The first direct oxidative conversion of a selenol to a stable selenenic acid: Experimental demonstration of three processes included in the catalytic cycle of glutathione peroxidase

被引：59

作者：

Goto, K ^{[1
]}

Nagahama, M ^{[1
]}

Mizushima, T ^{[1
]}

Shimada, K ^{[1
]}

Kawashima, T ^{[1
]}

Okazaki, R ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 22期

关键词：

D O I：

10.1021/ol016682s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A stable selenenic acid was synthesized by direct oxidation of a selenol bearing a novel bowl-type substituent with H2O2, and its structure was established by X-ray crystallographic analysis. Selenenyl sulfides obtained by the reaction of the selenenic acid with 1,4-dithiols were reduced to the corresponding selenol by treatment with a tertiary amine, thus achieving the experimental demonstration of three processes included in the catalytic cycle of glutathione peroxidase.

引用

页码：3569 / 3572

页数：4

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