The thiol-sulfoxonium ylide photo-click reaction for bioconjugation.

Autor:	Wan C; State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School Shenzhen 518055 P. R. China lizg.sz@pku.edu.cn lizg@szbl.ac.cn., Hou Z; State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School Shenzhen 518055 P. R. China lizg.sz@pku.edu.cn lizg@szbl.ac.cn., Yang D; College of Chemistry and Chemical Engineering, Zhongkai University of Agriculture and Engineering Guangzhou 510225 P. R. China., Zhou Z; National Cancer Center/National Clinical Research Center for Cancer/Cancer Hospital & Shenzhen Hospital, Chinese Academy of Medical Sciences and Peking Union Medical College Shenzhen 518116 P. R. China., Xu H; State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School Shenzhen 518055 P. R. China lizg.sz@pku.edu.cn lizg@szbl.ac.cn., Wang Y; State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School Shenzhen 518055 P. R. China lizg.sz@pku.edu.cn lizg@szbl.ac.cn., Dai C; State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School Shenzhen 518055 P. R. China lizg.sz@pku.edu.cn lizg@szbl.ac.cn., Liang M; Pingshan Translational Medicine Center, Shenzhen Bay Laboratory Shenzhen 518118 P. R. China wangrui@szbl.ac.cn yinfeng@szbl.ac.cn., Meng J; National Cancer Center/National Clinical Research Center for Cancer/Cancer Hospital & Shenzhen Hospital, Chinese Academy of Medical Sciences and Peking Union Medical College Shenzhen 518116 P. R. China., Chen J; Pingshan Translational Medicine Center, Shenzhen Bay Laboratory Shenzhen 518118 P. R. China wangrui@szbl.ac.cn yinfeng@szbl.ac.cn., Yin F; Pingshan Translational Medicine Center, Shenzhen Bay Laboratory Shenzhen 518118 P. R. China wangrui@szbl.ac.cn yinfeng@szbl.ac.cn., Wang R; Pingshan Translational Medicine Center, Shenzhen Bay Laboratory Shenzhen 518118 P. R. China wangrui@szbl.ac.cn yinfeng@szbl.ac.cn., Li Z; State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School Shenzhen 518055 P. R. China lizg.sz@pku.edu.cn lizg@szbl.ac.cn.; Pingshan Translational Medicine Center, Shenzhen Bay Laboratory Shenzhen 518118 P. R. China wangrui@szbl.ac.cn yinfeng@szbl.ac.cn.
Jazyk:	angličtina
Zdroj:	Chemical science [Chem Sci] 2022 Dec 03; Vol. 14 (3), pp. 604-612. Date of Electronic Publication: 2022 Dec 03 (Print Publication: 2023).
DOI:	10.1039/d2sc05650j
Abstrakt:	Visible-light-mediated methods were heavily studied as a useful tool for cysteine-selective bio-conjugation; however, many current methods suffer from bio-incompatible reaction conditions and slow kinetics. To address these challenges, herein, we report a transition metal-free thiol-sulfoxonium ylide photo-click reaction that enables bioconjugation under bio-compatible conditions. The reaction is highly cysteine-selective and generally finished within minutes with naturally occurring riboflavin derivatives as organic photocatalysts. The catalysts and substrates are readily accessible and bench stable and have satisfactory water solubility. As a proof-of-concept study, the reaction was smoothly applied in chemo-proteomic analysis, which provides efficient tools to explore the druggable content of the human proteome. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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