And one or more thiol compounds in the by-products of processed food manufacturing, [6] The food flavor improver described in any one of [1] to [5] above, characterized by: ammonia or amines The compound is ammonia, organic or inorganic ammonium salt, or one or more ammonia or amine compounds selected from yeast extract, protein hydrolysate, or processed food manufacturing by-products, [7] as in the above [1] to [6] The food flavor improving agent according to any one of the above, characterized in that the saccharides include reducing sugars such as monosaccharides or disaccharides, or one or more sugars selected from food materials containing the saccharides, [8] A food flavor improver, characterized by being contained in (A) among (A) aliphatic aldehyde compounds, (B) thiol compounds, (C) ammonia or amine compounds, and (D) sugars. (D) The ingredients of (D) coexist in the flavor improving agent manufacturing raw materials described in [1] to [7] above, and the heat-treated product produced by further containing alcohol and heat-treating it as a flavor imparted when the fish is heated and prepared [9] The food flavor improver as described in any one of [1] to [8] above, characterized in that: the heat-treated material is a raw material of the flavor improver [10] The food flavor improver described in any one of the above [1] to [9] is a heat-treated product produced by heat treatment at 40 to 100°C for 0.1 to 5 hours, which is characterized by: The heat-treated product produced by the heat treatment of the raw material contains a compound having one or more functional groups selected from the group consisting of a thiazole ring, a thiazoline ring, and a dithiazoline ring. Furthermore, the present invention includes: [11] A method for producing a food flavor improving agent as described in any one of [1] to [10] above, characterized in that (A) aliphatic aldehyde compound, (B) ) A flavor improver manufacturing raw material in which thiol compounds, (C) ammonia or amine compounds and (D) sugars (A) ~ (D) coexist, or the flavor improver manufacturing raw materials further contain alcohol The raw material for the agent is heated at 40~100°C for 0.1~5 hours to produce a heat-treated product that contains ingredients that impart the flavor of the fish when it is heated or enhances the flavor of the fish, [12] A method for improving the flavor of food and beverage, characterized by adding the flavor improving agent described in any one of [1] to [10] above to the food and beverage, thereby imparting the flavor of the food and beverage when the fish is heated and conditioned Or enhance the heating and conditioning flavor of fish and shellfish, or [13] a fish shell and extract liquid, characterized in that: adding the flavor improving agent as described in any one of [1] to [10] above, when heating and conditioning the fish shell and shellfish The flavor or enhance the heating and conditioning flavor of fish and shellfish. [Effects of the Invention] The present invention provides a food flavor improving agent that can be used to reproduce the heated-conditioned flavor (the flavor of the heated-conditioned fish-based) in processed foods in a sufficient supply amount. As a natural, efficient and high-quality food flavor improver. The present invention is capable of preparing a food flavor improving agent that imparts a flavor when the fish is heated and conditioned even without using raw materials of fish media, and provides a natural, high-efficiency, and high-quality food flavor improving agent with a sufficient supply amount. Enhance the flavor of food and beverage products, especially in food and beverage products that use fish and other food products, the heated and adjusted flavor of fish and food products, so as to provide food and beverage products with excellent flavor.

本發明包含一種食品風味改良劑及該食品風味改良劑之製造方法,該食品風味改良劑之特徵在於:包含對使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖類共存之風味改良劑製造原料進行加熱處理而生成之加熱處理物,作為向飲食品賦予加熱調理魚介類時之風味之成分或增強飲食品之魚介類之加熱調理風味之成分。發明之風味改良劑係不使用魚介類原料而製得者,用於加工食品之製造,具有向食品賦予或增強加熱魚介類時所得之良好且多種風味之效果。 於本發明之食品風味改良劑中,製造原料之脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖類,可作為食品原料成分或來自食品原料之成分進行製備。作為食品原料亦可使用魚介類,本發明中,無需勉強使用魚介類。 <脂肪族醛類化合物> 本發明所用之脂肪族醛類化合物,並無特別限定,通常為碳數1~18之脂肪族醛類化合物,較佳為碳數2~9之脂肪族醛類化合物。又,該等脂肪族醛中不飽和鍵之數,可為1種亦可為複數種。進而,該等脂肪族醛類化合物之結構,可為直鏈亦可為支鏈。 作為碳數2~9之脂肪族醛類化合物,例如可列舉乙醛、正丙醛、正丁醇、2-丁醛、2-甲基丙醛、正戊醛、2-戊烯醛、3-甲基丁醛、2,2-二甲基丙烷、正己醛、2-己烯醛、3-己烯醛、4-己烯醛、2,4-己二烯醛、2,3-二甲基丁醛、2-甲基戊醛、正庚醛、2-庚烯醛、4-庚烯醛、2,4-庚二烯醛、2,6-庚二烯醛、3-甲基己醛、2-甲基-2-戊烯醛、4-甲基-2-戊烯醛、正辛醛、2-辛烯醛、3-辛烯醛、4-辛烯醛、5-辛烯醛、2,4-辛二烯醛、6-甲基庚醛、正壬醛、2-壬烯醛、3-壬烯醛、4-壬烯醛、5-壬烯醛、6-壬烯醛、8-壬烯醛、2,4-壬二烯醛、2,6-壬二烯醛、3,6-壬二烯醛、2,4,6-壬三烯醛、2-甲基辛醛、6-甲基辛醛、2,6-二甲基-5-庚烯醛、乙二醛、丁二醛、1,5-戊二醛等,較佳為可用於飲食品者。該等脂肪族醛類化合物可單獨使用,亦可將2種以上併用。 脂肪族醛類化合物可包含於該脂肪族醛類化合物之內含物中,亦可自該脂肪族醛類化合物之內含物中藉由常規方法單離、純化後使用。 又,風味改良劑用於飲食品,因此其原料之脂肪族醛類化合物就安全性方面而言,較佳為來自包含脂肪族醛類化合物之具有食用經驗之原材料者。作為一例,可列舉不飽和脂肪酸之氧化物。 作為不飽和脂肪酸,可列舉油酸、亞麻油酸、次亞麻油酸、二十二碳六烯酸(DHA)、二十碳五烯酸(EPA)等。不飽和脂肪酸亦可係食用油脂等中含有者。作為食用油脂,可列舉牛油、豬油、雞油、蛋黃油等之動物油脂,橄欖油、芝麻油、米糠油、紅花油、大豆油、沙拉油、玉米油、葵花籽油、菜籽油、棕櫚油、棉籽油、椰子油、花生油、亞麻籽油、紫蘇油等植物油脂等。 不飽和脂肪酸內含物亦可使用自油脂內含物中使用己烷、乙醇等有機溶劑等而提取者。又,亦可將製造畜產加工品、蔬菜加工品時作為副產物而獲得之油脂作為不飽和脂肪酸內含物使用。 <硫醇化合物> 本發明所用之硫醇化合物,若為具有硫醇基(SH基)之化合物則亦可為任意之化合物,例如,可列舉硫化氫、半胱胺酸、還原型麩胱甘肽等。該等硫醇化合物,可單獨使用,亦可將2種以上併用。又,亦可為將胱胺酸、甲硫胺酸、硫胺素、氧化型麩胱甘肽、硫化烯丙基等包含硫原子之化合物進行化學處理、酶處理或物理處理等所得之硫醇化合物。 硫醇化合物亦較佳為包含硫醇化合物之具有食用經驗之飲食品原料。例如,較佳為使用包含硫醇化合物之肉汁、來自酵母等之萃取液、製造畜產加工品、蔬菜加工品、水果加工食品時作為副產物而獲得之煮汁、蒸煮液、蒸煮果汁等。又,亦可自該等硫醇化合物內含物中,藉由常規方法單離、純化而使用。 <氨或胺類化合物> 本發明所用之氨,亦可為游離之氨,亦可為碳酸銨、乙酸銨、乳酸銨、磷酸銨、麩胺酸銨等銨鹽之狀態。 氨或銨鹽亦較佳使用來自具有食用經驗之飲食品原料者。例如,較佳為使用包含氨或銨鹽之酵母萃取液、蛋白質水解物、製造畜產加工品、蔬菜加工品、水果加工食品時作為副產物所獲得之煮汁、蒸煮液、蒸煮果汁等。此時,亦可自該等氨內含物中藉由常規方法單離、純化而使用。又,亦可使用藉由蛋白質、肽、胺基酸之脫醯胺所獲得之氨。 作為本發明所用之胺類化合物,亦並無特別限定,亦可列舉甲基胺等一級胺類化合物、二甲基胺等二級胺類化合物、三甲基胺等三級胺類化合物等。該等胺類化合物可單獨使用,亦可將2種以上併用。 