Reaction of Retinol with Peroxynitrite

• Published in: Bioscience, biotechnology, and biochemistry Vol. 71; no. 10; pp. 2596 - 2599
• Main Authors: SUZUKI, Rie, KULKARNI, Aditya, YOMODA, Yuya, KAWAGISHI, Hirokazu, TERADA, Yukimasa, MAOKA, Takashi, ETOH, Hideo
• Format: Journal Article
• Language: English
• Published: Tokyo Japan Society for Bioscience, Biotechnology, and Agrochemistry 01-10-2007; Japan Society for Bioscience Biotechnology and Agrochemistry; Oxford University Press
• Subjects: antioxidative compounds; Biological and medical sciences; Chromatography, High Pressure Liquid; Fundamental and applied biological sciences. Psychology; Molecular Structure; Nitrates - metabolism; Nitrogen - metabolism; Oxidation-Reduction; peroxynitrite; retinol; Stereoisomerism; Vitamin A - chemistry; Vitamin A - metabolism; peroxynitrite; Antioxidant; Retinol; antioxidative compounds
• ISSN: 0916-8451; 1347-6947
• DOI: 10.1271/bbb.70349

The reactivity of retinol with peroxynitrite, which is a strong oxidant and has been reported to induce several biological damages, was investigated. 13-cis-14-nitroretinol (1), 13-trans-14-nitroretinol (2), 13-apo-β-carotenone (3), retinal (4), 11,14-epoxyretinol (5), and 11,15-epoxyretinol (6) were identified as reaction products of retinol with peroxynitrite. From these results, it was observed that retinol can undergo a nitration reaction with peroxynitrite. Furthermore, the formation mechanisms of 1, 2, and 3 from retinol with peroxynitrite are discussed.