Solid-phase peptide synthesis and solid-phase fragment coupling mediated by isonitriles

被引:25
|
作者
Wang, Ting [1 ]
Danishefsky, Samuel J. [1 ,2 ]
机构
[1] Mem Sloan Kettering Canc Ctr, Lab Bioorgan Chem, New York, NY 10065 USA
[2] Columbia Univ, Dept Chem, New York, NY 10027 USA
基金
美国国家卫生研究院;
关键词
CARBOXYLIC-ACIDS; PROTEIN-SYNTHESIS; CHEMICAL-SYNTHESIS; GENERAL-SOLUTION; OXYTOCIN; LIGATION; THIOACIDS; ROUTE;
D O I
10.1073/pnas.1310431110
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The synthesis of polypeptides on solid phase via mediation by isonitriles is described. The acyl donor is a thioacid, which presumably reacts with the isonitrile to generate a thio-formimidate carboxylate mixed anhydride intermediate. Applications of this chemistry to reiterative solid-phase peptide synthesis as well as solid-phase fragment coupling are described.
引用
收藏
页码:11708 / 11713
页数:6
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