JP5632555B1 - アントシアニン安定化剤及びアントシアニンの安定化方法 - Google Patents
アントシアニン安定化剤及びアントシアニンの安定化方法 Download PDFInfo
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- JP5632555B1 JP5632555B1 JP2014124498A JP2014124498A JP5632555B1 JP 5632555 B1 JP5632555 B1 JP 5632555B1 JP 2014124498 A JP2014124498 A JP 2014124498A JP 2014124498 A JP2014124498 A JP 2014124498A JP 5632555 B1 JP5632555 B1 JP 5632555B1
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- anthocyanin
- anthocyanins
- stabilizer
- delphinidin
- lysine
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- 235000006251 pelargonidin Nutrition 0.000 description 1
- YPVZJXMTXCOTJN-UHFFFAOYSA-N pelargonidin chloride Chemical compound [Cl-].C1=CC(O)=CC=C1C(C(=C1)O)=[O+]C2=C1C(O)=CC(O)=C2 YPVZJXMTXCOTJN-UHFFFAOYSA-N 0.000 description 1
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- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Abstract
Description
本試験では、アントシアニンとしてのデルフィニジン系アントシアニンと、リシン、ヒスチジンのうちのいずれか1種のアミノ酸を含むアントシアニン安定化剤とを混合し、所定期間放置後に残存するアントシアニン量を測定することにより、アントシアニン安定化剤による効果を測定した。
次に、アントシアニン安定化剤に配合されるアミノ酸の配合比率を変化させて、アントシアニンの安定性について試験を行った。
次に、アントシアニン安定化剤が添加されるアントシアニンの種類を変えて、アントシアニンの安定性について試験を行った。
Claims (4)
- リシンを有効成分とし、デルフィニジン系アントシアニンに有効であることを特徴とするアントシアニン安定化剤。
- 請求項1記載のアントシアニン安定化剤において、
前記リシンを前記デルフィニジン系アントシアニンに対して0.01〜1の範囲の質量
比で含むことを特徴とするアントシアニン安定化剤。 - 請求項1又は請求項2記載のアントシアニン安定化剤において、
前記アントシアニン安定化剤は、クワ、クランベリー、ボイセンベリー、スグリ、ハスカップ、ブルーベリー、ブラックベリー、プルーン、ビルベリー、アサイー、ブドウ、ラズベリー、イチゴ、赤キャベツ、ナス、有色米、黒豆、黒ゴマ、有色イモ、ベニイモ、椿、小豆、赤タマネギ、紫タマネギ、シソ、イワキベリー、ウスベニアオイ、紫トウモロコシ、ハックルベリー、リンゴンベリー、及びグズベリーから選択される少なくとも一種の植物から抽出されたアントシアニンに有効であることを特徴とするアントシアニン安定化剤。 - 請求項1〜請求項3のいずれか1項記載のアントシアニン安定化剤を、アントシアニン
含有組成物に添加することを特徴とするアントシアニン安定化方法。
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2016096789A (ja) * | 2014-11-25 | 2016-05-30 | 株式会社えがお | アントシアニン安定化剤及びそれを含有するアントシアニン含有組成物、並びにアントシアニンの安定化方法 |
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WO2023275142A1 (en) | 2021-06-29 | 2023-01-05 | L'oreal | Fragranced cosmetic composition comprising at least one organic acid ester, an anthocyani(di)n dye and a fragrancing material |
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FR3118419A1 (fr) * | 2020-12-30 | 2022-07-01 | L'oreal | Composition cosmétique parfumée comprenant un acide organique, un colorant anthocyani(di)ne naturel et une matière parfumante, et procédé de traitement de matière kératinique et/ou de vêtement mettant en œuvre la composition |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5641259A (en) * | 1979-09-10 | 1981-04-17 | T Hasegawa Co Ltd | Fade-preventing agent for paprika pigment and use thereof |
JPS60137261A (ja) * | 1983-12-27 | 1985-07-20 | Seiwa Kasei Kk | 食用着色料の褪色防止方法 |
JPH09221667A (ja) * | 1996-02-14 | 1997-08-26 | T Hasegawa Co Ltd | 酸化防止剤組成物 |
JP2000119549A (ja) * | 1998-10-15 | 2000-04-25 | Gunze Ltd | 耐光性を改善した紅麹色素、紅麹およびその製造法 |
