中国化学快报(英文版)2024,Vol.35Issue(6) :316-319.DOI:10.1016/j.cclet.2023.109244

Tryptophan-specific peptide modification through metal-free photoinduced N-H alkylation employing N-aryl glycines

Jianhui Yin Wenjing Huang Changyong Guo Chao Liu Fei Gao Honggang Hu
中国化学快报(英文版)2024,Vol.35Issue(6) :316-319.DOI:10.1016/j.cclet.2023.109244

Tryptophan-specific peptide modification through metal-free photoinduced N-H alkylation employing N-aryl glycines

Jianhui Yin 1Wenjing Huang 1Changyong Guo 1Chao Liu 1Fei Gao 1Honggang Hu1
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作者信息

  • 1. School of Medicine or Institute of Translation Medicine,Shanghai University,Shanghai 200444,China
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Abstract

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.

Key words

Tryptophan/Peptide/Modification/Glycine/Photoinduced

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基金项目

National Natural Science Foundation of China(22107062)

National Natural Science Foundation of Shanghai(21ZR1422600)

出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
参考文献量2
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