JP2022093445A - Milk component-containing food or drink with heating-derived odor suppressed, and composition for suppressing heating-derived odor of milk component - Google Patents

Milk component-containing food or drink with heating-derived odor suppressed, and composition for suppressing heating-derived odor of milk component Download PDF

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JP2022093445A
JP2022093445A JP2022072879A JP2022072879A JP2022093445A JP 2022093445 A JP2022093445 A JP 2022093445A JP 2022072879 A JP2022072879 A JP 2022072879A JP 2022072879 A JP2022072879 A JP 2022072879A JP 2022093445 A JP2022093445 A JP 2022093445A
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milk
heat
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decenal
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和子 高木
Kazuko Takagi
和幸 山崎
Kazuyuki Yamazaki
方 何
Tamotsu Ka
優 平松
Masaru Hiramatsu
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Takanashi Milk Products Co Ltd
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Abstract

PROBLEM TO BE SOLVED: To provide a food or drink that contains a milk component and has been heated but has a heating-derived odor suppressed, and a composition for suppressing the heating-derived odor of a milk component for use in the production of the food or drink.
SOLUTION: The present invention discloses a heated food or drink containing a milk component as raw materials and also containing externally added (E)-4,5-epoxy-(E)-2-decenal, and a composition for suppressing the heating-derived odor of a milk component, containing (E)-4,5-epoxy-(E)-2-decenal as active ingredient.
SELECTED DRAWING: Figure 3
COPYRIGHT: (C)2022,JPO&INPIT

Description

特許法第30条第2項適用申請有り 公益社団法人 日本食品科学工学会 第65回大会、平成30年8月24日 公益社団法人 日本食品科学工学会 第65回大会 講演要旨集、表紙、目次、第125頁、裏付、平成30年8月22日Application for application of Article 30, Paragraph 2 of the Patent Law is available. The 65th Annual Meeting of the Japan Food Science and Technology Association, August 24, 2018. , Page 125, Support, August 22, 2018

本発明は、乳成分の加熱臭が抑制された飲食品及び乳成分の加熱臭を抑制するための組成物に関する。 The present invention relates to foods and drinks in which the heated odor of the milk component is suppressed and a composition for suppressing the heated odor of the milk component.

牛乳は,栄養バランスの優れた身近な食品として知られている。市場に置かれる牛乳は、衛生的な安全性確保のために加熱殺菌処理が施されている。日本国では、食品衛生法に基づく「乳及び乳製品の成分規格等に関する省令」(非特許文献1)により、牛乳を加熱殺菌することが規定されている。 Milk is known as a familiar food with an excellent nutritional balance. Milk on the market is pasteurized to ensure hygienic safety. In Japan, the "Ministry Ordinance on Ingredient Standards for Milk and Milk Products" (Non-Patent Document 1) based on the Food Sanitation Law stipulates that milk should be sterilized by heating.

加熱殺菌の方法には、63~65℃で30分間程度殺菌する「低温保持殺菌」(LTLT)、65~68℃で30分間程度殺菌する連続式低温殺菌(LTLT)などの低温殺菌;72℃以上で15秒間以上殺菌する「高温短時間殺菌」(HTST)、75℃以上で15分間以上殺菌する「高温保持殺菌」(HTLT)、120~150℃の超高温で1~3秒間殺菌する「超高温瞬間殺菌」(UHT)などの高温殺菌がある。 The heat sterilization method includes low temperature sterilization such as "low temperature holding sterilization" (LTLT) that sterilizes at 63 to 65 ° C. for about 30 minutes, and continuous low temperature sterilization (LTLT) that sterilizes at 65 to 68 ° C. for about 30 minutes; 72 ° C. "High temperature short time sterilization" (HTST) that sterilizes for 15 seconds or more, "high temperature holding sterilization" (HTLT) that sterilizes at 75 ° C or higher for 15 minutes or more, and "high temperature holding sterilization" (HTLT) that sterilizes at an ultra-high temperature of 120 to 150 ° C for 1 to 3 seconds. There is high temperature sterilization such as "ultra high temperature instant sterilization" (UHT).

例えば、UHTの牛乳は、130℃で2~4秒間程度で殺菌したものが主流であり、保存に際しては冷蔵保存しなければならない。一方で、140℃で2~4秒間程度で殺菌したもの、すなわち、UHT滅菌した牛乳は、常温保存が可能である。 For example, UHT milk is mainly sterilized at 130 ° C. for about 2 to 4 seconds, and must be refrigerated for storage. On the other hand, milk sterilized at 140 ° C. for about 2 to 4 seconds, that is, UHT sterilized milk can be stored at room temperature.

しかし、加熱殺菌の温度及び時間は、牛乳の風味に大きく影響することが知られている。その原因の一つとして、ホエイタンパク質が加熱変性し、加熱臭(クックドフレーバー)とよばれる風味変化が引き起こされることが挙げられる。低温殺菌された牛乳では、高温殺菌されたものよりホエイタンパク質の熱変性度合いが少なく、加熱臭が抑えられることが報告されている(非特許文献2)。 However, it is known that the temperature and time of heat sterilization greatly affect the flavor of milk. One of the causes is that whey protein is denatured by heating, causing a flavor change called a heated odor (cooked flavor). It has been reported that in pasteurized milk, the degree of heat denaturation of whey protein is less than that in pasteurized milk, and the heating odor is suppressed (Non-Patent Document 2).

また、特許文献1及び2には、牛乳などの乳又は乳製品に特定の糖類を添加することを含む、加熱臭抑制方法が記載されている。 Further, Patent Documents 1 and 2 describe a method for suppressing a heated odor, which comprises adding a specific sugar to milk such as milk or a dairy product.

特開2008-295335号公報Japanese Unexamined Patent Publication No. 2008-295335 特開2006-94856号公報Japanese Unexamined Patent Publication No. 2006-94856

乳及び乳製品の成分規格等に関する省令(平成30年厚生労働省令第106号)Ministerial Ordinance on Ingredient Standards for Milk and Milk Products (Ministry of Health, Labor and Welfare Ordinance No. 106, 2018) Japanese Journal of Sensory Evaluation, 2016, Vol. 20, No. 1, pp.10-15Japanese Journal of Sensory Evaluation, 2016, Vol. 20, No. 1, pp.10-15

牛乳などの乳成分を含有する飲食品について、加熱殺菌の温度及び時間を増加すると、保存方法に多様性が生じ、賞味期限を長大化することができるが、乳成分に依拠する加熱臭が生じて風味が損なわれるという問題がある。したがって、乳成分含有飲食品においては、加熱殺菌の温度及び時間と風味とはトレードオフの関係にある。 For foods and drinks containing milk components such as milk, increasing the temperature and time of heat sterilization creates a variety of storage methods and can prolong the expiration date, but a heated odor that depends on the milk components is generated. There is a problem that the flavor is impaired. Therefore, in foods and drinks containing milk components, there is a trade-off relationship between the temperature and time of heat sterilization and the flavor.

また、特許文献1及び2に記載の加熱抑制方法は、特定の糖類を用いる。しかし、糖類の添加は乳又は乳製品に不要な甘味を付与し、乳本来の風味が損なわれることになる。さらに、糖類の添加によって、乳又は乳製品のカロリーが増大し、摂取者の体重や体脂肪の増加を招くおそれがある。結果として、糖類を添加した乳又は乳製品は用途が限定されることになる。 Further, the heating suppression method described in Patent Documents 1 and 2 uses a specific saccharide. However, the addition of sugars imparts unnecessary sweetness to milk or dairy products, and the original flavor of milk is impaired. In addition, the addition of sugars may increase the calories of milk or dairy products, leading to an increase in the weight and body fat of the ingestor. As a result, sugar-added milk or dairy products have limited uses.

そこで、本発明は、乳成分を含有し、かつ、加熱処理されたものでありながら、糖類を添加せずとも、加熱臭が抑制された飲食品及び該飲食品を製造するために利用される乳成分の加熱臭を抑制するための組成物を提供することを、発明が解決しようとする課題とする。 Therefore, the present invention is used for producing foods and drinks containing milk components and heat-treated, but having suppressed heated odors without adding sugars, and the foods and drinks. It is an object to be solved by the invention to provide a composition for suppressing the heated odor of a milk component.

本発明者らは、上記課題を解決するために鋭意研究を積み重ね、低温殺菌した牛乳と高温殺菌した牛乳との間における香気成分の相違について調べたところ、(E)-4,5-エポキシ-(E)-2-デセナールは低温殺菌牛乳の風味を特徴づける成分であり、これを高温殺菌した牛乳に添加したところ、加熱臭が低減して、風味が優れた牛乳を得ることに成功した。 The present inventors have conducted intensive studies to solve the above problems and investigated the difference in aroma components between pasteurized milk and pasteurized milk. As a result, (E) -4,5-epoxy-. (E) -2-Desenal is a component that characterizes the flavor of pasteurized milk, and when it was added to pasteurized milk, the heated odor was reduced and milk with excellent flavor was successfully obtained.

