JPH05176733A - Food containing cyclodextrin-clathrated allyl isothiocyanate - Google Patents

Food containing cyclodextrin-clathrated allyl isothiocyanate

Info

Publication number
JPH05176733A
JPH05176733A JP35883291A JP35883291A JPH05176733A JP H05176733 A JPH05176733 A JP H05176733A JP 35883291 A JP35883291 A JP 35883291A JP 35883291 A JP35883291 A JP 35883291A JP H05176733 A JPH05176733 A JP H05176733A
Authority
JP
Japan
Prior art keywords
food
cyclodextrin
ait
clathrated
allyl isothiocyanate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP35883291A
Other languages
Japanese (ja)
Other versions
JP3140824B2 (en
Inventor
Akiko Numata
章子 沼田
Asami Takada
麻美 高田
Yuichi Mizukami
勇一 水上
Hideyuki Sumiyoshi
秀幸 住吉
Nobuyuki Nakamura
信之 中村
Akio Taki
昭夫 滝
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Japan Maize Products Co Ltd
Nihon Shokuhin Kako Co Ltd
Mitsubishi Tanabe Pharma Corp
Original Assignee
Green Cross Corp Japan
Japan Maize Products Co Ltd
Nihon Shokuhin Kako Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
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Application filed by Green Cross Corp Japan, Japan Maize Products Co Ltd, Nihon Shokuhin Kako Co Ltd filed Critical Green Cross Corp Japan
Priority to JP03358832A priority Critical patent/JP3140824B2/en
Publication of JPH05176733A publication Critical patent/JPH05176733A/en
Application granted granted Critical
Publication of JP3140824B2 publication Critical patent/JP3140824B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

PURPOSE:To obtain a food imparted with excellent mildew-proofing property and preservable over a long period by adding a cyclodextrin-clathrated allyl isothiocyanate to a food. CONSTITUTION:The objective food contains preferably 1-100ppm of a cyclodextrin-clathrated allyl isothiocyanate.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明はイソチオシアン酸アリル
(以下、AITという)のシクロデキストリン包接物を
含有させてなる食品に関する。より詳細には、本発明は
流通、保存時における食品の防黴および殺菌を目的に、
AITのシクロデキストリン包接物を含有させてなる食
品に関する。当該AITのシクロデキストリン包接物を
含有する食品は、優れた防黴特性が付与され、長期保存
が可能となる。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a food product containing a cyclodextrin inclusion compound of allyl isothiocyanate (hereinafter referred to as AIT). More specifically, the present invention is intended for the prevention of mold and sterilization of food during distribution and storage,
The present invention relates to a food containing a cyclodextrin clathrate of AIT. The food containing the cyclodextrin clathrate of AIT is provided with excellent antifungal properties and can be stored for a long period of time.

【0002】[0002]

