Peroxynitrite oxidises catechols to o-quinones

被引:58
作者
Kerry, N
Rice-Evans, C
机构
[1] St Thomas Sch Biomed Sci, London SE1 9RT, England
[2] Kings Coll London, Antioxidant Res Ctr, London SE1 9RT, England
关键词
caffeic acid; oxidation; antioxidant; o-quinone; peroxynitrite; glutathione;
D O I
10.1016/S0014-5793(98)01223-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Nitration of phenolic compounds is a well-established mechanism on interaction with peroxynitrite. However, while nitration is the predominant reaction for monophenolic hydroxycinnamates, this does not take place with the catechol-containing hydroxycinnamate, caffeic acid. The aim of the present study was to investigate the mechanism of the chemical interaction of caffeic acid with peroxynitrite and to characterise the products formed. A novel compound was detected and characterised as the o-quinone of caffeic acid based on its reaction with nucleophilic thiol compounds, glutathione and L-cysteine, The same novel product was identified following the oxidation of caffeic acid in alkaline solutions confirming the identity of this species as a caffeic acid oxidation product. (C) 1998 Federation of European Biochemical Societies.
引用
收藏
页码:167 / 171
页数:5
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