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Addition products of alpha-tocopherol with lipid-derived free radicals.
Vitam Horm 2007; 76:309-27VH

Abstract

The addition products of alpha-tocopherol with lipid-derived free radicals have been reviewed. Free radical scavenging reactions of alpha-tocopherol take place via the alpha-tocopheroxyl radical as an intermediate. If a suitable free radical is present, an addition product can be formed from the coupling of the free radical with the alpha-tocopheroxyl radical. The addition products of alpha-tocopherol with lipid-peroxyl radicals are 8a-(lipid-dioxy)-alpha-tocopherones, which are hydrolyzed to alpha-tocopherylquinone. On the other hand, the carbon-centered radicals of lipids prefer to react with the phenoxyl radical of alpha-tocopherol to form 6-O-lipid-alpha-tocopherol under anaerobic conditions. The addition products of alpha-tocopherol with peroxyl radicals (epoxylinoleoyl-peroxyl radicals) produced from cholesteryl ester and phosphatidylcholine were detected in the peroxidized human plasma using a high-sensitive HPLC procedure with postcolumn reduction and electrochemical detection. Thus, the formation of these addition products provides us with much information on the antioxidant function of vitamin E in biological systems.

Authors+Show Affiliations

Department of Applied Life Science, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu City, Gifu 501-1193, Japan.

Pub Type(s)

Journal Article
Review

Language

eng

PubMed ID

17628179

Citation

Yamauchi, Ryo. "Addition Products of Alpha-tocopherol With Lipid-derived Free Radicals." Vitamins and Hormones, vol. 76, 2007, pp. 309-27.
Yamauchi R. Addition products of alpha-tocopherol with lipid-derived free radicals. Vitam Horm. 2007;76:309-27.
Yamauchi, R. (2007). Addition products of alpha-tocopherol with lipid-derived free radicals. Vitamins and Hormones, 76, pp. 309-27.
Yamauchi R. Addition Products of Alpha-tocopherol With Lipid-derived Free Radicals. Vitam Horm. 2007;76:309-27. PubMed PMID: 17628179.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Addition products of alpha-tocopherol with lipid-derived free radicals. A1 - Yamauchi,Ryo, PY - 2007/7/14/pubmed PY - 2007/9/14/medline PY - 2007/7/14/entrez SP - 309 EP - 27 JF - Vitamins and hormones JO - Vitam. Horm. VL - 76 N2 - The addition products of alpha-tocopherol with lipid-derived free radicals have been reviewed. Free radical scavenging reactions of alpha-tocopherol take place via the alpha-tocopheroxyl radical as an intermediate. If a suitable free radical is present, an addition product can be formed from the coupling of the free radical with the alpha-tocopheroxyl radical. The addition products of alpha-tocopherol with lipid-peroxyl radicals are 8a-(lipid-dioxy)-alpha-tocopherones, which are hydrolyzed to alpha-tocopherylquinone. On the other hand, the carbon-centered radicals of lipids prefer to react with the phenoxyl radical of alpha-tocopherol to form 6-O-lipid-alpha-tocopherol under anaerobic conditions. The addition products of alpha-tocopherol with peroxyl radicals (epoxylinoleoyl-peroxyl radicals) produced from cholesteryl ester and phosphatidylcholine were detected in the peroxidized human plasma using a high-sensitive HPLC procedure with postcolumn reduction and electrochemical detection. Thus, the formation of these addition products provides us with much information on the antioxidant function of vitamin E in biological systems. SN - 0083-6729 UR - https://www.unboundmedicine.com/medline/citation/17628179/Addition_products_of_alpha_tocopherol_with_lipid_derived_free_radicals_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0083-6729(07)76011-9 DB - PRIME DP - Unbound Medicine ER -