In situ generation of Fmoc-amino acid chlorides using bis(trichloromethyl) carbonate and its utilization for difficult couplings in solid-phase peptide synthesis
In situ generation of Fmoc-amino acid chlorides using bis(trichloromethyl) carbonate and its utilization for difficult couplings in solid-phase peptide synthesis
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DOI：
10.1034/j.1399-3011.1999.00049.x
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发表时间：
1999-05-01
期刊：
影响因子：
--
通讯作者：
Gilon, C
中科院分区：
文献类型：
--
作者：
Falb, E;Yechezkel, T;Gilon, C
本文报道了直接在原位生成Fmoc-氨基酸氯化物，使用双（三氯甲基）碳酸酯（BTC）和他们的利用在固相肽合成过程中的困难耦合的程序。研究了所有Fmoc保护的蛋白原氨基酸与多种N-烷基化氨基酸-肽基-树脂的BTC介导的偶联。大多数偶联进行定量转化，没有外消旋化。介绍了利用ETC介导的偶联反应合成主链环肽的方法。
This paper reports procedures for the straightforward in situ generation of Fmoc-amino acid chlorides using bis(trichloromethyl)carbonate (BTC) and their utilization for difficult couplings during solid-phase peptide synthesis. The BTC-mediated coupling of all Fmoc-protected proteinogenic amino acids to a large variety of N-alkylated amino acid-peptidyl-resin was studied. The majority of the couplings proceeded with quantitative conversion and without racemization. The utilization of ETC-mediated coupling for facile solid-phase synthesis of backbone cyclic peptides is presented.