該等胺類化合物亦較佳使用來自具有食用經驗之飲食品原料者。例如,包含胺類化合物之製造畜產加工品、蔬菜加工品、水果加工食品時作為副產物所獲得之煮汁、蒸煮液、蒸煮果汁等。此時,亦可自該等胺類化合物之內含物中,藉由常規方法單離、純化而使用。 作為本發明所用之糖,若為可用於食品者則並無特別限定,較佳使用還原糖。作為還原糖,可列舉核糖、木糖、阿拉伯糖、葡萄糖、果糖、半乳糖、甘露糖、鼠李糖等單糖類,乳糖、麥芽糖、海藻糖等二糖類。該等糖可單獨使用,亦可將2種以上混合使用。又,亦可將蔗糖、寡糖、澱粉、糊精等多糖類藉由各種方法,分解至單糖或者二糖使用。進而,亦可使用富含該等糖之酵母萃取液或糖蜜、液糖等。該等糖類,亦可包含於製造畜產加工品、蔬菜加工品、水果加工食品時作為副產物所獲得之煮汁、蒸煮液、蒸煮果汁等中。亦可自該等糖類之內含物中,藉由常規方法單離、純化而使用。 以上之使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖共存之方法並無特別限定,例如可將該等化合物混合製成混合物。混合物可於粉體、粒體、粉粒體等之固體狀態,進而亦可使其與水、醇等適當之溶劑共存,根據需要製成溶液狀態。該等中較佳為與醇共存。 若考慮用於食品中,則醇較佳為乙醇。醇亦可使用釀造酒、蒸餾酒、甜露酒、味醂、料理酒、醸造調味料、醬油、醇製劑、利用酵母等之微生物所得之醱酵物等。 共存之脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖之量,由於其原料之多樣性而難以特定。若於加熱所得之加熱處理物中以有效劑量生成並含有賦予或增強魚介類之加熱調味風味之有效成分,即環狀含硫氮化合物,具有選自由噻唑環、噻唑啉環、噻𠯤環及二噻𠯤環所組成之群中之1種以上之官能基之化合物之條件下,則並無特別限定。 作為具有噻唑環之化合物,例如,可列舉噻唑、2,4,5-三甲基噻唑、2,4-二甲基噻唑、2-乙醯基噻唑、4-乙基-5-乙基羰氧基乙基噻唑、4-丁基-5-(2-羥乙基)噻唑、4-甲基-5-(2-羥乙基)噻唑、4-甲基-5-(2-羥丙基)噻唑等。 作為具有噻唑啉環之化合物,例如,可列舉4-甲基-5-(2-羥乙基)噻唑啉、2-乙醯基-2-噻唑啉等。 作為具有二噻𠯤環之化合物,例如,可列舉2,4,6-三甲基-1,3,5-二噻𠯤、2-異丁基-4,6-甲基二氫-4H-1,3,5-二噻𠯤、4-異丁基-2,6-二氫-4H-1,3,5-二噻𠯤、2-異丙基-4,6-二甲基-4H-1,3,5-二噻𠯤、4-異丙基-2,6-二甲基二氫-4H-1,3,5-二噻𠯤、二甲基呋喃-二氫-1,3,5-二噻𠯤等。 作為使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖共存並加熱之原料之例,若於脂肪族醛類化合物為乙醛,硫醇化合物為硫化氫,氨或胺類化合物為氨,糖為葡萄糖之情形時,作為該等之量,較佳使用如下之量:通常,相對於乙醛1重量份,硫化氫為0.01~1000重量份,較佳為0.1~1000重量份,進而較佳為0.1~100重量份,更佳為0.5~10重量份,氨為0.01~1000重量份,較佳為0.1~1000重量份,進而較佳為1~1000重量份,更佳為1~20重量份,葡萄糖為10~10000重量份,較佳為10~1000重量份,進而較佳為10~1000重量份,更佳為10~50重量份。於根據需要使醇共存之情形時,例如,將全部原料設為100重量份,醇為0.1~10重量份,較佳為1~8重量份。 使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖共存並進行加熱處理時之pH,較佳為調整至通常pH5~8左右,較佳為pH6~8,進而較佳為pH7~8。 又,使脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖共存並進行加熱時之加熱處理溫度,若於加熱所得之對象物中生成並含有具有選自由噻唑環、噻唑啉環及二噻𠯤環所組成之群中之1種以上之官能基之化合物之條件下則並無特別限定,通常於40~100℃下為0.1~5小時,較佳為於50~100℃下0.1~3小時,進而較佳為於90~100℃下0.3~3小時,更佳為於90~100℃下0.3~2小時。 此時之加熱方法並無特別限定,例如可列舉油艙加熱、IH加熱器加熱、烘箱加熱、擠壓機加熱、微波爐加熱、蒸汽加熱、熱風加熱等。又,亦可作為加熱方法使用蒸煮殺菌、焦耳殺菌、加壓加熱、熱風乾燥、蒸汽乾燥、薰製等。 加熱所得之加熱處理物可直接作為本發明之風味改良劑而使用,根據需要,亦可含有添加物,該添加物可用於:食鹽等無機鹽、抗壞血酸、反丁烯二酸、蘋果酸、酒石酸、檸檬酸等羧酸等酸、麩胺酸鈉、天冬胺酸鈉等胺基酸類、肌苷酸鈉、鳥嘌呤核苷酸鈉等核酸、蔗糖、葡萄糖、乳糖等糖類、醬油、味噌、畜肉萃取液、家禽萃取液、魚介萃取液、酵母萃取液、蛋白質加水分解物等天然調味料、香料類、草藥類等香辛料、糊精、各種澱粉等賦形劑等、飲食品。 本發明之風味改良劑於含有麩胺酸鈉、天冬胺酸、氧基麩酸、鵝膏蕈胺酸、口蘑胺酸、肌苷酸鈉、鳥嘌呤核苷酸鈉、琥珀酸鈉等鮮味物質之情形時,可作為調味料而合適地使用。本發明之風味改良劑可為液狀、粉狀、顆粒狀等任一之形狀。 作為本發明之風味改良方法,可列舉將本發明之風味改良劑,於製造飲食品時作為素材添加之方法,於調理飲食品時作為調理材料添加之方法,於飲食時添加之方法等。飲食品並無特別限定,較佳為列舉使用魚介類作為原材料之飲食品。 作為原材料而使用之魚介類並無特別限定,例如,可列舉墨魚、章魚等頭足類,蝦、磷蝦、蟹、龍蝦等甲殼類,牡蠣、蜆、蛤、鮑魚、蠑螺、響螺、蜆貝、扇貝等貝類,鮭魚卵、鱈魚卵、鯡魚卵等魚卵,大馬哈魚、金槍魚、鰹魚、沙丁魚、秋刀魚、鮐魚、飛魚、竹策魚、鯡魚、鰈魚、牙鮃、鯛、鱈魚、虎魚、鮟鱇魚、鱝魚、鯊魚、河魨、柳葉魚、鰻魚、康吉鰻、香魚等魚類,海膽等,可列舉甲殼類、貝類作為較佳例。其中特佳為甲殼類,更佳為蝦。又,亦可將魚介類之加工品用作魚介類。 作為使用魚介類之飲食品之具體例,例如,可列舉高湯、高湯味噌、魚醬、乾燒蝦仁(辣醬炒蝦仁)之調味汁或炒海鮮之蘸醬,海鮮炒飯用調味料、酸辣蝦湯(冬陰功湯等)用調味料、印尼炒飯用調味料、蠔油、XO醬、海鮮沙拉用沙拉醬、明太子蛋黃醬等調味料、海鮮中國湯、鮮蝦餛飩湯、魚翅湯、濃湯、蛤蜊濃湯、海鮮濃湯、酸辣蝦湯(冬陰功湯等)、海鮮味噌湯、海鮮清湯等湯類、麵類(海鮮醬油炒麵、海鮮湯麵、盤烏冬麵、海鮮拉麵、冬陰功拉麵、叻沙、越南粉、蝦仁番茄奶油意大利麵、海鮮意大利麵、墨魚汁意大利麵等)醬汁、調味汁類、鮭魚粥、海鮮炒飯、蝦肉飯、西班牙海鮮飯、蝦仁燴飯、印尼炒飯、螃蟹粥、鯛魚清湯汁泡飯等米飯、章魚燒、大阪燒、韓國煎餅等麵粉類、魚糕、明太子(辛子明太子等)、魚介類之乾製品、魚介類之醃製醱酵食品(鹽辛、鹽醃鳳尾魚等)等水產加工品、泡菜等蔬菜加工品、蝦仁餃子、蝦仁燒賣、乾燒蝦仁(辣醬炒蝦仁)、天婦羅蝦、炸蝦、炸墨魚、炸魚、蝦仁烤菜等冷凍食品類、蝦仙貝、用於蝦類小吃等小吃調味料、點心類、使用其他魚介之煮菜、油炸物、燒烤、咖喱等調理食品等。 將本發明之風味改良劑添加至飲食品中,可藉此改良飲食品之風味。於飲食品係使用魚介類作為原材料之飲食品之情形時,藉由添加本發明,強化使用之各魚介類之風味,特別是加熱調理時之風味。即,本發明之風味改良劑,可作為使用魚介類之飲食品之魚介風味增強劑,用於魚介類之飲食品之魚介風味增強方法。 根據魚介風味改良劑或魚介萃取液中具有噻唑環、噻唑啉環或二噻𠯤環之化合物之含有量、及飲食品之種類而存在差異,適當調整即可。該等化合物,可藉由使用氣相色譜法之方法等常規方法進行定量。 本發明之風味改良劑之飲食品中之添加量,根據飲食品進行適當設定即可,於使用作為飲食品使用魚介類之飲食品之情形時,該飲食品中之具有噻唑環、噻唑啉環或二噻𠯤環之化合物之含有量較佳為10 ppb。 本發明之實施例如下所示,但本發明並非限定於該等實施例者。 [實施例] [參考例] 為驗證於製造本發明之食品風味改良劑時生成之香味成分,使用以下之化合物,進行香味賦予試驗。 <參考例1> 將作為具有噻唑環之化合物之2-乙醯基噻唑(2-乙醯基噻唑),又,作為具有噻唑啉環之化合物之2-乙醯基-2-噻唑啉(2-乙醯基-2-噻唑啉),又,作為具有二噻𠯤環之化合物之2,4,6-三甲基-1,3,5-二噻𠯤(2,4,6-三甲基-1,3,5-二噻嗪)分別添加至蝦仁番茄奶油意大利麵調味汁中達到100ppb之含有量,製備試驗區1~3之蝦仁番茄奶油意大利麵調味汁。又,添加蝦仁番茄奶油意大利麵調味汁,使3種化合物之含有量分別達30 ppb,製備試驗區4之蝦仁番茄奶油意大利麵調味汁。再者,選擇上述3種化合物之原因在於可作為試劑獲得。 關於無添加之蝦仁番茄奶油意大利麵調味汁與試驗區1~4之蝦仁番茄奶油意大利麵調味汁之鮮蝦風味之濃度,由3名接受培訓之官能檢查員進行感官評價。再者,此處之「鮮蝦風味」係對蝦仁番茄奶油意大利麵調味汁之原料之蝦進行加熱調理而得之「鮮蝦風味」。 評價將無添加之蝦仁番茄奶油意大利麵調味汁之鮮蝦風味之濃度設為4分,與此作比較之鮮蝦風味之濃度按照以下之基準採用7分評價法進行評價。 7分:與無添加比較,感到非常濃之鮮蝦風味 6分:與無添加比較,感到相當濃之鮮蝦風味 5分:與無添加比較,感到較濃之鮮蝦風味 4分:感到與無添加相同程度之鮮蝦風味 3分:與無添加比較,感到較淡之鮮蝦風味 2分:與無添加比較,感到相當淡之鮮蝦風味 1分:與無添加比較,感到非常淡之鮮蝦風味 3名官能檢查員之評分之平均值如表1所示。 [表1]

Figure 106102101-A0304-0001
如表1所示,分別添加具有噻唑環之化合物、具有噻唑啉環之化合物及具有二噻𠯤環之化合物而得之蝦仁番茄奶油意大利麵調味汁之任一者與無添加者比較,鮮蝦風味均有增加。又,化合物3種均添加所得之蝦仁番茄奶油意大利麵調味汁之鮮蝦風味增加最多。 <參考例2> 將參考例1中所用之化合物,分別添加至作為市售之使用魚介類之飲食品之蕎麥麵醬汁、蟹湯、花蛤味噌湯、濃湯、蛤蜊濃湯、海鮮麵、海鮮醬油炒麵、西班牙海鮮飯、鱈魚子麵調味汁中,對各飲食品之魚介風味進行評價,確認於任一飲食品中加熱調理所使用之魚介類時產生之風味均可增強。 [實施例1] 將醛(和光純藥公司)使用蒸餾水進行稀釋,製備5 mM乙醛溶液(一)。對硫化氫(固形;和光純藥公司)進行加熱,將產生之硫化氫溶解於蒸餾水中,製備硫化氫溶液。將該硫化氫溶液中之硫化氫量,藉由測定硫化氫HPLC檢測試劑盒(同仁化學),使用蒸餾水進行稀釋,而製備5 mM硫化氫溶液(二)。將25%氨水(和光純藥)使用蒸餾水進行稀釋,製備10 mM氨溶液(三)。將葡萄糖(和光純藥)溶解於蒸餾水中,製備100 mM葡萄糖溶液(四)。製備將(一)、(二)、(三)及(四)分別等量混合之溶液,使用氫氧化鈉(和光純藥)溶液將pH調整至7.5。將該溶液使用高壓釜於100℃下加熱30分鐘,生成之揮發成分使用氣相色譜/質譜儀(GC/MS)進行測定。 <結果> 結果確認生成有具有噻唑環、噻唑啉環及二噻𠯤環之化合物。 [實施例2] 將碳數18之脂肪酸之α-次亞麻油酸、亞麻油酸及油酸分別加熱氧化製備含有脂肪族醛類化合物之試樣(a)~(c)。然後,於實施例1記載之方法中,除以使脂肪族醛類化合物達5 mM左右之量使用試樣(a)~(c)代替乙醛溶液(一)外,進行相同之操作,獲得3種加熱結果物。 <結果> 將各加熱結果物之揮發成分供至氣相色譜/質譜儀,確認生成有具有噻唑環、噻唑啉環及二噻𠯤環之化合物。將該3種加熱結果物適當添加至參考例2中所用之使用魚介之飲食品中,對各飲食品之魚介風味進行評價後,確認於任一飲食品中,加熱調理所使用之魚介類時所產生之風味有所增強。 [實施例3] 對葵花籽油進行加熱氧化,製備含有脂肪族醛類化合物之試樣(i)。將試樣(i)供至氣相色譜/質譜儀,確認生成碳數4~7之脂肪族醛類化合物(圖1)。 又,將市售之大量含有麩胱甘肽之酵母萃取液溶解於蒸餾水中達50重量%,製備試樣(ii)。又,將市售之大量包含氨之酵母萃取液溶解於蒸餾水中達50重量%製備試樣(iii)。將5重量份之試樣(i)、30重量份之試樣(ii)、45重量份之試樣(iii)、3重量份之葡萄糖及4重量份之乙醇混合製備成溶液,使用氫氧化鈉將pH調整至7.3。將所得溶液於100℃下加熱60分鐘。將所得加熱結果物之揮發成分供至氣相色譜/質譜儀,可確認生成有具有噻唑環之多樣之化合物(圖2)。 [實施例4] 將實施例3中所得之加熱處理物,添加至參考例2中所用之使用魚介之飲食品中,使分別達表2記載之添加量。關於所得之各飲食品之魚介風味之濃度,由3名接受培訓之官能檢查員進行官能評價。再者,此處之「魚介風味」係指加熱調理各魚介時生成之風味。 ++:與無添加比較,魚介風味非常濃。 +:與無添加比較,魚介風味濃。 ±:與無添加比較,魚介風味程度相同。 -:與無添加比較,魚介風味淡。 --:與無添加比較,魚介風味非常淡。 [表2]
Figure 106102101-A0304-0002