【従来の技術・発明が解決しようとする課題】食品は水
分、微生物の栄養源となる糖分、蛋白質などが多量に含
まれているため、微生物が繁殖しやすく、このため各種
の保存料が使用されている。従来、食品へ直接含有さ
せ、食品の防黴および殺菌を目的とする保存料として
は、安息香酸、安息香酸ナトリウム、オルトフェニルフ
ェノール、およびそのナトリウム酸、ソルビン酸、ソル
ビン酸カリウム、デヒドロ酢酸、デヒドロ酢酸ナトリウ
ム、パラオキシ安息香酸エステル類、プロピオン酸塩類
(ナトリウム塩、カリウム塩)等の合成保存料が主流で
ある。しかしながら、このような合成保存料には、人体
への影響が懸念され、食品の安全性の面においてもその
使用規制が厳しくなっているのが現状である。一方、ワ
サビの成分であるAITは、優れた殺菌・防菌・防黴作
用を有することが知られており、その防黴効果は10p
pm程度、殺菌効果は60ppm程度で発揮される。A
ITはこのように優れた作用を有する一方、その特有の
刺激臭のため取扱いが困難である。特にこれを食品に使
用する場合、その刺激臭のために食品自体の味、香りに
悪影響を与える。また、AITは揮発性が高く、極めて
短時間にその殺菌・防菌・防黴作用が低下するので、こ
れを食品用に使用した場合その効果の持続性に問題があ
る。従って、AITを有効成分とした殺菌剤や防黴剤、
とりわけ食品添加用の保存剤の開発においては、AIT
自身の刺激臭を緩和し、食品そのものの味、香りに影響
を与えない態様にて提供することが課題であった。ま
た、揮発性が高く、極めて短時間にその殺菌・防菌・防
黴作用が低下するのでその持続性を高めることも課題で
あった。以上の実情から、本発明の課題は、食品に対し
て持続性のある優れた防黴および殺菌性を付与でき、安
全性に優れ、且つ食品そのものの味、香りに影響を与え
ない保存剤を含有させた食品を提供することにある。
2. Description of the Related Art Food contains a large amount of water, sugars, proteins, etc., which are nutrient sources for microorganisms, so that microorganisms easily propagate, and therefore various preservatives are used. Has been done. Conventionally, as a preservative for direct inclusion in foods, for the purpose of preventing mold and sterilization of foods, benzoic acid, sodium benzoate, orthophenylphenol, and its sodium acid, sorbic acid, potassium sorbate, dehydroacetic acid, dehydro Synthetic preservatives such as sodium acetate, paraoxybenzoates and propionates (sodium salt, potassium salt) are the mainstream. However, such synthetic preservatives are concerned about the influence on the human body, and the use of the synthetic preservatives is now strictly regulated in terms of food safety. On the other hand, AIT, which is a component of wasabi, is known to have excellent bactericidal, antibacterial and antifungal effects, and its antifungal effect is 10 p.
The bactericidal effect is exhibited at about pm and about 60 ppm. A
While IT has such an excellent effect, it is difficult to handle due to its unique irritating odor. In particular, when it is used in foods, its irritating odor adversely affects the taste and aroma of the food itself. In addition, since AIT has high volatility and its bactericidal / bactericidal / mildew-proofing action is reduced in an extremely short time, when it is used for food, there is a problem in the sustainability of its effect. Therefore, a fungicide or antifungal agent containing AIT as an active ingredient,
Especially in the development of preservatives for food additives, AIT
It has been a problem to reduce the irritating odor of oneself and provide the food in a mode that does not affect the taste and aroma of the food itself. Further, since it has high volatility and its bactericidal / bactericidal / mildew-proofing action is reduced in an extremely short time, it was also an issue to improve its sustainability. From the above circumstances, the problem of the present invention is to provide a preservative that can impart excellent antifungal and bactericidal properties to food, has excellent safety, and does not affect the taste and aroma of the food itself. It is to provide the food containing it.

【0003】[0003]

【課題を解決するための手段】本発明者らは、当該目的
を達成するために種々の研究を重ねてきたところ、AI
Tのシクロデキストリン包接物を含有させてなる食品
が、前記課題を一挙に解決しえることを見出し、本発明
を完成するに至った。
[Means for Solving the Problems] The inventors of the present invention have conducted various researches to achieve the above-mentioned object.
It was found that a food containing a T cyclodextrin clathrate can solve the above problems at once, and has completed the present invention.

【0004】本発明は、AITのシクロデキストリン包
接物を含有させてなる食品に関する。
The present invention relates to a food containing a cyclodextrin clathrate of AIT.

【0005】本発明のAITのシクロデキストリン包接
物を含有する食品におけるAITの作用としては、食品
の原料中に存在する黴菌の殺黴、および保存中に外部か
ら進入した黴の成育を抑制するものである。
The action of AIT in the food containing the cyclodextrin clathrate of AIT of the present invention is to suppress the growth of fungi that are invading from the outside during the storage and the sterilization of the fungi present in the raw materials of the food. It is a thing.

【0006】ここでいうAITとは、天然物、合成物を
問うものではなく、さらにイソチオシアン酸アリル10
0%からなる単剤に限らず、これを含む精油、例えばワ
サビやカラシからの抽出物や粗精製物であってもよい。
[0006] The AIT as used herein does not refer to a natural product or a synthetic product, and further, allyl isothiocyanate 10
Not only a single agent consisting of 0%, but also an essential oil containing this, for example, an extract from horseradish or mustard or a crudely purified product may be used.