さらに驚くべきことに、(E)-4,5-エポキシ-(E)-2-デセナールを生乳に添加したものを高温殺菌処理に供したところ、加熱臭が低減して、風味が優れた牛乳を得ることに成功した。すなわち、(E)-4,5-エポキシ-(E)-2-デセナールは、加熱処理の前後の乳成分に対して、加熱臭抑制作用を有することを見出した。 Even more surprisingly, when (E) -4,5-epoxy- (E) -2-decenal was added to raw milk and subjected to high temperature sterilization treatment, the heated odor was reduced and the flavor was excellent. Succeeded in getting. That is, it was found that (E) -4,5-epoxy- (E) -2-decenal has a heating odor suppressing effect on the milk components before and after the heat treatment.

これらの知見を基にして、遂に、本発明者らは、原料として乳成分を含有し、かつ、外部添加した(E)-4,5-エポキシ-(E)-2-デセナールを含有するものとして、加熱臭が抑制された加熱処理飲食品及び乳成分の加熱臭抑制用組成物を創作することに成功した。本発明はこのような知見及び成功例に基づいて完成するに至った発明である。 Based on these findings, the present inventors finally contain a milk component as a raw material and an externally added (E) -4,5-epoxy- (E) -2-decenal. As a result, we have succeeded in creating a heat-treated food and drink in which the heated odor is suppressed and a composition for suppressing the heated odor of milk components. The present invention has been completed based on such findings and successful examples.

したがって、本発明によれば、以下の各態様のものが提供される。
[1]原料として乳成分を含有し、かつ、外部添加した(E)-4,5-エポキシ-(E)-2-デセナールを含有する、加熱処理飲食品。
[2]前記加熱処理飲食品における(E)-4,5-エポキシ-(E)-2-デセナールの含有量は、(E)-4,5-エポキシ-(E)-2-デセナールを外部添加していない加熱処理飲食品における(E)-4,5-エポキシ-(E)-2-デセナールの含有量よりも大きい、[1]に記載の加熱処理飲食品。
[3]前記乳成分は非加熱処理乳成分であり、かつ、前記(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量が1ppb以上である、[1]~[2]のいずれか1項に記載の加熱処理飲食品。
[4]前記乳成分は加熱処理乳成分であり、かつ、前記(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量が0.01ppb以上である、[1]~[2]のいずれか1項に記載の加熱処理飲食品。
[5]前記加熱処理は、80~155℃の温度での加熱処理である、[1]~[4]のいずれか1項に記載の加熱処理飲食品。
[6](E)-4,5-エポキシ-(E)-2-デセナールを有効成分として含有する、乳成分の加熱臭抑制用組成物。
[7](E)-4,5-エポキシ-(E)-2-デセナールと非加熱処理の乳成分とを混合処理及び加熱処理に供することにより、加熱処理飲食品を得ることを含む、加熱処理飲食品の製造方法。
[8]加熱処理した乳成分と(E)-4,5-エポキシ-(E)-2-デセナールとを混合処理に供することにより、加熱処理飲食品を得ることを含む、加熱処理飲食品の製造方法。
[9]加熱処理した乳成分又は非加熱処理の乳成分と(E)-4,5-エポキシ-(E)-2-デセナールとを混合処理に供することを含む、乳成分の加熱臭の抑制方法。
[10]乳成分と、(E)-4,5-エポキシ-(E)-2-デセナールとを含む、加熱処理飲食品製造用キット。
Therefore, according to the present invention, the following aspects are provided.
[1] A heat-treated food or drink containing a milk component as a raw material and containing (E) -4,5-epoxy- (E) -2-decenal added externally.
[2] The content of (E) -4,5-epoxy- (E) -2-decenal in the heat-treated food and drink is external to (E) -4,5-epoxy- (E) -2-decenal. The heat-treated food and drink according to [1], which is larger than the content of (E) -4,5-epoxy- (E) -2-decenal in the heat-treated food and drink without addition.
[3] The milk component is a non-heat-treated milk component, and the external addition amount of the (E) -4,5-epoxy- (E) -2-decenal is 1 ppb or more, [1] to [ 2] The heat-treated food or drink according to any one of the items.
[4] The milk component is a heat-treated milk component, and the external addition amount of the (E) -4,5-epoxy- (E) -2-decenal is 0.01 ppb or more, [1] to The heat-treated food or drink according to any one of [2].
[5] The heat-treated food or drink according to any one of [1] to [4], wherein the heat treatment is a heat treatment at a temperature of 80 to 155 ° C.
[6] A composition for suppressing a heated odor of a milk component, which contains (E) -4,5-epoxy- (E) -2-decenal as an active ingredient.
[7] Heating including obtaining heat-treated foods and drinks by subjecting (E) -4,5-epoxy- (E) -2-decenal and a non-heat-treated milk component to a mixing treatment and a heat treatment. Manufacturing method of processed food and drink.
[8] A heat-treated food or drink, which comprises obtaining a heat-treated food or drink by subjecting the heat-treated milk component and (E) -4,5-epoxy- (E) -2-decenal to a mixing treatment. Production method.
[9] Suppression of the heated odor of the milk component, which comprises subjecting the heat-treated milk component or the non-heat-treated milk component and (E) -4,5-epoxy- (E) -2-decenal to a mixing treatment. Method.
[10] A kit for producing a heat-treated food or drink, which comprises a milk component and (E) -4,5-epoxy- (E) -2-decenal.

本発明によれば、乳成分を含有し、かつ、加熱処理されたものでありながら、加熱臭が抑制された飲食品を提供することができる。特に、本発明によれば、HTLT、HTST、UHTなどの高温殺菌処理に供されたものでありながら、加熱臭が抑制された乳成分含有飲食品を提供することができる。 According to the present invention, it is possible to provide a food or drink containing a milk component and having a heat-treated product, but having a suppressed heated odor. In particular, according to the present invention, it is possible to provide a milk component-containing food or drink in which a heated odor is suppressed while being subjected to high-temperature sterilization treatment such as HTLT, HTST, and UHT.

本発明によれば、乳成分含有飲食品それ自体、又は乳成分含有飲食品を使用した料理を、乳成分に依拠する加熱臭の抑制を通じて、風味の良好なものにすることが可能である。また、本発明によれば、乳成分を含有する飲食品について、加熱臭を抑制して風味を良好にしつつも、保存方法に多様性をもたせ、賞味期限を長大化することができる。 According to the present invention, it is possible to make a milk component-containing food or drink itself or a dish using a milk component-containing food or drink to have a good flavor by suppressing a heated odor depending on the milk component. Further, according to the present invention, it is possible to extend the best-by date of foods and drinks containing a milk component by suppressing the heated odor and improving the flavor while giving diversity to the storage method.

図1は、後述する実施例に記載されているとおりの、(E)-4,5-エポキシ-(E)-2-デセナールを後添加した加熱殺菌牛乳の官能評価結果を示す。(A)は香気での官能評価結果を示し、(B)は風味での官能評価結果を示す。FIG. 1 shows the sensory evaluation results of heat-sterilized milk to which (E) -4,5-epoxy- (E) -2-decenal was added afterwards, as described in Examples described later. (A) shows the sensory evaluation result in aroma, and (B) shows the sensory evaluation result in flavor. 図2は、後述する実施例に記載されているとおりの、(E)-4,5-エポキシ-(E)-2-デセナールを前添加した加熱殺菌牛乳の官能評価結果を示す。(A)は香気での官能評価結果を示し、(B)は風味での官能評価結果を示す。FIG. 2 shows the sensory evaluation results of heat-sterilized milk pre-added with (E) -4,5-epoxy- (E) -2-decenal as described in Examples described later. (A) shows the sensory evaluation result in aroma, and (B) shows the sensory evaluation result in flavor. 図3は、後述する実施例に記載されているとおりの、(E)-4,5-エポキシ-(E)-2-デセナールを前添加した加熱殺菌牛乳の官能評価結果を示す。(A)は香気での官能評価結果を示し、(B)は風味での官能評価結果を示す。FIG. 3 shows the sensory evaluation results of heat-sterilized milk pre-added with (E) -4,5-epoxy- (E) -2-decenal as described in Examples described later. (A) shows the sensory evaluation result in aroma, and (B) shows the sensory evaluation result in flavor. 図4は、後述する実施例に記載されているとおりの、(E)-4,5-エポキシ-(E)-2-デセナールを前添加した加熱殺菌牛乳の官能評価結果を示す。(A)は香気での官能評価結果を示し、(B)は風味での官能評価結果を示す。FIG. 4 shows the sensory evaluation results of heat-sterilized milk pre-added with (E) -4,5-epoxy- (E) -2-decenal as described in Examples described later. (A) shows the sensory evaluation result in aroma, and (B) shows the sensory evaluation result in flavor.

以下、本発明の一態様である加熱処理飲食品、乳成分の加熱臭抑制用組成物、加熱処理飲食品の製造方法、乳成分の加熱臭の抑制方法及び加熱処理飲食品製造用キットの詳細について説明するが、本発明の技術的範囲は本項目の事項によってのみに限定されるものではなく、本発明はその目的を達成する限りにおいて種々の態様をとり得る。 Hereinafter, details of a heat-treated food or drink, a composition for suppressing a heated odor of a milk component, a method for producing a heat-treated food or drink, a method for suppressing a heated odor of a milk component, and a kit for producing a heat-treated food or drink, which are one aspect of the present invention. However, the technical scope of the present invention is not limited to the matters of this item, and the present invention may take various aspects as long as the object is achieved.