如表2所示,於任一添加之飲食品中,確認添加加熱處理物將增強魚介風味。 [實施例5] <原料成分之組成與加熱處理> 自表3記載之「脂肪族醛類化合物」欄中記載之化合物或組合物中選擇1種以上之化合物或組合物,進行加熱氧化,製備試樣(i)。又,自表3記載之「硫醇化合物」欄中記載之化合物或組合物中選擇1種以上之化合物或組合物,適量(例如50重量%)溶解於蒸餾水中製備試樣(ii)。進而,自表3記載之「氨或胺類化合物」欄記載之化合物或組合物中選擇1種以上之化合物或組合物,適量(例如50重量%)溶解於蒸餾水中製備試樣(iii)。向適量之試樣(i)~(iii),例如,5重量份之試樣(i)、30重量份之試樣(ii)、45重量份之試樣(iii)中,添加選自表3記載之「糖類」欄記載之化合物中之1種以上之化合物及適量(例如4重量份)之乙醇,混合製備成溶液,使用氫氧化鈉將pH調整至7.5。將所得之溶液於100℃下加熱60分鐘,確認生成有具有選自由噻唑環、噻唑啉環及二噻𠯤環所組成之群中之1種以上之官能基之化合物。 [表3]
Figure 106102101-A0304-0003
[產業上之可利用性] 本發明以充分之供給量提供可用於使魚介類之加熱調理風味再現於加工食品中之賦予魚介類之加熱調理風味食品風味改良劑作為風味自然、高效且高品質之食品風味改良劑。本發明係即便藉由不使用魚介類之原材料亦可製備獲得賦予加熱調理魚介類時之風味之食品風味改良劑者,以充分之供給量供給風味自然,高效且高品質之食品風味改良劑,增強飲食品之風味,特別是於使用魚介之飲食品等中該飲食品之魚介類之加熱調理風味,藉此可提供風味絕佳之飲食品。The present invention includes a food flavor improver and a method for manufacturing the food flavor improver. The food flavor improver is characterized in that it contains a flavor that allows aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds and sugars to coexist. The heat-treated product produced by heating the raw material of the improving agent is used as an ingredient that imparts the flavor of the heated fish-medium to the food and beverage or enhances the heat-conditioned flavor of the fish-medium of the food and beverage. The flavor improving agent of the invention is prepared without using fish media materials, and is used in the manufacture of processed foods, and has the effect of imparting or enhancing the good and multiple flavors obtained when the fish media is heated to the food. In the food flavor improver of the present invention, the aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds and sugars of the raw materials can be prepared as food raw materials or components derived from food raw materials. Fishes can also be used as food raw materials, and in the present invention, it is not necessary to use fishes. <Aliphatic aldehyde compound> The aliphatic aldehyde compound used in the present invention is not particularly limited. It is usually aliphatic aldehyde compound with 1 to 18 carbon atoms, preferably aliphatic aldehyde compound with 2 to 9 carbon atoms . In addition, the number of unsaturated bonds in these aliphatic aldehydes may be one type or plural types. Furthermore, the structure of these aliphatic aldehyde compounds may be linear or branched. Examples of aliphatic aldehyde compounds having 2 to 9 carbon atoms include acetaldehyde, n-propionaldehyde, n-butanol, 2-butyraldehyde, 2-methylpropionaldehyde, n-valeraldehyde, 2-pentenal, 3 -Methylbutanal, 2,2-dimethylpropane, n-hexanal, 2-hexenal, 3-hexenal, 4-hexenal, 2,4-hexadienal, 2,3-di Methylbutanal, 2-methylvaleraldehyde, n-heptanal, 2-heptenal, 4-heptenal, 2,4-heptadienal, 2,6-heptadienal, 3-methyl Hexanal, 2-methyl-2-pentenal, 4-methyl-2-pentenal, n-octanal, 2-octenal, 3-octenal, 4-octenal, 5-octene Enal, 2,4-octadienal, 6-methylheptanal, n-nonenal, 2-nonenal, 3-nonenal, 4-nonenal, 5-nonenal, 6-nonenal Enal, 8-nonenal, 2,4-nonadienal, 2,6-nonadienal, 3,6-nonadienal, 2,4,6-nonadienal, 2-methyl Octanal, 6-methyloctanal, 2,6-dimethyl-5-heptenal, glyoxal, succinaldehyde, 1,5-glutaraldehyde, etc., preferably those that can be used in foods and beverages . These aliphatic aldehyde compounds may be used alone or in combination of two or more kinds. The aliphatic aldehyde compound may be contained in the content of the aliphatic aldehyde compound, or may be used after being isolated and purified from the content of the aliphatic aldehyde compound by conventional methods. In addition, the flavor improving agent is used in foods and beverages. Therefore, the aliphatic aldehyde compound of the raw material is preferably derived from a raw material containing aliphatic aldehyde compound and having edible experience in terms of safety. As an example, oxides of unsaturated fatty acids can be cited. Examples of unsaturated fatty acids include oleic acid, linoleic acid, linolenic acid, docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), and the like. Unsaturated fatty acids may also be contained in edible fats and oils. Examples of edible fats and oils include animal fats such as butter, lard, chicken fat, egg butter, olive oil, sesame oil, rice bran oil, safflower oil, soybean oil, salad oil, corn oil, sunflower oil, rapeseed oil, Palm oil, cottonseed oil, coconut oil, peanut oil, linseed oil, perilla oil and other vegetable oils. The unsaturated fatty acid content can also be extracted from the fat content using organic solvents such as hexane and ethanol. In addition, fats and oils obtained as by-products in the production of processed livestock products and vegetable processed products can also be used as unsaturated fatty acid content. <Thiol compound> The thiol compound used in the present invention may be any compound as long as it is a compound having a thiol group (SH group). Examples include hydrogen sulfide, cysteine, and reduced glutathione. Peptides and so on. These thiol compounds may be used alone or in combination of two or more kinds. In addition, it may also be a thiol obtained by subjecting compounds containing sulfur atoms such as cystine, methionine, thiamine, oxidized glutathione, and sulfurized allyl groups to chemical treatment, enzymatic treatment, or physical treatment. Compound. The thiol compound is also preferably a food and beverage raw material with edible experience containing the thiol compound. For example, it is preferable to use meat juices containing thiol compounds, extracts from yeast, etc., boiled juices, boiled liquids, boiled juices, etc. obtained as by-products when manufacturing processed livestock products, processed vegetable products, and processed fruit foods. Moreover, it can also be used by isolating and purifying it from the content of these thiol compounds by a conventional method. <Ammonia or amine compound> The ammonia used in the present invention may be free ammonia, or may be in the form of ammonium