通过 Cu(II)促进的糖基化连接快速形成 N-糖肽。

Rapid formation of N-Glycopeptides via Cu(II)-promoted glycosylative ligation.

机构信息

Department of Chemistry, Washington State University, Pullman, Washington 99164-4630, United States.

出版信息

Org Lett. 2013 Feb 15;15(4):732-5. doi: 10.1021/ol302961s. Epub 2013 Jan 24.

Abstract

Herein is described the chemoselective Cu(II)-HOBt promoted chemical ligation of glycosylamines and peptide thioacids to give N-glycosylated peptides. The method is distinguished from other chemical approaches to peptide N-glycosylation in that (1) it can be employed in the presence of unprotected N-terminal and Lys side chain amines; (2) it is remarkably fast, going to completion in under 30 min; and (3) it produces glycopeptides without attendant aspartimide formation.

摘要

本文描述了一种通过 Cu(II)-HOBt 促进的糖胺和肽硫代酸的化学选择性连接来合成 N-糖基化肽的方法。该方法与其他肽 N-糖基化的化学方法不同，在于：（1）它可以在未保护的 N 端和赖氨酸侧链胺存在下进行；（2）反应速度非常快，在 30 分钟内完成；（3）它可以生成没有伴随天冬酰胺形成的糖肽。