本明細書における各用語は、別段の定めがない限り、当業者により通常用いられている意味で使用され、不当に限定的な意味を有するものとして解釈されるべきではない。また、本明細書においてなされている推測や理論は、本発明者らのこれまでの知見や経験によってなされたものであることから、本発明の技術的範囲はこのような推測や理論のみによって拘泥されるものではない。 Unless otherwise specified, each term herein is used in the sense commonly used by one of ordinary skill in the art and should not be construed as having an unreasonably limited meaning. Further, since the inferences and theories made in the present specification are based on the knowledge and experience of the present inventors, the technical scope of the present invention is limited only by such inferences and theories. It is not something that will be done.

本明細書における用語の意味のうち、非特許文献1である「乳及び乳製品の成分規格等に関する省令」(以下、乳等省令)に記載があるものは、乳等省令に記載されているとおりの意味として解釈される。 Among the meanings of the terms in the present specification, those described in "Ministry Ordinance on Ingredient Standards for Milk and Milk Products" (hereinafter referred to as "Ministry Ordinance for Milk, etc."), which is Non-Patent Document 1, are described in the Ordinance for the Ministry of Milk, etc. It is interpreted as the meaning as it is.

「飲食品」は、飲料品、食料品又はその両方を意味する。
「組成物」は、2種以上の成分が組み合わさってなる物であり、例えば、有効成分と別の物質とが組み合わさってなるもの、有効成分の2種以上が組み合わさってなるものなどが挙げられ、より具体的には、有効成分の1種以上と固形成分又は溶媒成分の1種以上とが組み合わさってなる固形組成物及び液性組成物などが挙げられる。
「及び/又は」は、列記した複数の関連項目のいずれか1つ、又は2つ以上の任意の組み合わせ若しくは全ての組み合わせを意味する。
「外部添加」は、原料である乳成分とは別に添加することを意味する。「外部添加量」は、原料である乳成分とは別に添加する量を意味する。
「香気」は、口に含まずに鼻だけで感じる香りをいう。
「風味」は、口に含んだ際に口腔内から鼻へ抜ける香り及び口に含んだ際に舌で感じる味をいう。
「加熱臭」は、クックドフレーバーともよび、乳成分を加熱処理に供した際に生じる不快臭をいう。不快臭の原因物質は、上野川修一らの文献(「ミルクの事典」、朝倉書店、2009年11月20日)によれば、ホエイタンパク質の含硫アミノ酸から生じる硫化水素、ジメチルサルファイド、メルカプタン、メイラード反応の過程で生じるアルデヒド及びピラジン類、脂肪の熱分解産物などが想定される。
「加熱臭の抑制」とは、香気及び/又は風味として、加熱臭が感じられなくなるようにする、又は加熱臭が感じられる程度を低減することを意味する。
"Food and drink" means beverages, food or both.
A "composition" is a combination of two or more kinds of ingredients, for example, a combination of an active ingredient and another substance, a combination of two or more kinds of active ingredients, and the like. More specifically, examples thereof include solid compositions and liquid compositions in which one or more active ingredients and one or more solid ingredients or solvent components are combined.
"And / or" means any one, or any combination of two or more, or all combinations of the plurality of related items listed.
"External addition" means that it is added separately from the milk component which is the raw material. The "external addition amount" means an amount to be added separately from the milk component which is the raw material.
"Aroma" refers to the scent that can be felt only by the nose, not in the mouth.
"Flavor" refers to the scent that escapes from the oral cavity to the nose when it is contained in the mouth and the taste that is felt by the tongue when it is contained in the mouth.
The "heated odor" is also called a cooked flavor and refers to an unpleasant odor generated when a milk component is subjected to heat treatment. According to the literature of Shuichi Uenogawa et al. ("Encyclopedia of Milk", Asakura Shoten, November 20, 2009), the causative substances of unpleasant odors are hydrogen sulfide, dimethyl sulfide, and mercaptan, which are derived from sulfur-containing amino acids of whey protein. Aldehydes and pyrazines produced in the process of the Maillard reaction, thermal decomposition products of fat, etc. are assumed.
"Suppression of the heated odor" means to prevent the heated odor from being perceived or to reduce the degree to which the heated odor is perceived as the aroma and / or the flavor.

[加熱処理飲食品]
本発明の一態様の加熱処理飲食品は、乳成分及び(E)-4,5-エポキシ-(E)-2-デセナールを少なくとも含有する。ただし、(E)-4,5-エポキシ-(E)-2-デセナールは、乳成分に含まれるものではなく、外部添加されたものである。なお、(E)-4,5-エポキシ-(E)-2-デセナールは、低温殺菌乳の方が、高温殺菌乳よりも、人の嗅覚や味覚で感知されやすい。そして、加熱臭は高温殺菌乳において顕著に発生し、高温殺菌乳に(E)-4,5-エポキシ-(E)-2-デセナールを外部添加すると加熱臭が抑制される。このような事実から推測すると、(E)-4,5-エポキシ-(E)-2-デセナールは、乳成分の加熱臭をマスキングする可能性がある。
[Heat-treated food and drink]
The heat-treated food or drink according to one aspect of the present invention contains at least a milk component and (E) -4,5-epoxy- (E) -2-decenal. However, (E) -4,5-epoxy- (E) -2-decenal is not contained in the milk component, but is externally added. Note that (E) -4,5-epoxy- (E) -2-decenal is more easily perceived by human sense of smell and taste in pasteurized milk than in pasteurized milk. The heated odor is remarkably generated in the pasteurized milk, and when (E) -4,5-epoxy- (E) -2-decenal is externally added to the pasteurized milk, the heated odor is suppressed. Inferring from these facts, (E) -4,5-epoxy- (E) -2-decenal may mask the heated odor of milk components.

乳成分は、乳に含まれる成分であればよく、例えば、乳脂肪分及び無脂乳固形分などが挙げられる。乳成分は、乳成分を含む乳及び乳製品であってもよい。乳は、生乳、牛乳、特別牛乳、生山羊乳、殺菌山羊乳、生めん羊乳、成分調整牛乳、低脂肪牛乳、無脂肪牛乳及び加工乳をいう。乳製品は、クリーム、ホイップクリーム、バター、バターオイル、チーズ、濃縮ホエイ、アイスクリーム類、濃縮乳、脱脂濃縮乳、無糖練乳、無糖脱脂練乳、加糖練乳、加糖脱脂練乳、全粉乳、脱脂粉乳、クリームパウダー、ホエイパウダー、タンパク質濃縮ホエイパウダー、バターミルクパウダー、加糖粉乳、調製粉乳、調製液状乳、発酵乳、乳酸菌飲料及び乳飲料をいう。 The milk component may be any component contained in milk, and examples thereof include milk fat content and non-fat milk solid content. The milk component may be milk and dairy products containing the milk component. Milk refers to raw milk, milk, special milk, raw goat milk, sterilized goat milk, raw sheep milk, ingredient-adjusted milk, low-fat milk, non-fat milk and processed milk. Dairy products include cream, whipped cream, butter, butter oil, cheese, concentrated whey, ice cream, concentrated milk, defatted concentrated milk, unsweetened milk, unsweetened defatted milk, sweetened milk, sweetened defatted milk, whole milk powder, defatted milk. Milk powder, cream powder, whey powder, protein-concentrated whey powder, butter milk powder, sweetened milk powder, prepared milk powder, prepared liquid milk, fermented milk, lactic acid bacteria beverage and dairy beverage.

乳成分は、加熱の有無によって、非加熱処理乳成分及び加熱処理乳成分に分けられる。ここで、本明細書では、非加熱処理乳成分及び加熱処理乳成分を、加熱臭の有無によって分けることにした。例えば、乳中の乳固形分を遠心分離などにより分離する際に、分離効率を上げるために60℃前後に加熱することがあるが、この程度の温度では加熱臭はほとんど生じない。そこで、本明細書では、非加熱処理乳成分は非加熱の乳成分及び加熱臭が感じられないような70℃未満に加熱した乳成分を包含し、加熱処理乳成分は70℃以上に加熱した乳成分をいう。 The milk component is divided into a non-heat-treated milk component and a heat-treated milk component depending on the presence or absence of heating. Here, in the present specification, the non-heat-treated milk component and the heat-treated milk component are classified according to the presence or absence of a heated odor. For example, when the milk solid content in milk is separated by centrifugation or the like, it may be heated to around 60 ° C. in order to increase the separation efficiency, but at this temperature, almost no heating odor is generated. Therefore, in the present specification, the non-heat-treated milk component includes the non-heated milk component and the milk component heated to less than 70 ° C. so that the heated odor is not felt, and the heat-treated milk component is heated to 70 ° C. or higher. Refers to milk components.