salts such as ammonium carbonate, ammonium acetate, ammonium lactate, ammonium phosphate, and ammonium glutamate. Ammonia or ammonium salt is also preferably used as raw materials from food and beverage products with edible experience. For example, it is preferable to use yeast extracts containing ammonia or ammonium salts, protein hydrolysates, boiled juices, boiled liquids, boiled juices, etc. obtained as by-products in the production of processed livestock products, processed vegetable products, and processed fruit foods. In this case, the ammonia content can also be isolated and purified by conventional methods for use. In addition, ammonia obtained by the deamidation of proteins, peptides, and amino acids can also be used. The amine compound used in the present invention is not particularly limited, and examples thereof include primary amine compounds such as methylamine, secondary amine compounds such as dimethylamine, and tertiary amine compounds such as trimethylamine. These amine compounds may be used alone or in combination of two or more kinds. These amine compounds are also preferably used as raw materials from food and beverage products with edible experience. For example, boiled juice, boiled liquid, boiled juice, etc. obtained as a by-product in the manufacture of processed livestock products, processed vegetable products, and processed fruit foods containing amine compounds. At this time, it can also be used by isolating and purifying from the contents of these amine compounds by conventional methods. The sugar used in the present invention is not particularly limited as long as it can be used in foods, and reducing sugars are preferably used. Examples of reducing sugars include monosaccharides such as ribose, xylose, arabinose, glucose, fructose, galactose, mannose, and rhamnose, and disaccharides such as lactose, maltose, and trehalose. These sugars can be used alone, or two or more of them can be mixed and used. In addition, polysaccharides such as sucrose, oligosaccharides, starch, and dextrin may be decomposed into monosaccharides or disaccharides by various methods. Furthermore, yeast extract rich in these sugars, molasses, liquid sugar, etc. can also be used. These sugars may also be included in the cooking juice, cooking liquid, and cooking juice obtained as a by-product in the manufacture of processed livestock products, processed vegetable products, and processed fruit foods. It can also be isolated and purified from the content of these sugars by conventional methods for use. The above method for coexisting aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds, and sugars is not particularly limited. For example, these compounds can be mixed to form a mixture. The mixture can be in a solid state such as powder, granules, powder granules, etc., and can also be coexisted with an appropriate solvent such as water and alcohol, and can be made into a solution state as needed. Among these, it is preferable to coexist with alcohol. If it is considered to be used in foods, the alcohol is preferably ethanol. Alcohol can also use brewed wine, distilled wine, liqueur, mirin, cooking wine, mashed seasonings, soy sauce, alcohol preparations, fermented products obtained by microorganisms such as yeast, etc. The amount of coexisting aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds, and sugars is difficult to specify due to the diversity of their raw materials. If it is produced in an effective dose in the heat-treated product obtained by heating and contains an effective ingredient that imparts or enhances the heated flavor of the fish, that is, a cyclic sulfur-nitrogen compound, it has a thiazole ring, a thiazoline ring, a thiazoline ring and There are no particular limitations on the conditions of compounds with one or more functional groups in the group consisting of dithia 𠯤 rings. Examples of compounds having a thiazole ring include thiazole, 2,4,5-trimethylthiazole, 2,4-dimethylthiazole, 2-acetylthiazole, 4-ethyl-5-ethylcarbonyl Oxyethylthiazole, 4-butyl-5-(2-hydroxyethyl)thiazole, 4-methyl-5-(2-hydroxyethyl)thiazole, 4-methyl-5-(2-hydroxypropyl)基)thiazole and the like. As the compound having a thiazoline ring, for example, 4-methyl-5-(2-hydroxyethyl)thiazoline, 2-acetyl-2-thiazoline, and the like can be cited. As the compound having a dithiol ring, for example, 2,4,6-trimethyl-1,3,5-dithiol, 2-isobutyl-4,6-methyldihydro-4H- 1,3,5-Dithiol, 4-isobutyl-2,6-dihydro-4H-1,3,5-dithiol, 2-isopropyl-4,6-dimethyl-4H -1,3,5-dithiol, 4-isopropyl-2,6-dimethyldihydro-4H-1,3,5-dithiol, dimethylfuran-dihydro-1,3 , 5-Dithia 𠯤 and so on. As an example of a raw material for heating aliphatic aldehyde compound, thiol compound, ammonia or amine compound and sugar, if the aliphatic aldehyde compound is acetaldehyde, the thiol compound is hydrogen sulfide, ammonia or amine compound When it is ammonia and the sugar is glucose, the following amounts are preferably used as such amounts: Generally, relative to 1 part by weight of acetaldehyde, hydrogen sulfide is 0.01 to 1000 parts by weight, preferably 0.1 to 1000 parts by weight , And more preferably 0.1 to 100 parts by weight, more preferably 0.5 to 10 parts by weight, and 0.01 to 1000 parts by weight of ammonia, preferably 0.1 to 1000 parts by weight, still more preferably 1 to 1000 parts by weight, more preferably 1 to 20 parts by weight, glucose is 10 to 10000 parts by weight, preferably 10 to 1000 parts by weight, more preferably 10 to 1000 parts by weight, more preferably 10 to 50 parts by weight. In the case of coexisting alcohol as required, for example, all raw materials are set to 100 parts by weight, and alcohol is 0.1 to 10 parts by weight, preferably 