JPS5985279A - Preventing animal or plant from blackening or browning - Google Patents

Preventing animal or plant from blackening or browning

Info

Publication number
JPS5985279A
JPS5985279A JP19581982A JP19581982A JPS5985279A JP S5985279 A JPS5985279 A JP S5985279A JP 19581982 A JP19581982 A JP 19581982A JP 19581982 A JP19581982 A JP 19581982A JP S5985279 A JPS5985279 A JP S5985279A
Authority
JP
Japan
Prior art keywords
blackening
extract
browning
plant
wood
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.)
Pending
Application number
JP19581982A
Other languages
Japanese (ja)
Inventor
Ryutaro Fukazawa
深沢 立太郎
Takao Ito
隆夫 伊藤
Yasuaki Matsuda
松田 泰彰
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.)
Seiwa Kasei Co Ltd
Original Assignee
Seiwa Kasei 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
Application filed by Seiwa Kasei Co Ltd filed Critical Seiwa Kasei Co Ltd
Priority to JP19581982A priority Critical patent/JPS5985279A/en
Publication of JPS5985279A publication Critical patent/JPS5985279A/en
Pending legal-status Critical Current

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

Abstract

PURPOSE:To prevent an animal or plant which will blacken or brown by the action of o-diphenol oxidase from blackening or browning, by using an extract of wood and/or hinokitiol. CONSTITUTION:Various kinds of wood such as pine tree, Japan cedar, cherry tree, sun tree, lauan, etc. are extracted with hot water, ethanol, etc. to give an extract and/or hinokitiol, which is brought into contact with an animal or plant such as mushroom, peeled apple, prawn, crab, etc. which will blacken or brown by the action of o-diphenol oxidase.

Description

【発明の詳細な説明】 本発明は木材抽出物及び/又はヒノキチオ−/I/ f
 g−ジシエノールオキシダーゼ活性ヲ有スる動・植物
と接触させることにより、動・植物の黒変乃至褐変を防
止する方法に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention provides wood extract and/or hinokichio-/I/f
The present invention relates to a method for preventing blackening or browning of animals and plants by bringing them into contact with animals and plants that have g-dicyenol oxidase activity.

0−ジフェノールオキシダーゼは別名チロシナーゼ、カ
テコールオキシダーゼ、フェノラーゼ、ポリフェノール
オキシダーゼ等の名でも呼ばれているが、本態は分子状
酸素によりモノフェノール類をO−ジフェノールに、更
に0−キノンに酸化する反応を触媒する酵素である。例
エバチロシンはジヒドロキシフェニルアラニン(DOP
A ) 、ドパキノンに酸化され、更に一連の化学変化
、酸化、重合を経てメラニン色素を生ずる。本酵累は動
・植物に広く分布存在しており、屡々食品の品質低下の
原因になっている。
O-diphenol oxidase is also called tyrosinase, catechol oxidase, phenolase, polyphenol oxidase, etc., but its true nature is a reaction in which monophenols are oxidized to O-diphenol and then to 0-quinone using molecular oxygen. It is an enzyme that catalyzes For example, evatyrosine is dihydroxyphenylalanine (DOP)
A) is oxidized to dopaquinone, which then undergoes a series of chemical changes, oxidation, and polymerization to produce melanin pigment. This fermentation is widely distributed in animals and plants, and is often the cause of deterioration in the quality of foods.

マジシュルーム等茸類の黒変、皮をむいたリンゴや馬鈴
著尋の褐変、又えび、かに等の黒変も全て0−ジフェノ
ールオキシダーゼの作用である。
The blackening of mushrooms such as mushrooms, the browning of peeled apples and potatoes, and the blackening of shrimp, crabs, etc. are all caused by the action of 0-diphenol oxidase.

従来このような黒・褐変現象を防止するために、酸処理
、食塩処理等数々の方法がとられてきたが何れも満足出
来る効果は見られなかった。
In order to prevent such blackening/browning phenomena, various methods such as acid treatment and salt treatment have been used in the past, but no satisfactory effect has been found in any of them.

唯SO□のみは黒・褐変防止に有効に働くが、人体に及
ぼすS02の影響は好ましいものではなく、ためにわが
国の食品衛生法では、えびでは1100PP以下、その
他では30 PPM以下と残存規制を実施している。従
って安全性の高い黒・褐変防止剤の出現を望む声は極め
て、筒<、多種多様の研究が行なわれてきているが、未
だ満足できる物質は見出されていない。
Only SO□ is effective in preventing blackening and browning, but the effects of S02 on the human body are not favorable, and for this reason, Japan's Food Sanitation Law requires residual levels of less than 1100PP for shrimp and less than 30PPM for other foods. It is being implemented. Therefore, there is an extremely high demand for the emergence of a highly safe blackening/browning inhibitor, and although a wide variety of studies have been conducted, no satisfactory substance has yet been found.

