| Title | The thiol-sulfoxonium ylide photo-click reaction for bioconjugation |
| Authors | Wan, Chuan Hou, Zhanfeng Yang, Dongyan Zhou, Ziyuan Xu, Hongkun Wang, Yuena Dai, Chuan Liang, Mingchan Meng, Jun Chen, Jiean Yin, Feng Wang, Rui Li, Zigang |
| Affiliation | Peking Univ, Sch Chem Biol & Biotechnol, State Key Lab Chem Oncogen, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China Pingshan Translat Med Ctr, Shenzhen Bay Lab, Shenzhen 518118, Peoples R China Zhongkai Univ Agr & Engn, Coll Chem & Chem Engn, Guangzhou 510225, Peoples R China Chinese Acad Med Sci, Canc Hosp & Shenzhen Hosp, Natl Canc Ctr, Natl Clin Res Ctr Canc, Shenzhen 518116, Peoples R China Peking Union Med Coll, Shenzhen 518116, Peoples R China |
| Keywords | CYSTEINE INSERTION RIBOFLAVIN ARYLATION PEPTIDES TARGET ACID |
| Issue Date | Dec-2022 |
| Publisher | CHEMICAL SCIENCE |
| Abstract | 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. |
| URI | http://hdl.handle.net/20.500.11897/661975 |
| ISSN | 2041-6520 |
| DOI | 10.1039/d2sc05650j |
| Indexed | SCI(E) |
| Appears in Collections: | 化学生物学与生物技术学院 å å¦ä¸ å å å·¥ç¨ å¦é ¢ |