乳成分の含有量は加熱した際に加熱臭が生じる程度の量であれば特に限定されず、例えば、加熱処理飲食品の全量に対して、50質量%以上であり、好ましくは70質量%以上であり、より好ましくは80質量%以上であり、さらに好ましくは90質量%以上である。乳成分の含有量の上限は特に限定されないが、典型的には外部添加する(E)-4,5-エポキシ-(E)-2-デセナールを除いた残余量である。 The content of the milk component is not particularly limited as long as it produces a heated odor when heated, and is, for example, 50% by mass or more, preferably 70% by mass or more, based on the total amount of the heat-treated food or drink. It is more preferably 80% by mass or more, and further preferably 90% by mass or more. The upper limit of the content of the milk component is not particularly limited, but is typically the residual amount excluding the externally added (E) -4,5-epoxy- (E) -2-decenal.

(E)-4,5-エポキシ-(E)-2-デセナールは、合成や分離されたものでも、市販されているものでも、どちらでもよい。また、(E)-4,5-エポキシ-(E)-2-デセナールは、R配位及びS配位のいずれのものでも用いることができる。 The (E) -4,5-epoxy- (E) -2-decenal may be synthesized or separated, or may be commercially available. Further, the (E) -4,5-epoxy- (E) -2-decenal can be used in any of R-coordination and S-coordination.

(E)-4,5-エポキシ-(E)-2-デセナールは、加熱処理飲食品に外部添加するように用いられる。(E)-4,5-エポキシ-(E)-2-デセナールの外部添加の方法は特に限定されず、例えば、(E)-4,5-エポキシ-(E)-2-デセナールの純品を加熱処理飲食品に添加すること、(E)-4,5-エポキシ-(E)-2-デセナールをトリアセチン、水、エタノール、酢酸メチルなどの溶媒で希釈して得られる希釈液を添加することなどが挙げられる。 (E) -4,5-epoxy- (E) -2-decenal is used to be externally added to heat-treated foods and drinks. The method of externally adding (E) -4,5-epoxy- (E) -2-decenal is not particularly limited, and for example, a pure product of (E) -4,5-epoxy- (E) -2-decenal. To heat-treated foods and drinks, and add a diluted solution obtained by diluting (E) -4,5-epoxy- (E) -2-decenal with a solvent such as triacetin, water, ethanol, or methyl acetate. And so on.

また、(E)-4,5-エポキシ-(E)-2-デセナールは、すでに加熱処理した乳成分を含有する加熱処理飲食品に添加(後添加)してもよいし、未だ加熱処理していない乳成分に添加(前添加)してもよい。 Further, (E) -4,5-epoxy- (E) -2-decenal may be added (post-added) to a heat-treated food or drink containing a milk component that has already been heat-treated, or is still heat-treated. It may be added (pre-added) to a milk component that has not been added.

(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量は、加熱処理飲食品における加熱臭を抑制することができる量であれば特に限定されない。加熱臭を抑制することができる量とは、(E)-4,5-エポキシ-(E)-2-デセナールを外部添加した場合に、(E)-4,5-エポキシ-(E)-2-デセナールを外部添加していないときに発生する加熱臭が、香気又は風味において、弱く感じられる、又は感じられなくなる量をいう。 The amount of the external addition of (E) -4,5-epoxy- (E) -2-decenal is not particularly limited as long as it can suppress the heated odor in the heat-treated food and drink. The amount that can suppress the heating odor is (E) -4,5-epoxy- (E) -2-decenal when (E) -4,5-epoxy- (E)-is added externally. 2-The amount of the heated odor generated when desenal is not externally added is felt weakly or not felt in the aroma or flavor.

(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量は、加熱臭の強さに応じて増減することから、加熱処理の態様、外部添加するタイミングなどによって、適宜変更され得る。 Since the amount of external addition of (E) -4,5-epoxy- (E) -2-decenal increases or decreases depending on the strength of the heated odor, it is appropriately changed depending on the mode of heat treatment, the timing of external addition, and the like. Can be done.

例えば、本発明者らが調べたところによれば、生乳を間接加熱法によって連続式低温殺菌法で66℃、30分間で低温殺菌すると未変性ホエイタンパク質が88質量%に減少する。また、生乳を間接加熱法によって130℃、2秒間で超高温殺菌すると未変性ホエイタンパク質が9質量%に減少する。ホエイタンパク質の含硫アミノ酸から生じる硫化水素、ジメチルサルファイド、メルカプタンなどが加熱臭の一因とされていることから、低温殺菌牛乳よりも超高温殺菌牛乳の方が未変性ホエイタンパク質の量が減り、それに伴い硫化水素、ジメチルサルファイド、メルカプタンなどの量が増え、加熱臭が感じられると想定される。 For example, according to the findings of the present inventors, when raw milk is pasteurized by a continuous pasteurization method at 66 ° C. for 30 minutes by an indirect heating method, the amount of undenatured whey protein is reduced to 88% by mass. Further, when raw milk is sterilized at 130 ° C. for 2 seconds by an indirect heating method, the amount of undenatured whey protein is reduced to 9% by mass. Since hydrogen sulfide, dimethyl sulfide, mercaptan, etc. generated from sulfur-containing amino acids of whey protein are considered to contribute to the heating odor, the amount of unmodified whey protein is reduced in ultra-high temperature sterilized milk than in pasteurized milk. Along with this, the amount of hydrogen sulfide, dimethyl sulfide, mercaptan, etc. increases, and it is assumed that a heating odor is felt.

実際に、牛乳の官能評価経験のあるパネル8名(30代~50代男女)に対して、7段階評点法によるブラインド官能評価試験を実施したところ、超高温殺菌牛乳の方が低温殺菌牛乳よりも加熱臭が有意に強かった(P<0.01)。 In fact, when a blind sensory evaluation test using a 7-step scoring method was conducted on eight panels (men and women in their 30s and 50s) who had experience in sensory evaluation of milk, ultra-high temperature pasteurized milk was better than pasteurized milk. The heating odor was significantly stronger (P <0.01).

以上のとおり、低温殺菌牛乳よりも高温殺菌牛乳の方が加熱臭は強いことから、(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量は、低温殺菌牛乳よりも高温殺菌牛乳の方が多いことが好ましい。 As described above, since the pasteurized milk has a stronger heated odor than the pasteurized milk, the external addition amount of (E) -4,5-epoxy- (E) -2-decenal is higher than that of the pasteurized milk. It is preferable that the amount of pasteurized milk is higher.

また、後述する実施例に記載があるとおり、後添加の方が、前添加よりも、(E)-4,5-エポキシ-(E)-2-デセナールの添加量が少なくても加熱臭を抑制する効果が得られ得る。これは(E)-4,5-エポキシ-(E)-2-デセナールが揮発性物質であり、前添加の場合は加熱処理により揮散して加熱処理飲食品における含有量が小さくなるからである。したがって、(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量は、前添加よりも後添加の方が多いことが好ましい。また、加熱処理飲食品における(E)-4,5-エポキシ-(E)-2-デセナールの含有量は、(E)-4,5-エポキシ-(E)-2-デセナールを外部添加していない加熱処理飲食品における(E)-4,5-エポキシ-(E)-2-デセナールの含有量よりも大きいことが好ましい。 Further, as described in Examples described later, the post-addition produces a heated odor even if the amount of (E) -4,5-epoxy- (E) -2-decenal added is smaller than that of the pre-addition. An inhibitory effect can be obtained. This is because (E) -4,5-epoxy- (E) -2-decenal is a volatile substance, and in the case of pre-addition, it volatilizes by heat treatment and its content in heat-treated foods and drinks decreases. .. Therefore, it is preferable that the amount of the external addition of (E) -4,5-epoxy- (E) -2-decenal is larger in the post-addition than in the pre-addition. As for the content of (E) -4,5-epoxy- (E) -2-decenal in the heat-treated food and drink, (E) -4,5-epoxy- (E) -2-decenal was externally added. It is preferably higher than the content of (E) -4,5-epoxy- (E) -2-decenal in the heat-treated food and drink that has not been used.

(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量は、乳成分が加熱処理乳成分である場合は、飲食品あたり0.01ppb以上であることが好ましく、乳成分に供した加熱処理が高温殺菌処理である場合は、飲食品あたり0.1ppb以上であることがより好ましく、0.5ppb以上であることがさらに好ましい。 When the milk component is a heat-treated milk component, the external addition amount of (E) -4,5-epoxy- (E) -2-decenal is preferably 0.01 ppb or more per food or drink, and the milk component. When the heat treatment applied to the above is a high temperature sterilization treatment, it is more preferably 0.1 ppb or more, and further preferably 0.5 ppb or more per food or drink.