本発明者等は多年に亘って数多くの研究を重ねた結果、
木材抽出物が0−ジフェノールオキシダーゼの作用を抑
制する事実を発見し、更に檜月中には特に強力な抑制作
用があることを見出し、その本態がヒノキチオールの相
加作用によるものであることをつきとめて本発明を完成
した。
As a result of many years of extensive research, the inventors of the present invention found that
They discovered that wood extract inhibits the action of 0-diphenol oxidase, and further discovered that Hinoki citrus has a particularly strong inhibitory effect, and found that the essence of this was due to the additive effect of hinokitiol. This led to the completion of the present invention.

本発明の知見によれば、木材は種類を特定することなく
、o−ノフェノールオキシダーゼ抑制作用物質は材部に
広く分布していることが判明した。即ち、同一の方法で
抽出を試みて。−ジフェノールオキシダーゼの抑制に効
果の見られた木材は、松、櫟、杉、桜、檜、楠、榊、ラ
ワン、釘等実験した全てであったが特に檜については強
力な効果があった。
According to the findings of the present invention, it has been found that the o-nophenol oxidase inhibitory substance is widely distributed in the wood, without specifying the type of wood. That is, try to extract using the same method. - All the woods tested were found to be effective in inhibiting diphenol oxidase, including pine, oak, cedar, cherry, cypress, camphor, sakaki, lauan, and nail, but cypress had a particularly strong effect. .

抽出液の製法としては、常法例えばそれぞれの木材の鋸
屑を熱水抽出するか、エタノール抽出物を工、タノール
留去後水に転溶する方法等がある。各木材よシュ方法で
抽出された抽出物の量は次の通りであった。
Extracts can be produced by conventional methods, such as extracting sawdust from each type of wood with hot water, or extracting an ethanol extract by distilling off ethanol and dissolving it in water. The amounts of extracts extracted by each wood washing method were as follows.

A(1):熱水抽出物((抽出固形物/木材+x100
)B(イ):エタノール抽出抜水転溶抽出物(同上)液
性は倒れの抽出物もPH5,0〜6.0の範囲にあった
。これら抽出物の0−ジフェノールオキシダーゼ抑制効
果の判定は、次のようなin vitro実験法によっ
た。
A (1): Hot water extract ((extracted solids/wood + x100
)B(a): Ethanol extraction and water transfer extract (same as above) The pH of the liquid extract was in the range of 5.0 to 6.0. The 0-diphenol oxidase inhibitory effect of these extracts was determined by the following in vitro experimental method.

試験管にチロシン飽和溶液、8 ntを採シ、各抽出液
を1−加えた後0=ジフエノールオキシダーゼ(シfマ
社製、マツシュルーム由来2000U/m9) 400
’ U/14の1−を加え室温に放置した。
Collect 8 nt of tyrosine saturated solution in a test tube, add 1-1 of each extract, then 0=diphenol oxidase (manufactured by Shifma, 2000 U/m9 derived from pine mushroom) 400
'U/14 1- was added and left at room temperature.

抽出液1−の代りに水’1 m7!を加えた対照は混和
後1〜2分間で淡茶色を呈し、1〜2時間で淡紫色にな
シ以後黒変したが、各抽出物を加えた群は48時間経過
後も何隻変色しなかった。
Water '1 m7 instead of extract 1-! The control to which each extract was added exhibited a light brown color within 1 to 2 minutes after mixing, turned light purple within 1 to 2 hours, and then turned black, but the groups to which each extract was added did not change color even after 48 hours. There wasn't.

60時間の経過後では檜を除く抽出液を加えた群では試
験管上部から極く淡い禁色を呈し、72時間後には試験
管全体に淡い紫色になった。
After 60 hours had elapsed, in the group to which the extract excluding the Japanese cypress was added, a very faint color was observed from the top of the test tube, and after 72 hours, the entire test tube had turned pale purple.

檜抽出液を加多た試験管は144時間を経過しても変色
しなかった。in vivo の実験はえび、マツシュ
ルームについて行なわれた。、各抽出液と短時間接触さ
せた後保存して黒変を観察したユルーム共24〜48時 間抜には黒変がみられたが、抽出液と接触した群は長時
間黒変が防止され、特に檜抽出液と接触した群はよシ強
力に黒変が防止された。対照として一般的常用濃度範囲
のs02溶液と接触した群は黒変を強く防止したが、木
材抽出液の黒変防止力はより強力であった。
The test tube containing the Japanese cypress extract did not change color even after 144 hours. In vivo experiments were conducted on shrimp and pine mushrooms. The blackening was observed for 24 to 48 hours after storage and observation of blackening after being in contact with each extract for a short time, but blackening was prevented in the group that was in contact with the extract for a long time. Black discoloration was strongly prevented, especially in the group that came into contact with the cypress extract. As a control, the group contacted with the S02 solution in the commonly used concentration range strongly prevented blackening, but the wood extract had a stronger anti-blackening ability.

