Direct on-resin synthesis of peptide-αthiophenylesters for use in native chemical ligation
Direct on-resin synthesis of peptide-αthiophenylesters for use in native chemical ligation
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DOI：
10.1021/ol052811j
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发表时间：
2006-03-16
期刊：
影响因子：
5.2
通讯作者：
Kent, SB
中科院分区：
文献类型：
--
作者：
Bang, D;Pentelute, BL;Kent, SB
多肽-(α)噻吩酯是天然化学连接反应中的关键反应物。多肽-(α)噻吩酯的预构化可能有助于加强连接反应。我们报道了用一种简单而有效的方法在树脂上直接制备预制肽-(α)噻吩酯。与多肽-(α)硫代烷酯相比，多肽-(α)噻吩酯与半胱氨酸反应非常迅速。
A peptide-(alpha)thiophenylester is a key reactant in native chemical ligation. Preformation of the peptide-(alpha)thiophenylester could be useful for enhancing the ligation reaction. We report the direct on-resin preparation of preformed peptide-(alpha)thiophenylesters using a simple and efficient method. The peptide-(alpha)thiophenylester reacted extremely rapidly with a Cys-peptide when compared to the peptide-(alpha)thioalkylester.