具体的には、(E)-4,5-エポキシ-(E)-2-デセナールの外部添加量は、乳成分が非加熱処理乳成分である場合は、飲食品あたり1ppb以上であることが好ましく、(E)-4,5-エポキシ-(E)-2-デセナールを外部添加した後に非加熱乳成分を含む飲食品を高温殺菌処理に供する場合は、15ppb以上であることが好ましく、特に、超高温滅菌(140℃以上で2~4秒間)で処理した場合には、25ppb以上であることがさらに好ましい。 Specifically, the external addition amount of (E) -4,5-epoxy- (E) -2-decenal may be 1 ppb or more per food or drink when the milk component is a non-pasteurized milk component. Preferably, when the food or drink containing the non-heated milk component is subjected to the high temperature sterilization treatment after the external addition of (E) -4,5-epoxy- (E) -2-decenal, the content is preferably 15 ppb or more. When treated by ultra-high temperature sterilization (140 ° C. or higher for 2 to 4 seconds), it is more preferably 25 ppb or higher.

加熱処理飲食品は、原料である加熱処理乳成分又は加熱処理乳成分を含む原料へ(E)-4,5-エポキシ-(E)-2-デセナールを外部添加してなるもの、原料である非加熱処理乳成分又は非加熱処理乳成分を含む原料へ(E)-4,5-エポキシ-(E)-2-デセナールを外部添加し、次いで加熱処理してなるものなどが挙げられる。ただし、加熱処理飲食品は、原料である加熱処理乳成分又は加熱処理乳成分を含む原料へ(E)-4,5-エポキシ-(E)-2-デセナールを外部添加し、次いで加熱処理してなるものであってもよい。 The heat-treated food and drink are raw materials obtained by externally adding (E) -4,5-epoxy- (E) -2-decenal to the heat-treated milk component or the raw material containing the heat-treated milk component. Examples thereof include those obtained by externally adding (E) -4,5-epoxy- (E) -2-decenal to a raw material containing a non-heat-treated milk component or a non-heat-treated milk component, and then heat-treating. However, for heat-treated foods and drinks, (E) -4,5-epoxy- (E) -2-decenal is externally added to the heat-treated milk component or the raw material containing the heat-treated milk component, which is the raw material, and then heat-treated. It may be made of

乳成分及び飲食品の加熱処理の条件は特に限定されず、例えば、低温殺菌及び高温殺菌の際に採用する加熱処理などが挙げられるが、加熱臭が生じるような加熱処理が好ましく、80℃以上の温度での加熱処理がより好ましく、80℃~155℃の温度での加熱処理がさらに好ましく、80℃~155℃の温度での数秒間~数分間での加熱処理がなおさらに好ましい。 The conditions for heat treatment of milk components and foods and drinks are not particularly limited, and examples thereof include heat treatment adopted for pasteurization and high temperature sterilization. However, heat treatment that produces a heated odor is preferable, and the temperature is 80 ° C. or higher. The heat treatment at the temperature of 80 ° C. to 155 ° C. is more preferable, the heat treatment at a temperature of 80 ° C. to 155 ° C. is further preferable, and the heat treatment at a temperature of 80 ° C. to 155 ° C. for several seconds to several minutes is even more preferable.

加熱処理の条件の具体的態様は、63~65℃で30分間程度殺菌する「低温保持殺菌」(LTLT)及び65~68℃で30分間程度殺菌する「連続式低温殺菌」(LTLT)などの低温殺菌に基づく加熱処理;72℃以上で15秒間以上殺菌する「高温短時間殺菌」(HTST)、75℃以上で15分間以上殺菌する「高温保持殺菌」(HTLT)及び120~150℃の超高温で1~3秒間殺菌する「超高温瞬間殺菌」(UHT)などの高温殺菌に基づく加熱処理であり、このうち好ましい具体的態様はUHTに基づく加熱処理である。 Specific embodiments of the heat treatment conditions include "low temperature holding sterilization" (LTLT) for sterilizing at 63 to 65 ° C. for about 30 minutes and "continuous low temperature sterilization" (LTLT) for sterilizing at 65 to 68 ° C. for about 30 minutes. Heat treatment based on low temperature sterilization; "High temperature short time sterilization" (HTST) that sterilizes at 72 ° C or higher for 15 seconds or longer, "High temperature holding sterilization" (HTLT) that sterilizes at 75 ° C or higher for 15 minutes or longer, and super 120 to 150 ° C. It is a heat treatment based on high temperature sterilization such as "ultra-high temperature instant sterilization" (UHT) that sterilizes at a high temperature for 1 to 3 seconds, and a preferable specific embodiment thereof is a heat treatment based on UHT.

加熱処理の方法は、乳や飲食品を上記した条件に供することができる方法であれば特に限定されず、例えば、乳や乳製品を殺菌処理する際に採用する方法などが挙げられ、具体的にはバッチ殺菌法、直接加熱殺菌法(インジェクション式、インフュージョン式)、間接加熱殺菌法(プレート式、チューブラー式、シェル&チューブ式、バッチ式)などが挙げられるが、好ましくは間接加熱殺菌法である。 The heat treatment method is not particularly limited as long as the milk or food or drink can be subjected to the above-mentioned conditions, and examples thereof include a method adopted when sterilizing milk or dairy products. Examples include a batch sterilization method, a direct heat sterilization method (injection type, infusion type), an indirect heat sterilization method (plate type, tubular type, shell & tube type, batch type), and indirect heat sterilization is preferable. It is a law.

加熱処理飲食品の具体的態様としては、上記した乳及び乳製品に加えて、これらの加工物、例えば、清涼飲料、炭酸飲料、アルコール飲料、果汁入り飲料、ゼリー、ムース、ババロア、プリン、ホットケーキ、パンケーキ、ケーキ、ホワイトソースなどが挙げられるが、これらに限定されない。 Specific embodiments of the heat-treated food and drink include, in addition to the above-mentioned milk and dairy products, these processed products, for example, soft drinks, carbonated drinks, alcoholic drinks, fruit juice-containing drinks, jellies, mousses, bavarois, puddings, and hot drinks. Examples include, but are not limited to, cakes, pancakes, cakes, and white sauces.

加熱処理飲食品は、容器に詰めて密封した容器詰加熱処理飲食品とすることができる。加熱処理飲食品は、容器に詰めて密封された後に加熱処理に供されたものであってもよい。容器は特に限定されないが、例えば、紙、PETやPTPなどのプラスチック、ガラス、アルミなどの金属等を素材とする包装容器が挙げられる。容器詰加熱処理飲食品は、それ自体で独立して、流通におかれて市販され得るものである。 The heat-treated food and drink can be a container-packed heat-treated food and drink packed in a container and sealed. The heat-treated food and drink may be those that have been packed in a container, sealed, and then subjected to heat treatment. The container is not particularly limited, and examples thereof include a packaging container made of paper, plastic such as PET or PTP, glass, metal such as aluminum, and the like. The containerized heat-treated food and drink can be put on the market independently by itself.

加熱処理飲食品は、加工せずにそのままで飲食の用に供されてもよいし、各種料理を調理する際の食材として用いてもよい。 The heat-treated food and drink may be used for eating and drinking as it is without being processed, or may be used as a food material for cooking various dishes.

[乳成分の加熱臭抑制用組成物]
本発明の別の一態様は、乳成分を加熱処理に供した際に発生する加熱臭を抑制するための組成物としての、乳成分の加熱臭抑制用組成物である。本発明の一態様の乳成分の加熱臭抑制用組成物は、(E)-4,5-エポキシ-(E)-2-デセナールを有効成分として少なくとも含有する。
[Composition for suppressing the heated odor of milk components]
Another aspect of the present invention is a composition for suppressing a heated odor of a milk component as a composition for suppressing a heated odor generated when the milk component is subjected to a heat treatment. The composition for suppressing the heated odor of the milk component according to one aspect of the present invention contains at least (E) -4,5-epoxy- (E) -2-decenal as an active ingredient.

本発明の一態様の乳成分の加熱臭抑制用組成物は、乳成分や乳成分を用いて得られる飲食品の態様に応じて、(E)-4,5-エポキシ-(E)-2-デセナールに加えて、食材、調味料、食品添加物などのその他の成分を含有してもよい。 The composition for suppressing the heated odor of a milk component according to one aspect of the present invention is (E) -4,5-epoxy- (E) -2 depending on the milk component and the aspect of the food or drink obtained by using the milk component. -In addition to desenal, other ingredients such as ingredients, seasonings, food additives may be included.

本発明の一態様の乳成分の加熱臭抑制用組成物が有する加熱臭抑制作用は、本発明の一態様の乳成分の加熱臭抑制用組成物を使用しない場合に感じられる加熱臭を完全又は部分的に抑制する作用をいう。本発明の一態様の乳成分の加熱臭抑制用組成物が有する加熱臭抑制作用は、後述する実施例に記載の官能評価方法により確認できる。 The heating odor suppressing action of the composition for suppressing the heating odor of the milk component of one aspect of the present invention completely or completely eliminates the heating odor felt when the composition for suppressing the heating odor of the milk component of one aspect of the present invention is not used. Partially suppressive action. The effect of suppressing the heated odor of the composition for suppressing the heated odor of the milk component according to one aspect of the present invention can be confirmed by the sensory evaluation method described in Examples described later.

