New isocysteine building blocks and chemoselective peptide ligation

被引:22
作者
Dose, C [1 ]
Seitz, O [1 ]
机构
[1] Humboldt Univ, Inst Chem, D-12489 Berlin, Germany
关键词
D O I
10.1039/b309235f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Boc-, Fmoc- and Cbz-protected isocysteine building blocks were prepared by a concise three-step procedure starting from thiomalic acid. The use of Boc/Trt-protected isocysteine provided convenient access to isocysteinyl peptides that allow the chemoselective ligation of unprotected peptide fragments in water. The pH-dependency of the isocysteine-mediated ligation was compared with that of cysteine-mediated native chemical ligation.
引用
收藏
页码:59 / 65
页数:7
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