Dealkylation of organotin compounds by biological dithiols: Toward the chemistry of organotin toxicity

被引：37

作者：

Buck, B ^{[1
]}

Mascioni, A ^{[1
]}

Que, L ^{[1
]}

Veglia, G ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 44期

关键词：

D O I：

10.1021/ja0354723

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this Communication, we report evidence for the dealkylation of trialkyltin compounds by a short linear peptide extracted from a small membrane protein (stannin) involved in cellular apoptosis and containing a CXC motif. We show that (a) organotin binding induces the formation of a β-turn in the linear peptide, (b) both cysteines are necessary for the dealkylation reaction, and (c) stable 1:1 complexes are formed between the peptide and diorganotins that can be observed by ESI-MS. Organotin degradation by biological dithiols may be responsible for both the delayed activity of these toxins in humans and the organotin resistance mechanisms in bacteria. Copyright © 2003 American Chemical Society.

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页码：13316 / 13317

页数：2

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