【0007】本発明においてAITの包接に用いるシク
ロデキストリンは、α−シクロデキストリン、β−シク
ロデキストリン、γ−シクロデキストリン、ジ低級アル
キル−β−シクロデキストリン及び/または2−ヒドロ
キシ低級アルキル−β−シクロデキストリン、およびそ
れらの混合物である。上記に挙げたシクロデキストリン
で、置換シクロデキストリンにおける低級アルキル基の
炭素数は、通常、1〜6の範囲である。本発明におい
て、特に好ましいシクロデキストリンは、β−シクロデ
キストリンである。
The cyclodextrin used for the inclusion of AIT in the present invention includes α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin, di-lower alkyl-β-cyclodextrin and / or 2-hydroxy lower alkyl-β-. Cyclodextrins, and mixtures thereof. In the cyclodextrin mentioned above, the carbon number of the lower alkyl group in the substituted cyclodextrin is usually in the range of 1 to 6. In the present invention, a particularly preferred cyclodextrin is β-cyclodextrin.

【0008】本発明において、AITのシクロデキスト
リンへの包接は、シクロデキストリン1重量部に対し、
水を1〜3重量部、好ましくは1.2〜1.5重量部添
加したものに、AITを0.01〜0.15重量部、好
ましくは0.02〜0.05重量部添加し、混練機など
で20〜40℃にて60〜120分攪拌することにより
行われる。
In the present invention, the inclusion of AIT in cyclodextrin is based on 1 part by weight of cyclodextrin.
AIT added to 0.01 to 0.15 parts by weight, preferably 0.02 to 0.05 parts by weight, to 1 to 3 parts by weight of water, preferably 1.2 to 1.5 parts by weight, It is carried out by stirring with a kneader or the like at 20 to 40 ° C. for 60 to 120 minutes.

【0009】本発明において、AITをシクロデキスト
リン包接物として使用するものであるが、担体としてシ
クロデキストリンが好適な理由は、被包接物であるAI
Tを化学的に安定させ、AIT蒸気の揮発を徐放化して
その効果の持続性を高めるとともに、AIT独特の刺激
臭を緩和し、ひいては無臭化を図るためである。また、
シクロデキストリンには辛味・苦味等、味成分へのマス
キング効果があり、AIの食品への添加による食品独自
の味、香りへの影響はほとんどない。しかもシクロデキ
ストリンは、非還元性マルトオリゴ糖を主成分とするも
のであり、体内にて速やかに代謝され、毒性もなく、食
品へ安全に適用されるものである。
In the present invention, AIT is used as a cyclodextrin clathrate, and the reason why cyclodextrin is suitable as a carrier is that the clathrate is AI.
This is because T is chemically stabilized, the volatilization of AIT vapor is gradually released to enhance the sustainability of its effect, and the irritating odor peculiar to AIT is alleviated, and eventually odor is eliminated. Also,
Cyclodextrin has a masking effect on taste components such as spiciness and bitterness, and the addition of AI to food has almost no effect on the original taste and aroma of the food. Moreover, cyclodextrin is mainly composed of non-reducing maltooligosaccharides, is rapidly metabolized in the body, has no toxicity, and is safely applied to foods.

【0010】本発明におけるAITをシクロデキストリ
ン包接物を含有させるのに適した食品の例としては、パ
ン、餅、菓子類(あんこ、ようかん、饅頭、ゼリー、ケ
ーキ、カステラ、クッキー)、乳製品(バター、マーガ
リン、チーズ、ヨーグルト、ホイップクリーム)、水産
練り製品(カマボコ、竹輪、揚げ天)、畜肉加工品(ソ
−セージ、ハム、サラミ)、果実加工品(ジャム、マー
マレード、果実ソース)、調味料(しょうゆ、味噌、ド
レッシング、マヨネーズ、ポン酢、めんつゆ等)、麺類
(うどん、そば)、嗜好品(漬物、佃煮)、及び畜肉、
魚肉、果実の瓶詰、缶詰類等が挙げられる。
Examples of foods suitable for incorporating AIT in the present invention with a cyclodextrin clathrate include breads, rice cakes, confectioneries (anko, yokan, buns, jellies, cakes, castella, cookies), dairy products. (Butter, margarine, cheese, yogurt, whipped cream), seafood paste (kamaboko, bamboo rings, fried tempura), processed meat (so-sage, ham, salami), processed fruit (jam, marmalade, fruit sauce), seasoning Food (soy sauce, miso, dressing, mayonnaise, ponzu, noodle soup, etc.), noodles (udon, soba), luxury items (pickles, boiled soup), and meat,
Examples include fish meat, fruit bottling, and canned foods.

