期刊
ORGANIC LETTERS
卷 18, 期 5, 页码 920-923出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03612
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资金
- Pierre Potier foundation for the chemistry of natural products
The Fmoc-based solid phase synthesis of C-terminal cysteine-containing peptides is problematic, due to side reactions provoked by the pronounced acidity of the C alpha proton of cysteine esters. We herein describe a general strategy consisting of the postsynthetic introduction of the C-terminal Cys through a key chemoselective native chemical ligation reaction with N-Hnb-Cys peptide crypto-thioesters. This method was successfully applied to the demanding peptide sequences of two natural products of biological interest, giving remarkably high overall yields compared to that of a state of the art strategy.
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