环肽合成中天冬酰胺形成的检测与控制。

Detection and control of aspartimide formation in the synthesis of cyclic peptides.

作者信息

Flora David, Mo Huaping, Mayer John P, Khan M Amin, Yan Liang Z

机构信息

Lilly Research Laboratories, A Division of Eli Lilly & Company, Lilly Corporate Center, Indianapolis, IN 46285, USA.

出版信息

Bioorg Med Chem Lett. 2005 Feb 15;15(4):1065-8. doi: 10.1016/j.bmcl.2004.12.025.

DOI:10.1016/j.bmcl.2004.12.025

PMID:15686913

Abstract

Extensive two-dimensional NMR analysis was employed to characterize the structural identity of the macrocyclic peptide lactam and the imide analog, a major side reaction product when allyl ester was used to protect the side chain of aspartic acid. A straightforward protocol modification was developed to minimize aspartimide formation during the synthesis of cyclic peptides.

摘要

采用广泛的二维核磁共振分析来表征大环肽内酰胺和酰亚胺类似物的结构特征，酰亚胺类似物是使用烯丙基酯保护天冬氨酸侧链时的主要副反应产物。开发了一种直接的方案修改方法，以尽量减少环肽合成过程中天冬氨酸亚胺的形成。