1 to 8 parts by weight. The pH when the aliphatic aldehyde compound, thiol compound, ammonia or amine compound and sugar are coexisted and subjected to heat treatment is preferably adjusted to a normal pH of about 5 to 8, preferably pH 6 to 8, and more preferably pH 7 ~8. In addition, the heating treatment temperature when the aliphatic aldehyde compound, thiol compound, ammonia or amine compound and sugar are coexisted and heated, if it is produced in the object obtained by heating and contains a thiazole ring and a thiazoline ring There are no special restrictions on the conditions of the compound with one or more functional groups in the group consisting of dithia 𠯤 ring, usually at 40~100℃ for 0.1~5 hours, preferably at 50~100℃ 0.1 to 3 hours, more preferably 0.3 to 3 hours at 90 to 100°C, more preferably 0.3 to 2 hours at 90 to 100°C. The heating method at this time is not particularly limited, and examples include oil tank heating, IH heater heating, oven heating, extruder heating, microwave heating, steam heating, hot air heating, and the like. Moreover, retort sterilization, Joule sterilization, pressure heating, hot air drying, steam drying, fumigation, etc. can also be used as a heating method. The heat-treated product obtained by heating can be used directly as the flavor improver of the present invention, and if necessary, it can also contain additives. The additives can be used for: inorganic salts such as table salt, ascorbic acid, fumaric acid, malic acid, tartaric acid Acids such as carboxylic acids such as citric acid, amino acids such as sodium glutamate, sodium aspartate, nucleic acids such as sodium inosinine, sodium guanine nucleotide, sugars such as sucrose, glucose, lactose, soy sauce, miso, Livestock meat extract, poultry extract, fish medium extract, yeast extract, protein hydrolyzate and other natural seasonings, spices, herbs and other spices, dextrin, various starches and other excipients, food and beverage products. The flavor improving agent of the present invention contains umami taste such as sodium glutamate, aspartic acid, oxyglutamic acid, ibotenic acid, tricholamine acid, sodium inosinate, sodium guanine nucleotide, sodium succinate, etc. In the case of substances, it can be suitably used as a seasoning. The flavor improving agent of the present invention may be in any shape such as liquid, powder, and granular. Examples of the method for improving the flavor of the present invention include a method of adding the flavor improving agent of the present invention as a material in the manufacture of food and beverages, a method of adding it as a conditioning material when preparing food and beverages, and a method of adding in food and beverages. The food and drink are not particularly limited, but it is preferable to list food and drink products using fish and shellfish as a raw material. The fish and shellfish used as raw materials are not particularly limited. Examples include cephalopods such as cuttlefish and octopus, crustaceans such as shrimp, krill, crab, and lobster, oysters, clams, clams, abalone, turban shells, snails, etc. Shellfish such as clams and scallops, salmon roe, cod roe, herring roe and other fish eggs, salmon, tuna, bonito, sardines, saury, mackerel, flying fish, bamboo fish, herring, flounder, flounder, sea bream Fish such as cod, goby, anglerfish, ray, shark, puffer, willowleaf, eel, conger eel, sweetfish, sea urchin, etc., and crustaceans and shellfish are preferred examples. Among them, crustaceans are particularly preferred, and shrimp are more preferred. In addition, processed fish shells can also be used as fish shells. As specific examples of food and beverages using fish and shellfish, for example, broth, broth miso, fish sauce, sauce for roasted shrimp (fried shrimp with spicy sauce) or dipping sauce for fried seafood, seasoning for seafood fried rice, and sour and spicy shrimp Seasonings for soup (Tom Yum Goong soup, etc.), seasonings for Indonesian fried rice, oyster sauce, XO sauce, salad dressing for seafood salad, seasonings for mentaiko mayonnaise, seafood Chinese soup, shrimp wonton soup, shark fin soup, thick soup, Clam chowder, seafood chowder, hot and sour shrimp soup (Tom Yum Goong soup, etc.), seafood miso soup, seafood clear soup and other soups, noodles (seafood soy sauce fried noodles, seafood soup noodles, plate udon noodles, seafood ramen noodles, Tom Yum Goong ramen , Laksa, Vietnamese noodles, shrimp tomato cream pasta, seafood pasta, cuttlefish sauce pasta, etc.) Sauces, sauces, salmon porridge, seafood fried rice, shrimp pilaf, Spanish paella, shrimp risotto, Indonesian fried rice , Crab porridge, rice with sea bream soup, flours such as takoyaki, okonomiyaki, Korean pancakes, fish cakes, mentaiko (sinzi mentaiko, etc.), dried fish products, fish and fish marinated fermented foods (salt) Spicy, salted anchovies, etc.) and other processed aquatic products, processed vegetables such as kimchi, shrimp dumplings, shrimp siu mai, dried shrimp (fried shrimp with spicy sauce), tempura shrimp, fried shrimp, fried cuttlefish, fried fish, shrimp grilled dishes Frozen foods, shrimp senbei, seasonings for snacks such as shrimp snacks, snacks, cooking using other fish, fried food, barbecue, curry and other prepared foods. Adding the flavor improving agent of the present invention to foods and beverages can improve the flavor of foods and beverages. In the case of food and beverage products that use fish and shellfish as raw materials, by adding the present invention, the flavor of each fish and shellfish used is enhanced, especially the flavor during heating and conditioning. That is, the flavor improving agent of the present invention can