Reaction of astaxanthin with peroxynitrite

The in vitro reactivities of astaxanthin toward peroxynitrite were investigated and the reaction products after scavenging with peroxynitrite were analyzed in order to determine the complete mechanism of this reaction. A series of carotenoids, 13-apo-astaxanthinone (1), 12'-apo-15'-nitroas...

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Bibliographic Details
Published in:	Bioscience, biotechnology, and biochemistry Vol. 72; no. 10; pp. 2716 - 2722
Main Authors:	Hayakawa, T.(Shizuoka Univ. (Japan). Faculty of Agriculture), Kulkarni, A, Terada, Y, Maoka, T, Etoh, H
Format:	Journal Article
Language:	English
Published:	Tokyo Japan Society for Bioscience, Biotechnology, and Agrochemistry 01-10-2008 Japan Society for Bioscience Biotechnology and Agrochemistry Oxford University Press
Subjects:	ANTIOXIDANTES ANTIOXIDANTS antioxidative compounds ANTIOXYDANT astaxanthin Biological and medical sciences CAROTENOIDE CAROTENOIDES CAROTENOIDS Chromatography, High Pressure Liquid DRUGS Fundamental and applied biological sciences. Psychology MEDICAMENT MEDICAMENTOS Molecular Structure NITRITE NITRITES NITRITOS PEROXIDES PEROXIDOS PEROXYDE peroxynitrite Peroxynitrous Acid - chemistry XANTHOPHYLLE XANTHOPHYLLS Xanthophylls - chemistry Xanthophylls - isolation & purification XANTOFILAS peroxynitrite carotenoids Antioxidant Carotenoid antioxidative compounds astaxanthin
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Summary:	The in vitro reactivities of astaxanthin toward peroxynitrite were investigated and the reaction products after scavenging with peroxynitrite were analyzed in order to determine the complete mechanism of this reaction. A series of carotenoids, 13-apo-astaxanthinone (1), 12'-apo-15'-nitroastaxanthinal (2), 12'-apo-astaxanthinal (3), 10'-apo-astaxanthinal (4), 9-cis-14'-s-cis-15'nitroastaxanthin (5), 14'-s-cis-15'-nitroastaxanthin (6), 13-cis-14'-s-cis-15'-nitroastaxanthin (7), 10'-s-cis-11'-cis-11'-nitroastaxanthin (8), 13,15,13'-tri-cis-15'-nitroastaxanthin (9), 9-cis-astaxanthin (10), and 13-cis-astaxanthin (11), were isolated from the reaction products of carotenoids with peroxynitrite. Our previous studies achieved for the first time the isolation of nitro derivatives from the reaction of astaxanthin with peroxynitrite. Here we identify the major remaining reaction products of this reaction and investigate the stabilities of the nitro astaxanthins.
Bibliography:	L70 2009000604 U30 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0916-8451 1347-6947
DOI:	10.1271/bbb.80358