中国化学快报(英文版)2024,Vol.35Issue(6) :263-267.DOI:10.1016/j.cclet.2023.109128

Photoredox-catalyzed C-glycosylation of peptides with glycosyl bromides

Chen Li Ziyuan Zhao Shouyun Yu
中国化学快报(英文版)2024,Vol.35Issue(6) :263-267.DOI:10.1016/j.cclet.2023.109128

Photoredox-catalyzed C-glycosylation of peptides with glycosyl bromides

Chen Li 1Ziyuan Zhao 1Shouyun Yu1
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作者信息

  • 1. State Key Laboratory of Analytical Chemistry for Life Science,Jiangsu Key Laboratory of Advanced Organic Materials,Chemistry and Biomedicine Innovation Center(ChemBIC),School of Chemistry and Chemical Engineering,Nanjing University,Nanjing 210023,China
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Abstract

Glycosyl radicals,produced under mild photoredox conditions,show unique utility in the preparation of C-linked glycoconjugates.We herein report the construction of C-glycosidic bonds on α,β-dehydroalanine(DHA)of peptides with easily available glycosyl bromides as glycosyl radical precursors under highly anomeric control,leading to C-glycosylation modifications of peptides.This method not only has out-standing functional group compatibility,but also is feasible in near-physiological conditions(pH~7 and temperature T ≤ 37 ℃ in aqueous media).

Key words

Glycosylation/C-Glycosides/Glycopeptides/Dehydroalanine/Photoredox catalysis

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基金项目

National Natural Science Foundation of China(22171133)

State Key Laboratory of Analytical Chemistry for Life Science(5431ZZXM2308)

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1
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