Photoredox-catalyzed C-glycosylation of peptides with glycosyl bromides  

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作  者:Chen Li Ziyuan Zhao Shouyun Yu 

机构地区:[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

出  处:《Chinese Chemical Letters》2024年第6期263-267,共5页中国化学快报(英文版)

基  金:supported by National Natural Science Foundation of China(No.22171133);State Key Laboratory of Analytical Chemistry for Life Science(No.5431ZZXM2308)。

摘  要: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 outstanding functional group compatibility,but also is feasible in near-physiological conditions(pH~7 and temperature T≤37℃ in aqueous media).

关 键 词:Glycosylation C-GLYCOSIDES GLYCOPEPTIDES DEHYDROALANINE Photoredox catalysis 

分 类 号:O621.251[理学—有机化学]

 

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