Allyl sulfides are privileged substrates in aqueous cross-metathesis: Application to site-selective protein modification

被引：273

作者：

Lin, Yuya A. ^{[1
]}

Chalker, Justin M. ^{[1
]}

Floyd, Nicola ^{[1
]}

Bernardes, Goncalo J. L. ^{[1
]}

Davis, Benjamin G. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 30期

基金：

英国生物技术与生命科学研究理事会; 英国工程与自然科学研究理事会;

关键词：

D O I：

10.1021/ja8026168

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Allyl sulfides undergo efficient cross-metathesis in aqueous media with Hoveyda-Grubbs second generation catalyst 1. The high reactivity of allyl sulfides in cross-metathesis was exploited in the first examples of cross-metathesis on a protein surface. S-Allylcysteine was incorporated chemically into the protein, providing the requisite allyl sulfide handle. Preliminary efforts to genetically incorporate S-allylcysteine into proteins are also reported.

引用

页码：9642 / +

页数：3

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