Chemoselective Staudinger-Phosphite Reaction of Azides for the Phosphorylation of Proteins

被引:111
|
作者
Serwa, Remigiusz [1 ]
Wilkening, Ina [1 ]
Del Signore, Giuseppe [1 ]
Muehlberg, Michaela [1 ]
Claussnitzer, Iris [2 ]
Weise, Christoph [1 ]
Gerrits, Michael [2 ]
Hackenberger, Christian P. R. [1 ]
机构
[1] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
[2] RiNA GmbH, D-14195 Berlin, Germany
关键词
azides; chemoselectivity; phosphites; phosphorylation; Staudinger reaction; FREE CLICK CHEMISTRY; LIVING CELLS; GENETIC-CODE; AMINO-ACIDS; COPPER-FREE; ALKYNE CYCLOADDITION; TERMINAL ALKYNES; LIGATION; PROBES; REPERTOIRE;
D O I
10.1002/anie.200902118
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title reaction was identified as a chemoselective means to modify azides in peptides and proteins in high yields at room temperature in various solvents including aqueous buffers at physiological pH. In combination with nonnatural protein translation the Staudinger-phosphite reaction allows the site-specific incorporation of phosphorylated Tyr analogues in proteins. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:8234 / 8239
页数:6
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