JP2003000191A (ja) * | 2001-06-25 | 2003-01-07 | Yaegaki Hakko Giken Kk | ベニコウジ色素の光退色防止方法 |
JP2004215570A (ja) * | 2003-01-14 | 2004-08-05 | Nippon Meat Packers Inc | 退色防止食品、退色防止方法及び退色防止食品の製法 |
JP2008079565A (ja) * | 2006-09-28 | 2008-04-10 | Toyo Suisan Kaisha Ltd | 濁りおよび沈殿が防止された植物ポリフェノールとコラーゲンを含む飲食品、並びに飲食品における濁りおよび沈殿の防止方法 |
JP2010521449A (ja) * | 2007-03-15 | 2010-06-24 | オムニカ ゲーエムベーハー | 安定化されたアントシアニン組成物 |
WO2012033523A1 (en) * | 2010-09-10 | 2012-03-15 | Kalamazoo Holding, Inc. | Methods for enhancing the stability of foods, beverages, and cosmetics using natural flavoring blends |
WO2014065369A1 (ja) * | 2012-10-25 | 2014-05-01 | 日本製紙株式会社 | 茶葉抽出物 |
-
2014
- 2014-06-17 JP JP2014124498A patent/JP5632555B1/ja active Active
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5641259A (en) * | 1979-09-10 | 1981-04-17 | T Hasegawa Co Ltd | Fade-preventing agent for paprika pigment and use thereof |
JPS60137261A (ja) * | 1983-12-27 | 1985-07-20 | Seiwa Kasei Kk | 食用着色料の褪色防止方法 |
JPH09221667A (ja) * | 1996-02-14 | 1997-08-26 | T Hasegawa Co Ltd | 酸化防止剤組成物 |
JP2000119549A (ja) * | 1998-10-15 | 2000-04-25 | Gunze Ltd | 耐光性を改善した紅麹色素、紅麹およびその製造法 |
JP2003000191A (ja) * | 2001-06-25 | 2003-01-07 | Yaegaki Hakko Giken Kk | ベニコウジ色素の光退色防止方法 |
JP2004215570A (ja) * | 2003-01-14 | 2004-08-05 | Nippon Meat Packers Inc | 退色防止食品、退色防止方法及び退色防止食品の製法 |
JP2008079565A (ja) * | 2006-09-28 | 2008-04-10 | Toyo Suisan Kaisha Ltd | 濁りおよび沈殿が防止された植物ポリフェノールとコラーゲンを含む飲食品、並びに飲食品における濁りおよび沈殿の防止方法 |
JP2010521449A (ja) * | 2007-03-15 | 2010-06-24 | オムニカ ゲーエムベーハー | 安定化されたアントシアニン組成物 |
WO2012033523A1 (en) * | 2010-09-10 | 2012-03-15 | Kalamazoo Holding, Inc. | Methods for enhancing the stability of foods, beverages, and cosmetics using natural flavoring blends |
WO2014065369A1 (ja) * | 2012-10-25 | 2014-05-01 | 日本製紙株式会社 | 茶葉抽出物 |
Non-Patent Citations (3)
Title |
---|
JPN6014030359; Tsung-Yen Wu, et al.: 'Effect of Antioxidant Activity and Functional Properties of Chingshey Purple Sweet Potato Fermented' Journal of Food Science vol.71 no.1, 2012, p.M2-M8 * |
JPN6014030362; S. Asen, et al.: 'Co-pigmentation of anthocyanins in plant tissues and its effect on color' Phytochemistry vol.11 no.3, 197203, p.1139-1144 * |
JPN6014038472; 冨田裕一郎ほか: 'アミノ・カルボニル反応生成物の抗酸化性に関する研究(第1報):アミノ酸およびアミノ酸と糖反応生成物の' 鹿兒島大學農學部學術報告 vol.21, 19710925, p.153-160 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016096789A (ja) * | 2014-11-25 | 2016-05-30 | 株式会社えがお | アントシアニン安定化剤及びそれを含有するアントシアニン含有組成物、並びにアントシアニンの安定化方法 |
WO2023275142A1 (en) | 2021-06-29 | 2023-01-05 | L'oreal | Fragranced cosmetic composition comprising at least one organic acid ester, an anthocyani(di)n dye and a fragrancing material |
CN113796480A (zh) * | 2021-09-22 | 2021-12-17 | 合肥工业大学 | 一种提高玫瑰花蕾饮料中花色苷稳定性的方法 |
CN115844013A (zh) * | 2022-12-01 | 2023-03-28 | 合肥工业大学 | 一种提高黑果枸杞中原花青素稳定性的方法 |
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