【0011】AITのシクロデキストリン包接物を含有
する食品は、AITのシクロデキストリン包接物を含有
させるために特別な工程は必要とせず、上記食品の製造
工程において、原料とともに配合し、実質的には通常と
同じ工程を経て製造され得るものである。
The food containing the AIT cyclodextrin clathrate does not require a special step to contain the AIT cyclodextrin clathrate, and it is substantially mixed with the raw materials in the above-mentioned food manufacturing process. Can be manufactured through the same steps as usual.

【0012】AITのシクロデキストリン包接物を食品
へ含有せしめるには、その製品が完成するまでの工程
で、例えば混和、混練、溶解、浸漬、散布、塗布、噴霧
等の公知の方法の中から、含有させる食品に応じたもの
を選択し、使用すればよい。
In order to incorporate the cyclodextrin inclusion product of AIT into a food product, in the process until the product is completed, for example, from known methods such as mixing, kneading, dissolving, dipping, spraying, coating and spraying. The food may be selected and used according to the food to be contained.

【0013】なお、本発明のAITのシクロデキストリ
ン包接物を含有する食品においては、AITの食品への
配合量は1〜100ppm 、好ましくは、10〜20ppm
が例示される。
In the food containing the AIT cyclodextrin clathrate of the present invention, the amount of AIT added to the food is 1 to 100 ppm, preferably 10 to 20 ppm.
Is exemplified.

【0014】[0014]

【発明の効果】本発明のAITのシクロデキストリン包
接物を含有する食品は、食品の流通・保存時における食
品の黴・細菌の発生・成育が抑制され、優れた防黴およ
び殺菌性を有するものであり、長期保存が可能である。
また、当該食品は、AITをシクロデキストリン包接物
の態様で含有するものであるので、AIT蒸気の揮発が
徐放化され、AITによる防黴および殺菌効果の持続性
が高く、しかも食品安全性の面でも問題を生じない。
Industrial Applicability The food containing the cyclodextrin clathrate of AIT of the present invention has excellent mildew-proofing and bactericidal properties, in which the mold / bacteria generation / growth of the food during the distribution / preservation of the food is suppressed. It can be stored for a long period of time.
Further, since the food contains AIT in the form of a cyclodextrin clathrate, volatilization of AIT vapor is gradually released, and the antifungal and bactericidal effects of AIT are high and food safety is high. The problem does not occur in terms of.

【0015】[0015]

【実施例】本発明をより詳細に説明するために実施例を
挙げるが、本発明はこれらによって何ら限定されるもの
ではない。
EXAMPLES Examples will be given to explain the present invention in more detail, but the present invention is not limited thereto.

【0016】参考例1 AITのシクロデキストリン包
接物の調製 液状セルデックスCH−20(日本食品加工株式会社
製)100重量部にAIT2重量部を加えたものを、混
練機に入れ、室温で1時間攪拌し、AITのシクロデキ
ストリン包接物を得た。
Reference Example 1 Preparation of Cyclodextrin Inclusion Product of AIT 100 parts by weight of liquid Celldex CH-20 (manufactured by Nippon Food Processing Co., Ltd.) plus 2 parts by weight of AIT was put in a kneader and left at room temperature for 1 hour. After stirring for an hour, an inclusion compound of cyclodextrin of AIT was obtained.

【0017】実施例1 シクロデキストリン包接AIT
含有食品の製造 (1)あんこ あずき生あん100重量部に対し、砂糖45重量部、参
考例1で得たAITのシクロデキストリン包接物0.5
重量部を加え、攪拌しつつ加熱し、練り上げて製品を得
た。 (2)ジャム 生いちご(洋梨、リンゴ等適宜)1000重量部、砂糖
400重量部、参考例1で得たAITのシクロデキスト
リン包接物2重量部、ペクチン3重量部、およびクエン
酸0.6重量部を煮詰めて製品を得た。
Example 1 Cyclodextrin inclusion AIT
Production of Food Containing (1) 100 parts by weight of red bean paste, 45 parts by weight of sugar, 0.5 AIT cyclodextrin inclusion product obtained in Reference Example 1
Parts by weight were added, heated with stirring, and kneaded to obtain a product. (2) Jam Raw strawberries (appropriately pears, apples, etc.) 1000 parts by weight, sugar 400 parts by weight, AIT cyclodextrin inclusion product 2 parts by weight obtained in Reference Example 1, pectin 3 parts by weight, and citric acid 0.6. A part was boiled down to obtain a product.

