Highly chemoselective ligation of thiol- and amino-peptides on a bromomaleimide core

作者:Ramesh Suhas; Cherkupally Prabhakar; Govender Thavendran; Kruger Hendrik G; Albericio Fernando*; de la Torre Beatriz G*
来源:Chemical communications, 2016, 52(11): 2334-2337.
DOI:10.1039/c5cc09457g

摘要

Application of a bromomaleimide core allows for the incorporation of three different peptides. The key reactions of the process are the selective stapling of both thiol- and amino-peptides on two different sites of the core. The thiol-peptide attacks and replaces the bromide whereas the amino-peptide attaches to the ene-position of the core revealing differential and selective reactivity. This platform will have further application in protein chemistry, multidrug presentation and vaccine preparation.

  • 出版日期2016