Diallyl Trisulfide Is a Fast H2S Donor, but Diallyl Disulfide Is a Slow One: The Reaction Pathways and Intermediates of Glutathione with Polysulfides

被引：160

作者：

Liang, Dong ^{[1
]}

Wu, Haixia ^{[1
]}

Wong, Ming Wah ^{[2
]}

Huang, Dejian ^{[1
,3
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Food Sci & Technol Program, Singapore 117543, Singapore

[2] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[3] Natl Univ Singapore Suzhou Res Inst, Suzhou 215123, Jiangsu, Peoples R China

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 17期

关键词：

HYDROGEN-SULFIDE; NITRIC-OXIDE; PERSULFIDES; SULFUR; AGENTS; MICE;

D O I：

10.1021/acs.orglett.5b01962

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diallyl trisulfide (DATS) reacts rapidly with glutathione (GSH) to release H2S through thiol-disulfide exchange followed by allyl perthiol reduction by GSH. Yet diallyl disulfide (DADS) only releases a minute amount of H2S via a sluggish reaction with GSH through an alpha-carbon nucleophilic substitution pathway. The results clarify the misunderstanding of DADS as a rapid H2S donor, which is attributed to its DATS impurity.

引用

页码：4196 / 4199

页数：4

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