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JPS6232911B2 - - Google Patents
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JPS6232911B2 - - Google Patents

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Publication number
JPS6232911B2
JPS6232911B2 JP53126067A JP12606778A JPS6232911B2 JP S6232911 B2 JPS6232911 B2 JP S6232911B2 JP 53126067 A JP53126067 A JP 53126067A JP 12606778 A JP12606778 A JP 12606778A JP S6232911 B2 JPS6232911 B2 JP S6232911B2
Authority
JP
Japan
Prior art keywords
foods
flavonoids
quercetin
drinks
present
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.)
Expired
Application number
JP53126067A
Other languages
Japanese (ja)
Other versions
JPS5554883A (en
Inventor
Mizuo Yajima
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.)
Asama Chemical Co Ltd
Original Assignee
Asama Chemical 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 Asama Chemical Co Ltd filed Critical Asama Chemical Co Ltd
Priority to JP12606778A priority Critical patent/JPS5554883A/en
Publication of JPS5554883A publication Critical patent/JPS5554883A/en
Publication of JPS6232911B2 publication Critical patent/JPS6232911B2/ja
Granted legal-status Critical Current

Links

Landscapes

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

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は、フラボノイドとアミノ酸を配合して
飲食品の酸化を防止する方法に関するものであ
る。飲食品の中には、酸化により、風味の劣化、
褐変、退色などを生じ、商品価値を損なうものが
数多くある。特に油脂ないし油脂を含有する飲食
品ではそれが著しく、最悪の場合は食中毒さえひ
きおこす。 本発明は、特定のフラボノイドと特定のアミノ
酸とを組合わせて飲食品に配合することにより飲
食品の酸化を防止するものである。 フラボノイドおよびアミノ酸の抗酸化力は弱
く、それぞれ単品では飲食品の酸化防止剤として
使用することはむずかしいが、両者を組合わせる
ことにより、抗酸化力は飛躍的に増加する。 本発明におけるフラボノイドとは黄色の色素化
合物を総称したものであり、これにはカルコン
類、フラバン類、フラボノール類、フラバノノー
ル類、フラバノール類(カテキン類)、イソフラ
ボン類、アントシアン類が含まれる。本発明に用
いられるフラボノイドの具体例としてはフラボノ
ール類に属するものとしてケルセチン、ケンフエ
ロール、フラバノン類に属するものとしてナリン
ゲニン、ヘスペレチン、フラバノノール類に属す
るものとしてタキシホリン等が挙げられ、更にカ
テキン類(フラバノール類)に属するもの、その
他ゴシペチン、フエルバセチン等が挙げられる。
例えば、上記フラボノイドのひとつであるケルセ
チン(クエルセチンとも称する)は下記構造式か
らなるものであり、自然界にきわめて多く存在
し、ほとんど配糖体として存在する。 また本発明におけるアミノ酸としては、メチオ
ニン、トリプトフアン、ヒスチジン、チロシン、
スレオニン、アルギニン、アラニン、グリシン、
グルタミン酸、リジン等が挙げられる。 本発明において、フラボノイドとアミノ酸の添
加量は通常、原料ないし製品に対しそれぞれ
0.002〜0.2%である。 本発明の対象となる飲食品としては、酸化によ
り品質の劣化がおきるもの全てを含む。例えば大
豆油、ゴマ油、パーム油、ラード、シヨートニン
グ、マーガリン、即席麺、粉末、液体スープ、フ
ライ食品、水・蓄練製品、凍結・噴霧乾燥食品、
果汁、果汁飲料、炭酸飲料、漬物、菓子などがあ
る。 本発明のフラボノイドの一種とアミノ酸の一種
を添加することにより長期保存しても酸化が防止
された飲食品が得られる。 次に実施例を示し本発明を更に詳しく説明す
る。 実施例 1 アミノ酸の代表としてメチオニンを用い、各種
フラボノイドと組合わせて相乗作用を検討した。
ラードへのメチオニン、フラボノイドの添加量は
0.01%であり抗酸化力は誘導期間で測定した。結
果を第1表に示す。フラボノイドの種類により差
はあるが顕著な相乗性が認められた。 尚、ナリンゲニン等のフラボノイドは和光純薬
工業(株)製のものを用いた(実施例2〜6につ
いても同様)。
The present invention relates to a method for preventing oxidation of foods and drinks by blending flavonoids and amino acids. Some foods and beverages may deteriorate in flavor due to oxidation.
There are many things that cause browning, fading, etc., which impair commercial value. This is especially noticeable with fats and oils and foods and drinks that contain fats and oils, and in the worst case, it can even cause food poisoning. The present invention prevents oxidation of foods and drinks by incorporating a combination of a specific flavonoid and a specific amino acid into the foods and drinks. The antioxidant power of flavonoids and amino acids is weak, and it is difficult to use each individually as an antioxidant in foods and drinks, but by combining the two, the antioxidant power can be dramatically increased. Flavonoid in the present invention is a general term for yellow pigment compounds, and includes chalcone, flavan, flavonol, flavanonol, flavanol (catechin), isoflavone, and anthocyan. Specific examples of flavonoids used in the present invention include quercetin and kaempferol as belonging to flavonols, naringenin and hesperetin as belonging to flavanones, taxifolin as belonging to flavanonols, and catechins (flavanols). , gossypetin, fervacetin, and the like.
For example, quercetin (also referred to as quercetin), which is one of the above-mentioned flavonoids, has the following structural formula, and exists in extremely large quantities in nature, mostly as glycosides. In addition, the amino acids in the present invention include methionine, tryptophan, histidine, tyrosine,
threonine, arginine, alanine, glycine,
Examples include glutamic acid and lysine. In the present invention, the amounts of flavonoids and amino acids added are usually determined for each raw material or product.
It is 0.002-0.2%. Foods and drinks targeted by the present invention include all foods whose quality deteriorates due to oxidation. For example, soybean oil, sesame oil, palm oil, lard, snow toning, margarine, instant noodles, powders, liquid soups, fried foods, water/mixture products, frozen/spray-dried foods,
There are fruit juices, fruit juice drinks, carbonated drinks, pickles, sweets, etc. By adding one type of flavonoid and one type of amino acid of the present invention, food and drink products that are prevented from oxidation even after long-term storage can be obtained. Next, the present invention will be explained in more detail with reference to Examples. Example 1 Using methionine as a representative amino acid, synergistic effects were investigated in combination with various flavonoids.
The amount of methionine and flavonoids added to lard is
0.01%, and the antioxidant power was measured during the induction period. The results are shown in Table 1. Although there were differences depending on the type of flavonoid, remarkable synergism was observed. The flavonoids such as naringenin were manufactured by Wako Pure Chemical Industries, Ltd. (the same applies to Examples 2 to 6).