be used as a fish-based flavor enhancer for fish-based foods and beverages, and can be used as a fish-based flavor enhancement method for fish-based foods and beverages. Depending on the content of the compound having a thiazole ring, a thiazoline ring, or a dithiazole ring in the fish media flavor improver or fish media extract, and the type of food and beverage, it may be adjusted appropriately. These compounds can be quantified by conventional methods such as gas chromatography. The amount of addition in the food and beverage of the flavor improver of the present invention can be appropriately set according to the food and beverage. When a food and beverage product using fish meat as a food or beverage is used, the food and beverage contains a thiazole ring and a thiazoline ring. Or the content of the compound of the dithia ketone ring is preferably 10 ppb. Examples of the present invention are shown below, but the present invention is not limited to these examples. [Example] [Reference Example] In order to verify the flavor components generated during the production of the food flavor improving agent of the present invention, the following compounds were used to conduct a flavor imparting test. <Reference Example 1> As a compound having a thiazole ring, 2-acetylthiazole (2-acetylthiazole), and a compound having a thiazoline ring, 2-acetyl-2-thiazoline (2 -Acetyl-2-thiazoline), and 2,4,6-trimethyl-1,3,5-dithiazoline (2,4,6-trimethyl Base-1,3,5-dithiazide) were added to the shrimp tomato cream pasta sauce to reach a content of 100ppb to prepare the shrimp tomato cream pasta sauce in the test area 1~3. In addition, the shrimp tomato cream pasta sauce was added so that the content of the three compounds reached 30 ppb to prepare the shrimp tomato cream pasta sauce in the test area 4. Furthermore, the reason for selecting the above three compounds is that they are available as reagents. The sensory evaluation of the concentration of the shrimp flavor of the shrimp-tomato cream pasta sauce without additives and the shrimp-tomato cream pasta sauce in the test zone 1~4 was carried out by 3 trained sensory inspectors. Furthermore, the "fresh shrimp flavor" here refers to the "fresh shrimp flavor" obtained by heating the shrimp, the raw material of the shrimp tomato cream pasta sauce. Evaluation The concentration of the shrimp flavor of the non-added shrimp tomato cream pasta sauce was set to 4 points, and the concentration of the shrimp flavor compared with this was evaluated by the 7-point evaluation method according to the following criteria. 7 points: Compared with no additives, a very strong shrimp flavor is felt. 6 points: Compared with no additives, a very strong shrimp flavor is felt. 5 points: Compared with no additives, a strong shrimp flavor is felt. 4 points: Fresh shrimp flavor of the same level without additives 3 points: Compared with no additives, the shrimp flavor is lighter. 2 points: Compared with no additives, the shrimp flavor is quite light. 1 point: Compared with no additives, the shrimp flavor is very light. Table 1 shows the average value of the scores of 3 panelists for the fresh shrimp flavor. [Table 1]
Figure 106102101-A0304-0001
As shown in Table 1, the shrimp tomato cream spaghetti sauce obtained by adding the compound with thiazole ring, the compound with thiazoline ring and the compound with dithiazoline ring was compared with the one without additives. The flavor is increased. In addition, the shrimp tomato cream pasta sauce obtained by adding all the three compounds has the most shrimp flavor increase. <Reference Example 2> The compounds used in Reference Example 1 were added to the soba sauce, crab soup, miso soup, thick soup, clam chowder, and seafood noodles that are commercially available foods and beverages using fish and shellfish. , Seafood and soy sauce fried noodles, Spanish paella, and cod roe noodle sauce, evaluate the fish flavor of each food and drink, and confirm that the flavor produced by heating the fish used in any food and beverage can be enhanced. [Example 1] The aldehyde (Wako Pure Chemical Industries, Ltd.) was diluted with distilled water to prepare a 5 mM acetaldehyde solution (1). The hydrogen sulfide (solid form; Wako Pure Chemical Industries, Ltd.) is heated, and the generated hydrogen sulfide is dissolved in distilled water to prepare a hydrogen sulfide solution. The amount of hydrogen sulfide in the hydrogen sulfide solution was measured with a hydrogen sulfide HPLC detection kit (Dongjin Chemical) and diluted with distilled water to prepare a 5 mM hydrogen sulfide solution (2). Dilute 25% ammonia water (Wako Pure Chemical Industries, Ltd.) with distilled water to prepare a 10 mM ammonia solution (3). Dissolve glucose (Wako Pure Chemical Industries, Ltd.) in distilled water to prepare a 100 mM glucose solution (4). Prepare a solution of (1), (2), (3) and (4) mixed in equal amounts, and adjust the pH to 7.5 with sodium hydroxide (Wako Pure Chemical Industries, Ltd.) solution. The solution was heated in an autoclave at 100°C for 30 minutes, and the generated volatile components were measured using a gas chromatography/mass spectrometer (GC/MS). <Result> As a result, it was confirmed that a compound having a thiazole ring, a thiazoline ring, and a dithiazole ring was produced. [Example 2] Alpha-linoleic acid, linoleic acid and oleic acid of fatty acids with 18 carbon atoms were heated and oxidized to prepare samples (a) to (c) containing aliphatic aldehyde compounds. Then, in the method described in Example 1, except that the amount of the aliphatic aldehyde compound was about 5 mM, the samples (a) to (c) were used instead of the acetaldehyde solution (1), and