本発明者等は檜抽出液中の特殊成分について勘案し、七
員環化合物であるヒノキチオールを想定して前記in 
vitro実験を実施したところ極ルオキシダーゼ抑制 効果がみられた。
The present inventors took into account the special components in the hinoki cypress extract, assumed hinokitiol, a seven-membered ring compound, and prepared the above-mentioned in.
When an in vitro experiment was conducted, polar oxidase inhibitory effects were observed.

ヒノキチオール(1mν讐) 1 me、を試験管にと
9、チロシン飽和法is7!、0−ジフェノールオキシ
ダーゼ(400U/me ) 1 mlを加えて混合し
室温に放置して144時間観察するも全く変色しなかっ
た。なおPHに5.5で何隻0−シフエノールオキシダ
ーゼ活性を阻害するPHではなかった。ヒノキチオール
につきえびの黒変防止効果を験したところその作用は顕
著であり、檜以外の木材抽出液に加えた実験では明らか
に相加作用がみられた。
Hinokitiol (1 mνen) 1 me in a test tube and 9, tyrosine saturation method is7! , 1 ml of 0-diphenol oxidase (400 U/me) was added, mixed, left at room temperature, and observed for 144 hours, but there was no discoloration at all. It should be noted that a pH of 5.5 did not inhibit 0-cyphenol oxidase activity. When hinokitiol was tested to prevent blackening of shrimp, its effect was remarkable, and in experiments in which it was added to extracts from woods other than cypress, an additive effect was clearly seen.

〔実施例1〕エビの黒変防止 活マキエビ50尾を10尾宛5群に分け、それぞれ1,
2,3,4.5と番号を付した。
[Example 1] Preventing blackening of shrimp 50 live shrimp were divided into 5 groups of 10 shrimp each, and
Numbered 2, 3, 4.5.

ラワン鋸屑1007を水1!に浸漬した後、80℃で2
0分間熱抽出し、木綿袋で濾過し−て液520−を得、
これをAとした。
1007 parts of lauan sawdust to 1 part of water! 2 at 80℃ after immersion in
Heat extracted for 0 minutes and filtered through a cotton bag to obtain liquid 520-.
This was designated as A.

次にラワン鋸屑100 f!−にエタノール500ゴを
加え一晩室温で放置した後、p紙で涙過し、F液をフラ
ッシュ・エバポレーターにかけエタノールを留芸し、黄
褐色の112−を得た。これに水30−を加えて振盪し
、不溶部を除去し水層をBとした。
Next, 100 f of lauan sawdust! After adding 500 grams of ethanol to the solution and leaving it at room temperature overnight, it was filtered through P paper, and the solution F was applied in a flash evaporator to remove the ethanol, yielding yellowish brown 112-. To this was added 30% of water and shaken, the insoluble portion was removed and the aqueous layer was designated as B.

亜硫酸水素ナトリウム1.62?を水lI/に溶かし、
これをCとした。実験は次のようにして行なった。
Sodium bisulfite 1.62? Dissolve in water lI/,
This was designated as C. The experiment was conducted as follows.

それぞれの液に、水冷死させたマキエビを1分間浸漬し
てから引き揚げ、プラスチック容器に区別して入れ、3
℃に放置したところ黒変化−は次の辿りであった。
Water-cooled shrimps were immersed in each solution for 1 minute, then pulled out and placed separately in plastic containers.
When left at ℃, the black change was as follows.

上記表中、−は黒変なし、十は黒変、 数字は尾数 〔実施例2〕 採υたてのマツシュルーム25コヲ5’−1宛5群に分
け、それぞれに1.2,3,4.5の番号を付した。
In the above table, - indicates no blackening, 10 indicates blackening, and the number indicates the number of fish [Example 2] 25 freshly harvested pine mushrooms were divided into 5 groups at 5'-1, each with 1.2, 3, and 4 It was numbered .5.

檜鋸屑100Ltを水1に°に浸漬した後80℃で20
分間熱抽出し、木綿袋で濾過して液540ゴを得、これ
をAとした。
100 Lt of cypress sawdust was immersed in 1° of water and then heated to 80°C for 20°.
The mixture was extracted with heat for a minute and filtered through a cotton bag to obtain 540 g of liquid, which was designated as A.

杉鋸屑を上記と同様にして抽出し、抽出液490 ml
を得、これをBとした。
Extract the cedar sawdust in the same manner as above, and make 490 ml of the extract.
This was designated as B.