[加熱処理飲食品の製造方法]
本発明の別の一態様は、本発明の一態様の加熱処理飲食品を製造するための方法としての、加熱処理飲食品の製造方法である。加熱処理飲食品の製造方法は、(E)-4,5-エポキシ-(E)-2-デセナールの添加のタイミング、すなわち、(E)-4,5-エポキシ-(E)-2-デセナールの前添加又は後添加に応じて、2つの態様に分けられる。
[Manufacturing method of heat-treated food and drink]
Another aspect of the present invention is a method for producing a heat-treated food or drink as a method for producing the heat-treated food or drink according to the first aspect of the present invention. The method for producing the heat-treated food and drink is the timing of addition of (E) -4,5-epoxy- (E) -2-decenal, that is, (E) -4,5-epoxy- (E) -2-decenal. It is divided into two modes depending on the pre-addition or the post-addition of.

本発明の第1の態様の加熱処理飲食品の製造方法は、(E)-4,5-エポキシ-(E)-2-デセナールを前添加する方法であり、(E)-4,5-エポキシ-(E)-2-デセナールと乳成分とを混合処理及び加熱処理に供することにより、加熱処理飲食品を得ることを少なくとも含む。 The method for producing a heat-treated food or drink according to the first aspect of the present invention is a method of pre-adding (E) -4,5-epoxy- (E) -2-decenal, and is a method of pre-adding (E) -4,5-. It includes at least obtaining a heat-treated food or drink by subjecting the epoxy- (E) -2-decenal and the milk component to a mixing treatment and a heat treatment.

本発明の第2の態様の加熱処理飲食品の製造方法は、(E)-4,5-エポキシ-(E)-2-デセナールを後添加する方法であり、加熱処理した乳成分と(E)-4,5-エポキシ-(E)-2-デセナールとを混合処理に供することにより、加熱処理飲食品を得ることを少なくとも含む。 The method for producing a heat-treated food or drink according to the second aspect of the present invention is a method of post-adding (E) -4,5-epoxy- (E) -2-decenal, and the heat-treated milk component and (E). ) -4,5-Epoxy- (E) -2-decenal is at least included in obtaining heat-treated foods and drinks by subjecting them to a mixing treatment.

混合処理は、(E)-4,5-エポキシ-(E)-2-デセナールと、非加熱処理の乳成分又は加熱処理した乳成分と、が混ざり合う条件での処理であれば特に限定されず、例えば、(E)-4,5-エポキシ-(E)-2-デセナールを乳成分又は加熱処理した乳成分へ添加して、必要に応じて低温又は室温下で、撹拌又は振盪することを含む処理などが挙げられる。 The mixing treatment is particularly limited as long as it is a treatment under conditions in which (E) -4,5-epoxy- (E) -2-decenal and a non-heat-treated milk component or a heat-treated milk component are mixed. For example, (E) -4,5-epoxy- (E) -2-decenal may be added to a milk component or a heat-treated milk component, and if necessary, stirred or shaken at low temperature or room temperature. Processing including the above can be mentioned.

[乳成分の加熱臭の抑制方法]
本発明の別の一態様は、乳成分を加熱処理に供した際に発生する加熱臭を抑制するための方法としての、乳成分の加熱臭の抑制方法である。本発明の一態様の乳成分の加熱臭の抑制方法は、非加熱処理の乳成分又は加熱処理した乳成分と、(E)-4,5-エポキシ-(E)-2-デセナールと、を混合処理に供することを少なくとも含む。(E)-4,5-エポキシ-(E)-2-デセナールと、非加熱処理の乳成分又は加熱処理した乳成分と、を混合することにより、後段の加熱処理により発生する加熱臭又は前段の乳成分の加熱処理によりすでに発生した加熱臭を抑制することができる。
[Method of suppressing the heated odor of milk components]
Another aspect of the present invention is a method for suppressing the heated odor of the milk component as a method for suppressing the heated odor generated when the milk component is subjected to the heat treatment. The method for suppressing the heated odor of the milk component according to one aspect of the present invention is to use a non-heat-treated milk component or a heat-treated milk component, and (E) -4,5-epoxy- (E) -2-decenal. At least includes subjecting to a mixing process. By mixing (E) -4,5-epoxy- (E) -2-decenal with a non-heat-treated milk component or a heat-treated milk component, the heated odor generated by the heat treatment in the subsequent stage or the first stage It is possible to suppress the heated odor that has already been generated by the heat treatment of the milk component of.

[加熱処理飲食品製造用キット]
本発明の別の一態様は、乳成分を含む原料を加熱処理し、さらに乳成分の加熱臭が抑制された飲食品を製造するためのキットとしての、加熱処理飲食品製造用キットである。本発明の一態様の加熱処理飲食品製造用キットは、乳成分と、(E)-4,5-エポキシ-(E)-2-デセナールとを少なくとも含む。乳成分は、加熱処理されたものでも、加熱処理されていないものでも、どちらでもよい。
[Heat-treated food and drink manufacturing kit]
Another aspect of the present invention is a heat-treated food or drink manufacturing kit as a kit for heat-treating a raw material containing a milk component and further producing a food or drink in which the heated odor of the milk component is suppressed. The kit for producing a heat-treated food or drink according to one aspect of the present invention contains at least a milk component and (E) -4,5-epoxy- (E) -2-decenal. The milk component may be either heat-treated or unheat-treated.

本発明の一態様の加熱処理飲食品製造用キットにおいて、乳成分と、(E)-4,5-エポキシ-(E)-2-デセナールとは、1つの容器に混合された状態にあってもよく、それぞれ個別の容器に容れられて個装された状態にあってもよい。本発明の一態様の加熱処理飲食品製造用キットは、乳成分及び(E)-4,5-エポキシ-(E)-2-デセナールに加えて、食材、調味料、食品添加物、加熱処理のための容器などを含んでもよい。 In the heat-treated food / drink manufacturing kit of one aspect of the present invention, the milk component and (E) -4,5-epoxy- (E) -2-decenal are in a state of being mixed in one container. It may be contained in individual containers and individually packaged. In addition to the milk component and (E) -4,5-epoxy- (E) -2-decenal, the heat-treated food and drink manufacturing kit according to one aspect of the present invention includes ingredients, seasonings, food additives, and heat-treated. May include a container for and the like.

本発明の一態様の加熱処理飲食品製造用キットの具体例としては、それぞれ個装された、乳成分、(E)-4,5-エポキシ-(E)-2-デセナール、砂糖及び耐熱容器を含むホットミルク製造用キットなどが挙げられるが、これに限定されない。 Specific examples of the heat-treated food / drink manufacturing kit according to one aspect of the present invention include individually packaged milk components, (E) -4,5-epoxy- (E) -2-decenal, sugar and a heat-resistant container. Examples include, but are not limited to, hot milk production kits including.

以下、本発明を実施例によりさらに詳細に説明するが、本発明はこれら実施例に限定されるものではなく、本発明の課題を解決し得る限り、本発明は種々の態様をとることができる。 Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples, and the present invention can take various aspects as long as the problems of the present invention can be solved. ..

[例1.(E)-4,5-エポシキ-(E)-2-デセナールが有する後添加処理における加熱臭抑制作用の評価]
加熱臭(クックドフレーバー)がある加熱処理乳(超高温殺菌牛乳)に、(E)-4,5-エポキシ-(E)-2-デセナールを添加した場合(後添加)、加熱臭の強弱が変化するか否かについて官能評価により調べた。
[Example 1. (E) -4,5-Eposiki- (E) -2-Desenal's evaluation of the heat odor suppressing effect in the post-addition treatment]
When (E) -4,5-epoxy- (E) -2-decenal is added to heat-treated milk (ultra-high temperature pasteurized milk) that has a heated odor (cooked flavor) (post-addition), the strength of the heated odor is strong or weak. Was investigated by sensory evaluation to see if it changed.

1-1.(E)-4,5-エポキシ-(E)-2-デセナール溶液
(E)-4,5-エポキシ-(E)-2-デセナール(長谷川香料社製;CAS No.188590-62-7)をトリアセチンに溶解して、濃度が0.001w/w%である(E)-4,5-エポキシ-(E)-2-デセナール溶液を調製した。
1-1. (E) -4,5-epoxy- (E) -2-decenal solution (E) -4,5-epoxy- (E) -2-decenal (manufactured by Hasegawa Fragrance Co., Ltd .; CAS No. 188590-62-7) Was dissolved in triacetin to prepare a (E) -4,5-epoxy- (E) -2-decenal solution having a concentration of 0.001 w / w%.

1-2.官能評価方法
10℃の牛乳サンプルを、記号化したプラスチック容器に60mlずつ注ぎ、牛乳の官能評価経験のあるパネル12名(30代~50代男女)に供試するブラインド評価を実施した。
1-2. Sensory evaluation method A milk sample at 10 ° C. was poured into a symbolized plastic container in an amount of 60 ml each, and a blind evaluation was carried out for 12 panels (men and women in their 30s to 50s) who had experience in sensory evaluation of milk.