the same operation was performed to obtain Three kinds of heating results. <Result> The volatile components of each heating result were supplied to a gas chromatography/mass spectrometer, and it was confirmed that a compound having a thiazole ring, a thiazoline ring, and a dithiazole ring was generated. Appropriately add the three kinds of heating results to the food and beverages using fish jelly used in Reference Example 2. After evaluating the fish flavour of each food and beverage, it is confirmed that when the fish jelly used in any food and beverage is heated and prepared The resulting flavor has been enhanced. [Example 3] The sunflower oil was heated and oxidized to prepare a sample (i) containing an aliphatic aldehyde compound. The sample (i) is supplied to the gas chromatography/mass spectrometer, and it is confirmed that aliphatic aldehyde compounds with carbon number 4 to 7 are produced (Figure 1). In addition, a commercially available yeast extract containing a large amount of glutathione was dissolved in distilled water up to 50% by weight to prepare sample (ii). In addition, a large amount of commercially available yeast extract containing ammonia was dissolved in distilled water to reach 50% by weight to prepare sample (iii). Mix 5 parts by weight of sample (i), 30 parts by weight of sample (ii), 45 parts by weight of sample (iii), 3 parts by weight of glucose and 4 parts by weight of ethanol to prepare a solution, using hydroxide Sodium adjusts the pH to 7.3. The resulting solution was heated at 100°C for 60 minutes. The volatile components of the resulting heating product were supplied to a gas chromatograph/mass spectrometer, and it was confirmed that various compounds with thiazole rings were generated (Figure 2). [Example 4] The heat-treated product obtained in Example 3 was added to the food and drink using fish jelly used in Reference Example 2 so as to reach the addition amounts described in Table 2 respectively. The concentration of the fish flavour of each food and drink was evaluated by 3 trained panelists. Furthermore, the "fish flavour" here refers to the flavour generated when each fish flavour is heated and prepared. ++: Compared with no additives, the fish flavour is very strong. +: Compared with no additives, the fish flavour has a strong flavor. ±: Compared with no addition, the flavor of fish is the same. -: Compared with no additives, the fish flavour is weak. --: Compared with no additives, the fish flavour is very weak. [Table 2]
Figure 106102101-A0304-0002
As shown in Table 2, in any of the added food and beverages, it was confirmed that adding the heat-treated product would enhance the fish flavor. [Example 5] <Composition of raw material components and heat treatment> From the compounds or compositions described in the "aliphatic aldehyde compound" column in Table 3, one or more compounds or compositions were selected and heated and oxidized to prepare Sample (i). In addition, one or more compounds or compositions were selected from the compounds or compositions described in the "thiol compound" column in Table 3, and an appropriate amount (for example, 50% by weight) was dissolved in distilled water to prepare sample (ii). Furthermore, one or more compounds or compositions are selected from the compounds or compositions described in the column of "ammonia or amine compounds" described in Table 3, and an appropriate amount (for example, 50% by weight) is dissolved in distilled water to prepare sample (iii). To an appropriate amount of samples (i)~(iii), for example, 5 parts by weight of sample (i), 30 parts by weight of sample (ii), and 45 parts by weight of sample (iii), add selected from the table One or more of the compounds described in the "sugar" column in 3 and an appropriate amount (for example, 4 parts by weight) of ethanol are mixed to prepare a solution, and the pH is adjusted to 7.5 using sodium hydroxide. The resulting solution was heated at 100°C for 60 minutes, and it was confirmed that a compound having one or more functional groups selected from the group consisting of a thiazole ring, a thiazoline ring, and a dithiazoline ring was generated. [table 3]
Figure 106102101-A0304-0003
[Industrial Applicability] The present invention provides a heat-conditioned food flavor modifier that can be used to reproduce the heated-conditioned flavor of fish and shellfish in processed foods as a natural flavor, high-efficiency, and high-quality flavor modifier. The food flavor improver. The present invention is capable of preparing a food flavor improving agent that imparts a flavor when heated and conditioned fish media without using raw materials of fish media, and provides a natural, high-efficiency and high-quality food flavor improving agent with a sufficient supply amount. Enhance the flavor of food and beverage products, especially in food and beverage products that use fish and other food products, the heated and adjusted flavor of fish and food products, so as to provide food and beverage products with excellent flavor.

圖1係於本發明之實施例中,對加熱氧化之葵花籽油中之脂肪族醛化合物類,使用氣相色譜/質譜儀進行分析之線圖。 圖2係於本發明之實施例中,對加熱氧化之葵花籽油、大量含有麩胱甘肽之酵母萃取液、大量含有氨之酵母萃取液、葡萄糖及乙醇之混合溶液之加熱處理物中之噻唑化合物類,使用氣相色譜/質譜儀進行分析之線圖。Fig. 1 is a graph showing the analysis of aliphatic aldehyde compounds in heated and oxidized sunflower oil using a gas chromatography/mass spectrometer in an embodiment of the present invention. Figure 2 is an example of the heating and oxidation of sunflower oil, a yeast extract containing a large amount of glutathione, a yeast extract containing a large amount of ammonia, and a mixed solution of glucose and ethanol. The line graph of thiazole compounds analyzed by gas chromatography/mass spectrometer.

