Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation

被引:836
作者
Hong, Vu [1 ,2 ]
Presolski, Stanislav I. [1 ,2 ]
Ma, Celia [1 ,2 ]
Finn, M. G. [1 ,2 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
关键词
alkynes; azides; bioconjugation; cycloaddition; copper; CLICK CHEMISTRY; ASCORBATE OXIDATION; VIRUS; ACID; DNA; LIGATION; LIGANDS; PROTEINS;
D O I
10.1002/anie.200905087
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
How to click with biomolecules: Coppercatalyzed azide-alkyne cycloaddition has been optimized for use with biological molecules. The key development is the addition of two reagents that allow ascorbate to be used as reducing agent whilst eliminating problems caused by copper ascorbate side reactions. The result is a robust, rapid, and convenient procedure for the modification of proteins, DNA, RNA, and other biomolecules (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9879 / 9883
页数:5
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