A Peptide-Based Ligand-Directed Chemistry Enables Protein Functionalization

被引：4

作者：

Wang, Yuena ^{[1
,2
]}

Zhao, Rongtong ^{[2
]}

Wan, Chuan ^{[2
]}

Guo, Xiaochun ^{[2
]}

Yang, Fenfang ^{[2
]}

Hou, Zhanfeng ^{[2
]}

Wang, Rui ^{[3
]}

Li, Shuiming ^{[4
]}

Feng, Tiejian ^{[1
]}

Yin, Feng ^{[3
]}

Li, Zigang ^{[2
]}

机构：

[1] Ctr Dis Control & Prevent, Shenzhen 518055, Peoples R China

[2] Peking Univ, Sch Chem Biol & Biotechnol, State Key Lab Chem Oncogen, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China

[3] Pingshan Translat Med Ctr, Shenzhen Bay Lab, Shenzhen 518118, Peoples R China

[4] Shenzhen Univ, Shenzhen Key Lab Microbiol & Gene Engn, Shenzhen 518055, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 39期

基金：

中国博士后科学基金;

关键词：

TAG; CONSTRUCTION; CYSTEINE;

D O I：

10.1021/acs.orglett.2c02974

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ligand-directed (LD) chemistry provides powerful tools for site-specific modification of proteins. We utilized a peptide with an appended methionine (Met) as a ligand; then, the Met thioether was modified into sulfonium which enabled a proximity induced group transfer onto protein cysteine in the vicinity upon peptide-target binding. The sulfonium warhead could be easily constructed with unprotected peptides, and the transferable group scope was conducted on model protein PDZ and its ligand peptides. In addition, a living cell labeling was successfully achieved.

引用

页码：7205 / 7209

页数：5

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