Peptide thioester preparation based on an N-S acyl shift reaction mediated by a thiol ligation auxiliary
Peptide thioester preparation based on an N-S acyl shift reaction mediated by a thiol ligation auxiliary
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DOI：
10.1016/j.tetlet.2005.09.184
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发表时间：
2005-12-12
影响因子：
1.8
通讯作者：
Aimoto, S
中科院分区：
文献类型：
--
作者：
Kawakami, T;Sumida, M;Aimoto, S
描述了在酸性条件下基于由辅助的N-4，5-二甲氧基-2-巯基苄基（Dmmb）介导的N至S酰基转移的肽硫酯的形成。根据标准Fmoc固相肽合成，在用三氟乙酸处理后，将受保护的肽经由N-Dmmb-氨基酸残基组装在羟甲基苯基乙酰氨基甲基树脂上。在N，N-二异丙基乙胺存在下，通过与2-巯基乙磺酸反应，从树脂中释放肽α-硫酯。(c)2005爱思唯尔有限公司保留所有权利。
Formation of peptide thioesters, based on an N to S acyl shift mediated by an auxiliary, N-4,5-dimethoxy-2-mercaptobenzyl (Dmmb) group, under acidic conditions, is described. The protected peptide was assembled on a hydroxymethylphenylacetamidomethyl resin via an N-Dmmb-amino acid residue according to standard Fmoc solid-phase peptide synthesis following treatment with trifluoroacetic acid. The peptide alpha-thioester was released from the resin by reaction with 2-mercaptoethanesulfonic acid in the presence of N,N-diisopropylethylamine. (c) 2005 Elsevier Ltd. All rights reserved.