Auto-Oxidation Products of Astaxanthin

被引：38

作者：

Etoh, Hideo ^{[2
,3
]}

Suhara, Mika ^{[3
]}

Tokuyama, Sinji ^{[3
]}

Kato, Hideaki ^{[3
]}

Nakahigashi, Rie ^{[4
]}

Maejima, Yasunori ^{[2
]}

Ishikura, Masaharu ^{[4
]}

Terada, Yukimasa ^{[5
]}

Maoka, Takashi ^{[1
]}

机构：

[1] Res Inst Prod & Dev, Sakyo Ku, Kyoto 6060805, Japan

[2] Shizuoka Univ, Grad Sch Sci & Technol, Suruga Ku, Shizuoka 4228529, Japan

[3] Shizuoka Univ, Fac Agr, Suruga Ku, Shizuoka 4228529, Japan

[4] Yamaha Motor Co LTD, Res & Dev Operat, Life Sci Business Div, Shizuoka 4370061, Japan

[5] Meijo Univ, Ctr Comp & Technol, Tempaku Ku, Nagoya, Aichi 4688502, Japan

来源：

JOURNAL OF OLEO SCIENCE | 2012年 / 61卷 / 01期

关键词：

auto-oxidation; astaxanthin; apoastaxanthinal; apoastaxanthinone; stable molecular energy calculation; BETA-CAROTENE; CLEAVAGE PRODUCTS; PEROXYNITRITE; LYCOPENE;

D O I：

10.5650/jos.61.17

中图分类号：

O69 [应用化学];

学科分类号：

070301 [无机化学];

摘要：

The auto-oxidation products of astaxanthin were investigated. Astaxanthin was allowed to react with atmospheric oxygen at 55 C in the dark for 35 days. A series of oxidative cleavage products, 7-apoastaxanthinal (1), 9-apoastaxanthinone (2), 11-apoastaxanthinal (3), 13-apoastaxanthinone (4), 15-apoastaxanthinal (5), 14'-apoastaxanthinal (6), 12'-apoastaxanthinal (7), 10'-apoastaxanthinal (8), and 8'-apoastaxanthinal (9), were identified. Among them, 3 and 6 were isolated and characterized for the first time. Cleavage of the double bond in astaxanthin was discussed on the basis of the calculation of the stable molecular energy.

引用

页码：17 / 21

页数：5

共 15 条

[1]

Britton G., 1998, CAROTENOIDS, V3

[2]

Britton George., 2004, Carotenoids

[3]

Cleavage products of lycopene produced by in vitro oxidations:: Characterization and mechanisms of formation [J].

Caris-Veyrat, C ;

Schmid, A ;

Carail, M ;

Böhm, V .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (25) :7318-7325

[4]

CHARACTERIZATION OF PRODUCTS FORMED DURING THE AUTOXIDATION OF BETA-CAROTENE [J].

HANDELMAN, GJ ;

VANKUIJK, FJGM ;

CHATTERJEE, A ;

KRINSKY, NI .

FREE RADICAL BIOLOGY AND MEDICINE, 1991, 10 (06) :427-437

[5]

Reaction of Astaxanthin with Peroxynitrite [J].

Hayakawa, Tsutomu ;

Kulkarni, Aditya ;

Terada, Yukimasa ;

Maoka, Takashi ;

Etoh, Hideo .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2008, 72 (10) :2716-2722

[6]

Formation of cleavage products by autoxidation of lycopene [J].

Kim, SJ ;

Nara, E ;

Kobayashi, H ;

Terao, J ;

Nagao, A .

LIPIDS, 2001, 36 (02) :191-199

[7]

Nickel peroxide induced oxidation of canthaxanthin [J].

Lutz-Röder, A ;

Jezussek, M ;

Winterhalter, P .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (05) :1887-1891

[8]

Maoka T., 2010, FUNCTIONAL FOODS E, P85

[9]

BIOLOGICAL FUNCTIONS AND ACTIVITIES OF ANIMAL CAROTENOIDS [J].

MIKI, W .

PURE AND APPLIED CHEMISTRY, 1991, 63 (01) :141-146

[10]

Preparative isolation and characterization of some minor impurities of astaxanthin by high-performance liquid chromatography [J].

Rao, RN ;

Alvi, SN ;

Rao, BN .

JOURNAL OF CHROMATOGRAPHY A, 2005, 1076 (1-2) :189-192

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