また亜硫酸水素ナトリウム0.5g−を水1!に溶かし
、これをCとした。丈験は次のようにして行なった。
Also, add 0.5 g of sodium bisulfite to 1 portion of water! This was designated as C. The test was conducted as follows.

1のマツシュルーム5コをAに5秒浸i5X、2のマッ
シュルーム5コヲnニ5秒ffff、3の1ツシュルー
ム5コf、Cに5 秒置i、4のマツシュルーム5コを
水に5秒浸i、5のマツシュルーム5コバ無処理。
Soak the 5 pine mushrooms from step 1 in A for 5 seconds i 5 i, 5 pine mushrooms untreated.

黒変化は次の通シであった。The black change was as follows.

上記表中、−は黒変なし、+は黒変、 数字は個数 〔実施例3〕 活マキエビ40尾を10尾宛4群に分け、それぞれ1.
2,3.4と番号を付した。
In the above table, - means no blackening, + means blackening, and the number means the number of pieces [Example 3] 40 live Japanese prawns were divided into 4 groups of 10 shrimp each.
Numbered 2, 3.4.

松鋸屑500?を水5!に浸漬した後8o℃で20分間
熱抽出し、木綿袋で濾過した液2750ゴを得てAとし
た。
Pine sawdust 500? Water 5! After immersion in water, heat extraction was carried out at 8°C for 20 minutes, and 2,750 g of liquid was obtained by filtering through a cotton bag.

ヒノキチオール1001n9に水100−を加え、加温
溶解しBとした・ A30m1にヒノキチオール5orn9を溶解してCと
した。
100 - of water was added to hinokitiol 1001n9 and dissolved under heating to obtain B.Hinokitiol 5orn9 was dissolved in A30ml to obtain C.

実験は次のようにして行なった。The experiment was conducted as follows.

それぞれの液に、水冷死させたマキエビを1分間浸漬し
てから引き揚げ、グラスチック容器に区別して入れ、3
℃に放置したところ黒変化は次の通りであった。
Water-cooled shrimps were immersed in each solution for 1 minute, then pulled out and placed separately in glass containers.
When left at ℃, the black change was as follows.

Claims (1)

【特許請求の範囲】[Claims] 0−ジフェノールオキシダーゼの作用によって黒変乃至
褐変する動・植物を木材抽出物及び/又はヒノキチオー
ルと接触させることを特徴とする黒変乃至褐変の防止方
法。
1. A method for preventing blackening or browning, which comprises contacting animals and plants that turn black or brown due to the action of O-diphenol oxidase with a wood extract and/or hinokitiol.
JP19581982A 1982-11-08 1982-11-08 Preventing animal or plant from blackening or browning Pending JPS5985279A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP19581982A JPS5985279A (en) 1982-11-08 1982-11-08 Preventing animal or plant from blackening or browning

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP19581982A JPS5985279A (en) 1982-11-08 1982-11-08 Preventing animal or plant from blackening or browning

Publications (1)

Publication Number Publication Date
JPS5985279A true JPS5985279A (en) 1984-05-17

Family

ID=16347518

Family Applications (1)

Application Number Title Priority Date Filing Date
JP19581982A Pending JPS5985279A (en) 1982-11-08 1982-11-08 Preventing animal or plant from blackening or browning

Country Status (1)

Country Link
JP (1) JPS5985279A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62236440A (en) * 1986-04-08 1987-10-16 Seiwa Kasei Kk Freshness retention of mushroom
JPH02234638A (en) * 1989-03-08 1990-09-17 Ajinomoto Co Inc Method for keeping freshness of plant
US5811114A (en) * 1996-06-12 1998-09-22 E-L Management Corp. Stabilized hinokitiol and compositions containing same
US6183748B1 (en) * 1999-02-03 2001-02-06 Topics Co., Ltd. Method of manufacturing an aromatic anti-bacterial agent containing hinokitiol
CN103404513A (en) * 2013-07-08 2013-11-27 成都久森农业科技有限公司 Potato seed dormancy extension agent of potatoes and using method thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62236440A (en) * 1986-04-08 1987-10-16 Seiwa Kasei Kk Freshness retention of mushroom
JPH02234638A (en) * 1989-03-08 1990-09-17 Ajinomoto Co Inc Method for keeping freshness of plant
US5811114A (en) * 1996-06-12 1998-09-22 E-L Management Corp. Stabilized hinokitiol and compositions containing same
US6183748B1 (en) * 1999-02-03 2001-02-06 Topics Co., Ltd. Method of manufacturing an aromatic anti-bacterial agent containing hinokitiol
US6391347B1 (en) 1999-02-03 2002-05-21 Topics Co., Ltd. Method of manufacturing an aromatic anti-bacterial agent containing hinokitiol
CN103404513A (en) * 2013-07-08 2013-11-27 成都久森农业科技有限公司 Potato seed dormancy extension agent of potatoes and using method thereof

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