Synthesis of β-Thiol Phenylalanine for Applications in One-Pot Ligation-Desulfurization Chemistry

被引：30
|
作者：
Malins, Lara R. [1 ]
Giltrap, Andrew M. [1 ]
Dowman, Luke J. [1 ]
Payne, Richard J. [1 ]
机构：
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 09期
基金：
澳大利亚研究理事会;
关键词：
NATIVE CHEMICAL LIGATION; PEPTIDE LIGATION; PROTEIN-SYNTHESIS; PROLINE LIGATION; CYSTEINE; ACID; DESELENIZATION; GLYCOPEPTIDES; COMBINATION; TRYPTOPHAN;
D O I：
10.1021/acs.orglett.5b00597
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The efficient synthesis of a beta-thiol phenylalanine derivative is described starting from Garner's aldehyde. The utility of this amino acid in peptide ligation-desulfurization chemistry is described, including the trifluoroethanethiol (TFET)-promoted one-pot assembly of the 62 residue peptide hormone augurin.
引用
收藏
页码：2070 / 2073
页数：4
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