【表】 実施例 2 フラボノイドの代表としてケルセチンを用い、
各種アミノ酸と組合せて相乗作用を検討した。 ラードにケルセチン、各種アミノ酸をそれぞれ
0.01%ずつ添加し、抗酸化力を誘導期間で測定し
た。結果を第2表に示す。アミノ酸の種類により
差はあるが、顕著な相乗作用が認められた。
[Table] Example 2 Using quercetin as a representative of flavonoids,
Synergistic effects were investigated in combination with various amino acids. Quercetin and various amino acids in lard
It was added in 0.01% increments and the antioxidant power was measured during the induction period. The results are shown in Table 2. Although there were differences depending on the type of amino acid, a significant synergistic effect was observed.

【表】 実施例 3 スケソーすり身1Kg、ホツケすり身750g、豚
脂210g、ゼラチン100g、小麦澱粉33g、調味香
辛料77g、活性グルテン180g、ケルセチン0.35
g、ヒスチジン0.35g(ケルセチンとヒスチジン
はあらかじめ豚脂に溶かしておく)、水900gを加
えてエマルジヨンを作り、塩化ビニリデンケーシ
ングに充填、結さつ後、120℃、4分加熱して魚
肉ソーセージを作つた。対照としてケルセチン、
ヒスチジン無添加魚肉ソーセージを作り、過酸化
物価(POV)の経時変化を調べた結果(第3
表)顕著な差で添加群が優れていた。
[Table] Example 3 Sukeso surimi 1kg, hotsuke surimi 750g, pork fat 210g, gelatin 100g, wheat starch 33g, seasoning spices 77g, active gluten 180g, quercetin 0.35
g, histidine 0.35 g (dissolve quercetin and histidine in pork fat in advance), and 900 g of water to make an emulsion, fill it in a vinylidene chloride casing, tie it, and heat it at 120℃ for 4 minutes to make fish sausage. I made it. Quercetin as a control;
Results of making histidine-free fish sausage and examining changes in peroxide value (POV) over time (Part 3)
Table) The added group was superior with a significant difference.