評価項目として、「牛乳サンプルを口に含まずに鼻だけで感じる香りの強弱を指標とした加熱臭の強弱(香気)」と「牛乳サンプルを口に含んだ際に口腔内から鼻へ抜ける香り及び口に含んだ際に舌で感じる味を指標とした加熱臭の強弱(風味)」について、それぞれ7段階評点法(1点:弱い~7点:強い)で評価した。 The evaluation items are "the strength of the heated odor (aroma) using the strength of the scent felt only by the nose without including the milk sample in the mouth" and "the scent that escapes from the oral cavity to the nose when the milk sample is contained in the mouth". And the strength (flavor) of the heated odor using the taste felt by the tongue as an index when it was put in the mouth was evaluated by a 7-step scoring method (1 point: weak to 7 points: strong).

1-3.統計処理
ブラインドで行った官能評価結果(7段階評点法)について、パネルをブロック因子とする「Studentのt検定」又は「Tukey-KramerのHSD検定」による分散分析と、各分析結果の有意差検定と、を解析ソフト「JMP10」(SAS Institute社、アメリカ)を用いて実施した。
1-3. Statistical processing <br /> For the sensory evaluation results (7-step scoring method) performed in the blind, analysis of variance by "Student's t-test" or "Tukey-Kramer's HSD test" using the panel as a blocking factor, and each analysis result. The significant difference test was performed using the analysis software "JMP10" (SAS Institute, USA).

1-4.牛乳サンプルの調製
被験群として、岩手県産の生乳を、間接加熱法により、130℃、2秒間の超高温殺菌(UHT)に供して得られた加熱処理乳に、(E)-4,5-エポキシ-(E)-2-デセナール溶液を(E)-4,5-エポキシ-(E)-2-デセナールの添加量が0.5ppbになるように添加して、牛乳サンプル1を得た。
1-4. Preparation of milk sample As a test group, raw milk produced in Iwate Prefecture was subjected to ultra-high temperature sterilization (UHT) at 130 ° C. for 2 seconds by an indirect heating method to heat-treated milk (E). Milk sample by adding -4,5-epoxy- (E) -2-decenal solution so that the amount of (E) -4,5-epoxy- (E) -2-decenal added is 0.5 ppb. I got 1.

コントロール群として、岩手県産の生乳を、間接加熱法により、130℃、2秒間の超高温殺菌(UHT)に供して得られた加熱処理乳を牛乳コントロール1とした。 As a control group, milk control 1 was obtained by subjecting raw milk produced in Iwate prefecture to ultra-high temperature sterilization (UHT) at 130 ° C. for 2 seconds by an indirect heating method.

1-5.官能評価結果
牛乳サンプルについて、香気及び風味の官能評価により得られた結果を表1及び図1に示す。表1において、コントロール群に対して、危険率5%で有意であったものには「*」を付し、危険率1%で有意であったものには「**」を付した。
1-5. Sensory evaluation results Table 1 and FIG. 1 show the results obtained by sensory evaluation of aroma and flavor of milk samples. In Table 1, "*" was added to the control group that was significant at a risk rate of 5%, and "**" was added to those that were significant at a risk rate of 1%.

また、図1のひし形において、グラフ縦軸方向の中央に位置するグラフ横軸方向平行線(図1(A)中の符号「▲」)のグラフ縦軸方向の位置は、各サンプルの平均値を示す。ひし形の頂点間を結ぶ高さは、各サンプル平均値の95%信頼区間を示し、ひし形の右側に位置する円の直径に対応している。ひし形の内部における2本の横軸方向平行線をオーバーラップマーク(図1(A)中の符号「△」)という。被験群のオーバーラップマーク間を結ぶグラフ縦軸方向平行線が、コントロール群のオーバーラップマーク間を結ぶグラフ縦軸方向平行線と、グラフ横軸方向で重ならない場合には、被験群はコントロール群と有意水準5%で有意差があることを示す。 Further, in the diamond of FIG. 1, the position in the vertical axis direction of the graph of the parallel line in the horizontal axis direction of the graph (the symbol “▲” in FIG. 1 (A)) located at the center in the vertical axis direction of the graph is the average value of each sample. Is shown. The height connecting the vertices of the rhombus indicates a 95% confidence interval for each sample mean and corresponds to the diameter of the circle located to the right of the rhombus. The two horizontal parallel lines inside the rhombus are referred to as overlap marks (the symbol "Δ" in FIG. 1 (A)). If the vertical parallel line connecting the overlap marks of the test group does not overlap with the vertical parallel line of the graph connecting the overlap marks of the control group in the horizontal axis direction of the graph, the test group is the control group. It is shown that there is a significant difference at the significance level of 5%.

Figure 2022093445000002
Figure 2022093445000002

表1及び図1に示すとおり、(E)-4,5-エポキシ-(E)-2-デセナールを後添加することにより、香気及び風味のいずれにおいても加熱臭が有意に抑制されることがわかった。 As shown in Table 1 and FIG. 1, the post-addition of (E) -4,5-epoxy- (E) -2-decenal can significantly suppress the heated odor in both aroma and flavor. all right.

[例2.(E)-4,5-エポキシ-(E)-2-デセナールが有する前添加処理における加熱臭抑制作用の評価]
生乳である非加熱処理乳に、(E)-4,5-エポキシ-(E)-2-デセナールを添加した後に超高温殺菌した場合(前添加)、(E)-4,5-エポキシ-(E)-2-デセナールの添加量に応じて加熱臭の強弱が変化するか否かについて官能評価により調べた。なお、超高温殺菌の条件は、熱履歴(熱のかかり)の異なる2種類の条件、すなわち、130℃、2秒間の条件と、140℃、3秒間の条件との2種類を用いた。ここで、140℃、3秒間の条件による殺菌は、通称「ロングライフ」、「超高温滅菌」などといわれる殺菌であり、130℃、2秒間の条件での殺菌よりも熱履歴が高く、賞味期限が延びるが、加熱臭が強くなる傾向にある。
[Example 2. (E) -4,5-Epoxy- (E) -2-Desenal's evaluation of the heat odor suppressing effect in the pre-addition treatment]
When (E) -4,5-epoxy- (E) -2-decenal is added to non-heat-treated milk, which is raw milk, and then sterilized at ultra-high temperature (pre-addition), (E) -4,5-epoxy- (E) -Whether or not the strength of the heated odor changes depending on the amount of -2-decenal added was investigated by sensory evaluation. As the conditions for ultra-high temperature sterilization, two types of conditions having different heat histories (heat application), that is, a condition of 130 ° C. for 2 seconds and a condition of 140 ° C. for 3 seconds were used. Here, sterilization under the condition of 140 ° C. for 3 seconds is sterilization commonly known as "long life" or "ultra-high temperature sterilization", and has a higher heat history than sterilization under the condition of 130 ° C. for 2 seconds. The deadline is extended, but the heating odor tends to be stronger.

2-1.牛乳サンプルの調製(1)
被験群として、北海道産の生乳に、例1で用いた(E)-4,5-エポキシ-(E)-2-デセナール溶液を(E)-4,5-エポキシ-(E)-2-デセナールの添加量が5ppb及び10ppbになるように添加した後、間接加熱法により、130℃、2秒間の超高温殺菌(UHT)に供することにより、それぞれ牛乳サンプル2A-1及び2A-2を得た。
2-1. Preparation of milk sample (1)
As a test group, the (E) -4,5-epoxy- (E) -2-decenal solution used in Example 1 was applied to raw milk produced in Hokkaido with (E) -4,5-epoxy- (E) -2-. Milk samples 2A-1 and 2A-2 are obtained by subjecting to ultra-high temperature sterilization (UHT) at 130 ° C. for 2 seconds by an indirect heating method after adding the desenal so that the addition amount is 5 ppb and 10 ppb, respectively. rice field.

コントロール群として、北海道産の生乳を130℃、2秒間の超高温殺菌(UHT)に供して得られた加熱処理乳を牛乳コントロール2Aとした。 As a control group, milk control 2A was obtained by subjecting raw milk produced in Hokkaido to ultra-high temperature sterilization (UHT) at 130 ° C. for 2 seconds.

2-2.牛乳サンプルの調製(2)
被験群として、北海道産の生乳に、例1で用いた(E)-4,5-エポキシ-(E)-2-デセナール溶液を(E)-4,5-エポキシ-(E)-2-デセナールの添加量が15ppb及び25ppbになるように添加した後、間接加熱法により、130℃、2秒間の超高温殺菌(UHT)に供することにより、それぞれ牛乳サンプル2B-1及び2B-2を得た。
2-2. Preparation of milk sample (2)
As a test group, the (E) -4,5-epoxy- (E) -2-decenal solution used in Example 1 was applied to raw milk produced in Hokkaido with (E) -4,5-epoxy- (E) -2-. Milk samples 2B-1 and 2B-2 are obtained by subjecting them to ultra-high temperature sterilization (UHT) at 130 ° C. for 2 seconds by an indirect heating method after adding the desenal so that the amount added is 15 ppb and 25 ppb, respectively. rice field.

コントロール群として、北海道産の生乳を130℃、2秒間の超高温殺菌(UHT)に供して得られた加熱処理乳を牛乳コントロール2Bとした。 As a control group, milk control 2B was obtained by subjecting raw milk from Hokkaido to ultra-high temperature sterilization (UHT) at 130 ° C. for 2 seconds.