Claims (13)

一種食品風味改良劑,其特徵在於:包含加熱處理物作為賦予加熱調理魚介類時之風味之成分或增強魚介類之加熱調理風味之成分;上述加熱處理物係對使(A)脂肪族醛類化合物、(B)硫醇化合物、(C)氨或胺類化合物及(D)糖類之(A)~(D)之成分共存之風味改良劑製造原料進行加熱處理而生成者。 A food flavor improving agent, which is characterized in that it contains a heat-treated product as a component that imparts the flavor when heated and conditioned fish or enhances the heated and conditioned flavor of fish and shellfish; the above-mentioned heat-treated product is used to make (A) aliphatic aldehydes Compounds, (B) thiol compounds, (C) ammonia or amine compounds, and (D) sugars (A) to (D) ingredients coexist in the production of flavor modifiers produced by heat treatment. 如請求項1之食品風味改良劑,其中脂肪族醛類化合物、硫醇化合物、氨或胺類化合物及糖類係由魚介類以外之食品原料製備之食品原料成分或來自食品原料之成分。 Such as the food flavor improver of claim 1, wherein the aliphatic aldehyde compounds, thiol compounds, ammonia or amine compounds and sugars are food raw materials prepared from food raw materials other than fish media or components derived from food raw materials. 如請求項1或2之食品風味改良劑,其中脂肪族醛類化合物係碳數2~9之脂肪族醛類化合物。 Such as the food flavor improver of claim 1 or 2, wherein the aliphatic aldehyde compound is an aliphatic aldehyde compound with 2-9 carbon atoms. 如請求項1或2之食品風味改良劑,其中脂肪族醛類化合物係含有不飽和脂肪酸之食用油脂之氧化物。 Such as the food flavor improver of claim 1 or 2, wherein the aliphatic aldehyde compound is an oxide of edible oil and fat containing unsaturated fatty acid. 如請求項1或2之食品風味改良劑,其中硫醇化合物係半胱胺酸、還原型麩胱甘肽、或選自含有硫醇化合物之肉汁、酵母萃取液及加工食品製造副產物中之1或2種以上之硫醇化合物。 Such as the food flavor improver of claim 1 or 2, wherein the thiol compound is cysteine, reduced glutathione, or selected from gravy containing thiol compound, yeast extract and processed food manufacturing by-products One or more than two thiol compounds. 如請求項1或2之食品風味改良劑,其中氨或胺類化合物係氨、有機或無機銨鹽、或選自酵母萃取液、蛋白水解物、或加工食品製造副產物中之1或2種以上之氨或胺類化合物。 The food flavor improver of claim 1 or 2, wherein the ammonia or amine compound is ammonia, organic or inorganic ammonium salt, or one or two selected from yeast extract, protein hydrolysate, or by-product of processed food manufacturing The above ammonia or amine compounds. 如請求項1或2之食品風味改良劑,其中糖類係選自包含單糖類或二糖類之還原糖類、或含有該糖類之食品素材中之1或2種以上之糖類。 The food flavor improver of claim 1 or 2, wherein the sugar is selected from reducing sugars containing monosaccharides or disaccharides, or one or more sugars in food materials containing the sugars. 一種食品風味改良劑,其特徵在於:包含加熱處理物作為賦予加熱調理魚介類時之風味之成分或增強魚介類之加熱調理風味之成分;上述加熱處理物係於如請求項1至7中任一項之風味改良劑製造原料中進而含有醇並進行加熱處理而生成者;如請求項1至7中任一項之風味改良劑製造原料係使(A)脂肪族醛類化合物、(B)硫醇化合物、(C)氨或胺類化合物及(D)糖類之(A)~(D)之成分共存者。 A food flavor improver, which is characterized in that it contains a heat-treated product as an ingredient that imparts flavor when heated and conditioned fish or enhances the heated and conditioned flavor of fish and shellfish; the above-mentioned heat-treated product is in any of claims 1 to 7 One of the flavor improver manufacturing raw materials further contains alcohol and heat-processed to produce; for example, the flavor improver manufacturing raw material of any one of claims 1 to 7 is made of (A) aliphatic aldehyde compound, (B) Thiol compounds, (C) ammonia or amine compounds, and (D) carbohydrates (A) to (D) coexist. 如請求項1、2或8之食品風味改良劑,其中加熱處理物係將風味改良劑原料於40~100℃下加熱處理0.1~5小時而生成之加熱處理物。 The food flavor improver of claim 1, 2 or 8, wherein the heat-treated product is a heat-treated product produced by heating the flavor improver raw material at 40-100°C for 0.1 to 5 hours. 如請求項1、2或8之食品風味改良劑,其中對風味改良劑原料進行加熱處理而生成之加熱處理物係於加熱處理物中含有具有選自由噻唑環、噻唑啉環及二噻
Figure 106102101-A0305-02-0026-1
環所組成之群中之1種以上之官能基之化合物者。
The food flavor improver of claim 1, 2 or 8, wherein the heat-treated product produced by heating the flavor improver raw material contains a thiazole ring, a thiazoline ring, and a dithiol in the heat-treated product.
Figure 106102101-A0305-02-0026-1
A compound with one or more functional groups in the group consisting of rings.
一種如請求項1至10中任一項之食品風味改良劑之製造方法,其特徵在於:藉由對風味改良劑製造原料於40~100℃下進行加熱處理0.1~5小時,而生成含有賦予加熱調理魚介類時之風味之成分或增強魚介類之加熱調理風味之成分之加熱處理物;上述風味改良劑製造原料係使(A)脂肪族醛類化合物、(B)硫醇化合物、(C)氨或胺類化合物及(D)糖類之(A)~(D)之成分共存者、或使該風味改良劑製造原料進而含有醇者。 A method for producing a food flavor improver according to any one of claims 1 to 10, characterized in that: the raw material for the flavor improver is heated at 40 to 100°C for 0.1 to 5 hours to produce Heating and conditioning the flavor of fish and shellfish or heat-treated products that enhance the heating and conditioning flavor of the fish and shellfish; the raw materials for the production of the above-mentioned flavor improver are made of (A) aliphatic aldehyde compounds, (B) thiol compounds, (C) ) Ammonia or amine compounds and (D) sugars (A) to (D) components coexist, or the flavor improver manufacturing raw material further contains alcohol. 一種飲食品之風味改良方法,其特徵在於:藉由將如請求項1至10中任一項之風味改良劑添加至飲食品中,而對飲食品賦予加熱調理魚介類時之風味或增強魚介類之加熱調理風味。 A method for improving the flavor of food and beverage, which is characterized in that by adding the flavor improving agent of any one of claims 1 to 10 to the food and beverage, the flavor of the food and beverage when the food is heated and conditioned or the fish is enhanced Such as heating to adjust the flavor. 一種魚介萃取液,其特徵在於:藉由添加如請求項1至10中任一項之風味改良劑,而賦予加熱調理魚介類時之風味或增強魚介類之加熱調理風味。 A fish-medium extract, which is characterized in that by adding a flavor improving agent as in any one of claims 1 to 10, the flavor of the fish-medium is added or the heat-conditioned flavor of the fish-medium is enhanced.
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