【表】 実施例 4 小麦粉1Kgにナリンゲニン0.05g、アラニン
0.1gを練り水280gに分散溶解させて添加し、常
法通り製麺して、145℃、2分間、ラードとパー
ム油を等量まぜた油で揚げて即席麺を作つた。こ
れを50℃45日間保存しPOVを測定したところ、
無添加群のPOVは68に対しナリンゲニン、アラ
ニン添加群のそれは12であり、顕著な効果が認め
られた。 実施例 5 ラード100Kgにエピカテキン5g、メチオニン
5gを分散溶解し、保存性のよいラードを製造し
た。このものを50℃オーブンテストにてPOVの
経時変化を調べたが、60日後でも4.8ときわめて
低かつた。 実施例 6 コーン油81.5%、水分16.0%、スキムミルク1.6
%、食塩2%、乳化剤0.5%、ビタミンA5000I・
U/100g、β―カロチン1000I・U/100g、ヘ
スペレチン0.01%、リジン0.01%の処方で常法に
よりマーガリンを製造した。 このものを50℃オーブンテストにてPOVの経
時変化を調べたが、20日で1.8、40日で2.5、80日
で14.6であつた。
[Table] Example 4 0.05g of naringenin and alanine in 1kg of wheat flour
0.1 g was dispersed and dissolved in 280 g of kneading water and added, and the noodles were made in a conventional manner, and then fried for 2 minutes at 145°C in oil containing equal amounts of lard and palm oil to make instant noodles. When this was stored at 50℃ for 45 days and the POV was measured,
The POV of the non-additive group was 68, while that of the naringenin and alanine added group was 12, indicating a significant effect. Example 5 5 g of epicatechin and 5 g of methionine were dispersed and dissolved in 100 kg of lard to produce lard with good preservability. This product was subjected to a 50°C oven test to examine the change in POV over time, and even after 60 days it was extremely low at 4.8. Example 6 Corn oil 81.5%, water 16.0%, skim milk 1.6%
%, salt 2%, emulsifier 0.5%, vitamin A5000I・
Margarine was produced by a conventional method with a formulation of U/100g, β-carotene 1000I.U/100g, hesperetin 0.01%, and lysine 0.01%. This product was subjected to a 50°C oven test to examine the change in POV over time, and it was 1.8 at 20 days, 2.5 at 40 days, and 14.6 at 80 days.

Claims (1)

【特許請求の範囲】[Claims] 1 ケルセチン、ナリンゲニン、ヘスペレチン、
タキシホリン、ゴシペチン、フエルバセチン、カ
テキン類からなる群より選ばれたフラボノイド
と、メチオニン、トリプトフアン、ヒスチジン、
チロシン、スレオニン、アルギニン、アラニン、
グリシン、グルタミン酸、リジンよりなる群より
選ばれたアミノ酸とを配合することを特徴とする
飲食品の酸化防止方法。
1 Quercetin, naringenin, hesperetin,
Flavonoids selected from the group consisting of taxifolin, gossypetin, fervacetin, and catechins, methionine, tryptophan, histidine,
Tyrosine, threonine, arginine, alanine,
A method for preventing oxidation of foods and drinks, which comprises blending an amino acid selected from the group consisting of glycine, glutamic acid, and lysine.
JP12606778A 1978-10-16 1978-10-16 Prevention of oxidation of food and drink Granted JPS5554883A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP12606778A JPS5554883A (en) 1978-10-16 1978-10-16 Prevention of oxidation of food and drink

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP12606778A JPS5554883A (en) 1978-10-16 1978-10-16 Prevention of oxidation of food and drink

Publications (2)

Publication Number Publication Date
JPS5554883A JPS5554883A (en) 1980-04-22
JPS6232911B2 true JPS6232911B2 (en) 1987-07-17

Family

ID=14925792

Family Applications (1)

Application Number Title Priority Date Filing Date
JP12606778A Granted JPS5554883A (en) 1978-10-16 1978-10-16 Prevention of oxidation of food and drink

Country Status (1)

Country Link
JP (1) JPS5554883A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107996662A (en) * 2012-04-24 2018-05-08 西姆莱斯有限公司 Complexing of metal ion compound is used for the purposes of flavor-stable

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1047924C (en) * 1995-07-19 2000-01-05 中山大学 Antioxygenic fishy removing method for sea-product extraction liquid
KR100318043B1 (en) * 1999-02-19 2001-12-22 정수용 Instant noodle fried by hydrogenated vegetable oil and method for manufacturing the same
FR2815227B1 (en) * 2000-10-17 2003-04-11 Schwartz Laboratoires Robert ANTI-STRESS COMPOSITION FOR PRIMARY INCORPORATION IN NUTRITIONAL VEHICLES
JP4995441B2 (en) * 2005-07-04 2012-08-08 ホーユー株式会社 Oxidative hair dye composition
JP4790561B2 (en) * 2006-10-12 2011-10-12 東洋精糖株式会社 Flavonoid composition, production method and use thereof
JP6926350B1 (en) * 2021-01-29 2021-08-25 キユーピー株式会社 Acidic water-oil type emulsified food and its method for improving the color of the food during baking

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107996662A (en) * 2012-04-24 2018-05-08 西姆莱斯有限公司 Complexing of metal ion compound is used for the purposes of flavor-stable

Also Published As

Publication number Publication date
JPS5554883A (en) 1980-04-22

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