Total synthesis and proof of structure of mycothiol bimane

被引：43

作者：

Nicholas, GM ^{[1
]}

Kovác, P ^{[1
]}

Bewley, CA ^{[1
]}

机构：

[1] NIDDK, Labs Biiorgan Chem & Med Chem, NIH, Bethesda, MD 20892 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 14期

关键词：

D O I：

10.1021/ja017891a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Mycothiol is a low-molecular weight thiol produced by actinomycetes that serves to protect these organisms from oxidative stress and alkylating agents. We report the total synthesis of mycothiol bimane (1) which is a commonly isolated derivative of mycothiol. The synthesis confirms the original structure assignment and unambiguously establishes the absolute stereochemistry of mycothiol to be 1-D-myo-inosityl 2-deoxy-2-(N-acetamido-l-cysteinamido)-α-D-glucopyranoside.

引用

页码：3492 / 3493

页数：2

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