Nucleophilic catalysis of hydrazone formation and transimination: Implications for dynamic covalent chemistry

被引：362

作者：

Dirksen, Anouk

Dirksen, Sjoerd

Hackeng, Tilman M.

Dawson, Philip E.

机构：

[1] Scripps Res Inst, Skaggs Inst Chem Biol, Dept Cell Biol, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, Dept Chem, La Jolla, CA 92037 USA

[3] Univ Maastricht, Cardiovasc Res Inst Maastricht, NL-6200 MD Maastricht, Netherlands

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 49期

关键词：

D O I：

10.1021/ja067189k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aniline accelerates hydrazone formation and transimination through nucleophilic catalysis. To demonstrate the method, unprotected peptides are reacted and then scrambled using a hydrazone reaction under conditions relevant for biological applications. The strong enhancement in the rate of hydrazone equilibration broadens the scope of this stable imine in the field of dynamic covalent chemistry. Copyright © 2006 American Chemical Society.

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页码：15602 / 15603

页数：2

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