【0018】試験例1 実施例1で得られたAITを含有するあんこを、恒温恒
湿器(28℃、90%RH)に7日間保存し、黴の発生
を肉眼観察した。その結果を表1に示した。比較例とし
て防黴処理を施していないあんこ(対照)についても上
記と同様に黴の発生状況を観察し、表1に併せて示し
た。
Test Example 1 The bean paste containing AIT obtained in Example 1 was stored in a thermo-hygrostat (28 ° C., 90% RH) for 7 days, and the generation of mold was visually observed. The results are shown in Table 1. As a comparative example, the state of mold development was also observed in the same manner as described above for the bean paste (control) not subjected to the mold prevention treatment, and the results are also shown in Table 1.

【0019】[0019]

【表1】 [Table 1]

───────────────────────────────────────────────────── フロントページの続き (72)発明者 水上 勇一 大阪府大阪市城東区中央1丁目1番47号 株式会社ミドリ十字城東分室内 (72)発明者 住吉 秀幸 静岡県富士市今泉2954 日食木ノ宮寮 (72)発明者 中村 信之 静岡県三島市東大場1−25−6 (72)発明者 滝 昭夫 静岡県三島市大場1087−226 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Yuichi Mizukami Inventor Yuichi Mizukami 1-47, Chuo-ku, Osaka City, Osaka Prefecture Midori Cross Castle East Branch Office (72) Inventor Hideyuki Sumiyoshi 2954 Imaizumi, Fuji City, Shizuoka Prefecture Sun Eclipse Tree Nomiya Dormitory (72) Inventor Nobuyuki Nakamura 1-25-6 Higashi Ohba, Mishima City, Shizuoka Prefecture (72) Inventor Akio Taki 1087-226 Ohba, Mishima City, Shizuoka Prefecture

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 イソチオシアン酸アリルのシクロデキス
トリン包接物を含有させてなる食品。
1. A food containing a cyclodextrin inclusion product of allyl isothiocyanate.
【請求項2】 イソチオシアン酸アリルの食品への配合
量が1〜100ppmである請求項1記載の食品。
2. The food according to claim 1, wherein the amount of allyl isothiocyanate blended in the food is 1 to 100 ppm.
JP03358832A 1991-12-26 1991-12-26 Cyclodextrin inclusion food containing allyl isothiocyanate Expired - Fee Related JP3140824B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP03358832A JP3140824B2 (en) 1991-12-26 1991-12-26 Cyclodextrin inclusion food containing allyl isothiocyanate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP03358832A JP3140824B2 (en) 1991-12-26 1991-12-26 Cyclodextrin inclusion food containing allyl isothiocyanate

Publications (2)

Publication Number Publication Date
JPH05176733A true JPH05176733A (en) 1993-07-20
JP3140824B2 JP3140824B2 (en) 2001-03-05

Family

ID=18461341

Family Applications (1)

Application Number Title Priority Date Filing Date
JP03358832A Expired - Fee Related JP3140824B2 (en) 1991-12-26 1991-12-26 Cyclodextrin inclusion food containing allyl isothiocyanate

Country Status (1)

Country Link
JP (1) JP3140824B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6716827B1 (en) * 1998-03-31 2004-04-06 Commissariat A L'energie Atomique Complexes for immobilizing isothiocyanate natural precursors in cyclodextrins, preparation and use
CN115769885A (en) * 2022-11-22 2023-03-10 珠海天禾食品有限公司 Mustard sauce with high allyl isothiocyanate content and preparation method thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6716827B1 (en) * 1998-03-31 2004-04-06 Commissariat A L'energie Atomique Complexes for immobilizing isothiocyanate natural precursors in cyclodextrins, preparation and use
CN115769885A (en) * 2022-11-22 2023-03-10 珠海天禾食品有限公司 Mustard sauce with high allyl isothiocyanate content and preparation method thereof
CN115769885B (en) * 2022-11-22 2023-07-18 珠海天禾食品有限公司 Mustard sauce with high allyl isothiocyanate content and preparation method thereof

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Publication number Publication date
JP3140824B2 (en) 2001-03-05

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