2-3.牛乳サンプルの調製(3)
被験群として、北海道産の生乳に、例1で用いた(E)-4,5-エポキシ-(E)-2-デセナール溶液を(E)-4,5-エポキシ-(E)-2-デセナールの添加量が15ppb及び25ppbになるように添加した後、間接加熱法により、140℃、3秒間の超高温殺菌(UHT)に供することにより、それぞれ牛乳サンプル2C-1及び2C-2を得た。
2-3. Preparation of milk sample (3)
As a test group, the (E) -4,5-epoxy- (E) -2-decenal solution used in Example 1 was applied to raw milk produced in Hokkaido with (E) -4,5-epoxy- (E) -2-. Milk samples 2C-1 and 2C-2 are obtained by subjecting to ultra-high temperature sterilization (UHT) at 140 ° C. for 3 seconds by an indirect heating method after adding the desenal so that the amount added is 15 ppb and 25 ppb, respectively. rice field.

コントロール群として、北海道産の生乳を、間接加熱法により、140℃、3秒間の超高温殺菌(UHT)に供して得られた加熱処理乳を牛乳コントロール2Cとした。 As a control group, the heat-treated milk obtained by subjecting raw milk produced in Hokkaido to ultra-high temperature sterilization (UHT) at 140 ° C. for 3 seconds by an indirect heating method was designated as milk control 2C.

2-4.官能評価方法及び統計処理
例1と同様にして官能評価及び統計処理を実施した。
2-4. Sensory evaluation method and statistical processing Sensory evaluation and statistical processing were performed in the same manner as in Example 1.

2-5.官能評価結果
牛乳サンプルについて、香気及び風味の官能評価により得られた結果を、それぞれ表2~表4及び図2~図4に示す。また、表中の記号及び図の意味については、表1及び図1と同様である。
2-5. Sensory evaluation results The results obtained by the sensory evaluation of aroma and flavor of milk samples are shown in Tables 2 to 4 and FIGS. 2 to 4, respectively. The meanings of the symbols and figures in the table are the same as those in Table 1 and FIG.

Figure 2022093445000003
Figure 2022093445000003

Figure 2022093445000004
Figure 2022093445000004

Figure 2022093445000005
Figure 2022093445000005

表2~表4に示すとおり、(E)-4,5-エポキシ-(E)-2-デセナールを前添加することにより、加熱臭が抑制される傾向にあることがわかった。特に、130℃、2秒間のUHTでは(E)-4,5-エポキシ-(E)-2-デセナールの添加量が15ppb以上である場合に、香気及び風味のいずれにおいても加熱臭を有意に抑制した。また、140℃、3秒間のUHTでは(E)-4,5-エポキシ-(E)-2-デセナールの添加量が15ppb以上である場合に、風味における加熱臭を抑制する傾向にあった。 As shown in Tables 2 to 4, it was found that the pre-addition of (E) -4,5-epoxy- (E) -2-decenal tends to suppress the heated odor. In particular, at 130 ° C. for 2 seconds, when the amount of (E) -4,5-epoxy- (E) -2-decenal added is 15 ppb or more, the heated odor is significantly increased in both aroma and flavor. Suppressed. Further, in UHT at 140 ° C. for 3 seconds, when the amount of (E) -4,5-epoxy- (E) -2-decenal added was 15 ppb or more, there was a tendency to suppress the heated odor in the flavor.

[例3.(E)-4,5-エポキシ-(E)-2-デセナールによるホイップクリームの加熱臭抑制作用の評価]
乳脂肪分35%のクリーム(北海道産)を、直接殺菌法により、148℃、2秒間の超高温殺菌(UHT)に供して乳製品を得た。被験群として、得られた乳製品に、(E)-4,5-エポキシ-(E)-2-デセナール溶液を(E)-4,5-エポキシ-(E)-2-デセナールの添加量が1.0ppbになるように添加して、クリームサンプル1を得た。
[Example 3. (E) -4,5-Epoxy- (E) -2-Desenal's effect of suppressing the heated odor of whipped cream]
A cream having a milk fat content of 35% (produced in Hokkaido) was subjected to ultra-high temperature sterilization (UHT) at 148 ° C. for 2 seconds by a direct sterilization method to obtain a dairy product. As a test group, the amount of (E) -4,5-epoxy- (E) -2-decenal solution added to the obtained dairy product and (E) -4,5-epoxy- (E) -2-decenal was added. Was added so as to be 1.0 ppb to obtain cream sample 1.

コントロール群として、乳脂肪分35%のクリーム(北海道産)を、直接殺菌法により、148℃、2秒間の超高温殺菌(UHT)に供して得られた乳製品をクリームコントロール1とした。 As a control group, a dairy product obtained by subjecting a cream having a milk fat content of 35% (produced in Hokkaido) to ultra-high temperature sterilization (UHT) at 148 ° C. for 2 seconds by a direct sterilization method was designated as Cream Control 1.

500gのクリームサンプル1に砂糖35gを加え、ミキサー(ホバート社製)を用いて、中速で10分立てになるまでホイップさせて、ホイップクリームサンプル1を得た。同様に、クリームコントロール1をホイップさせて、ホイップクリームコントロール1を得た。得られたホイップクリームについて3名で比較試食したところ、ホイップクリームサンプル1は、ホイップクリームコントロール1に対して、風味における加熱臭が抑制される結果であった。 35 g of sugar was added to 500 g of cream sample 1 and whipped using a mixer (manufactured by Hobart) at medium speed until it stood for 10 minutes to obtain whipped cream sample 1. Similarly, the cream control 1 was whipped to obtain the whipped cream control 1. When the obtained whipped cream was comparatively tasted by three people, the whipped cream sample 1 showed that the heated odor in the flavor was suppressed with respect to the whipped cream control 1.

本発明によれば、加熱臭を抑制して風味を良好にしつつも、保存方法に多様性があり、賞味期限が長大化した乳成分含有飲食品を、工業的規模で製造及び使用することができる。


According to the present invention, it is possible to manufacture and use a milk component-containing food or drink having a variety of storage methods and a long best-by date while suppressing a heated odor and improving the flavor on an industrial scale. can.


Claims (4)

原料として乳成分を含有し、かつ、外部添加した(E)-4,5-エポキシ-(E)-2-デセナールを含有する、加熱処理飲食品(ただし、乳成分及び(E)-6-オクテナールを含有する加熱処理飲食品は除く)であって、
前記乳成分は非加熱処理乳成分であり、かつ、前記(E)-4,5-エポキシ-(E)-2-デセナールは外部添加量が1ppb以上である、又は
前記乳成分は加熱処理乳成分であり、かつ、前記(E)-4,5-エポキシ-(E)-2-デセナールは外部添加量が0.01ppb以上である、前記加熱処理飲食品。
Heat-treated foods and drinks containing milk components as raw materials and externally added (E) -4,5-epoxy- (E) -2-decenal (however, milk components and (E) -6- (Excluding heat-treated foods and drinks containing octenal)
The milk component is a non-heat-treated milk component, and the external addition amount of (E) -4,5-epoxy- (E) -2-decenal is 1 ppb or more, or the milk component is heat-treated milk. The heat-treated food or drink which is a component and whose external addition amount of (E) -4,5-epoxy- (E) -2-decenal is 0.01 ppb or more.
前記加熱処理は、80℃~155℃の温度での加熱処理である、請求項1に記載の加熱処理飲食品。 The heat-treated food or drink according to claim 1, wherein the heat treatment is a heat treatment at a temperature of 80 ° C to 155 ° C. (E)-4,5-エポキシ-(E)-2-デセナールと非加熱処理の乳成分とを該(E)-4,5-エポキシ-(E)-2-デセナールが外部添加量として1ppb以上になる混合処理及び加熱処理に供することにより、加熱処理飲食品を得ることを含む、加熱処理飲食品(ただし、乳成分及び(E)-6-オクテナールを含有する加熱処理飲食品は除く)の製造方法。 (E) -4,5-epoxy- (E) -2-decenal and the non-heat-treated milk component were added to the (E) -4,5-epoxy- (E) -2-decenal as an external addition amount of 1 ppb. Heat-treated foods and drinks, including obtaining heat-treated foods and drinks by subjecting them to the above-mentioned mixing treatment and heat treatment (excluding heat-treated foods and drinks containing milk components and (E) -6-octenal). Manufacturing method. 加熱処理した乳成分と(E)-4,5-エポキシ-(E)-2-デセナールとを該(E)-4,5-エポキシ-(E)-2-デセナールが外部添加量として0.01ppb以上になる混合処理に供することにより、加熱処理飲食品を得ることを含む、加熱処理飲食品(ただし、乳成分及び(E)-6-オクテナールを含有する加熱処理飲食品は除く)の製造方法。 The heat-treated milk component and (E) -4,5-epoxy- (E) -2-decenal were added to the external addition amount of (E) -4,5-epoxy- (E) -2-decenal. Production of heat-treated foods and drinks (excluding heat-treated foods and drinks containing milk components and (E) -6-octenal), including obtaining heat-treated foods and drinks by subjecting them to a mixing treatment of 01 ppb or more. Method.
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