Tryptophan(Trp)carries a unique heteroaromatic indole side chain and plays a critical role in peptide or protein modification.Herein,we have reported a metal-free photoinduced N-H alkylation strategy us-ing N-aryl glycines for specific modification of tryptophan-containing peptides.The robustness of our approach is demonstrated by its wide substrate scope,excellent isolated yields,as well as almost unob-servable side effects.Using this highly efficiently metal-free condition,alkylated Trp-containing peptides can be smoothly assembled.This study provides a reliable and practical tool for the chemo-selective modification of various tryptophan containing oligopeptides.
TryptophanPeptideModificationGlycinePhotoinduced
Jianhui Yin、Wenjing Huang、Changyong Guo、Chao Liu、Fei Gao、Honggang Hu
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School of Medicine or Institute of Translation Medicine,Shanghai University,Shanghai 200444,China
National Natural Science Foundation of ChinaNational Natural Science Foundation of Shanghai