N-Methyl-N-phenylvinylsulfonamides for Cysteine-Selective Conjugation

Authors: Huang, Rong; Li, Zhihong; Sheng, Yao; Yu, Jianghui; Wu, Yue; Zhan, Yuexiong; Chen, Hongli; Jiang, Biao; Organic Letters; (2018); 10.1021/acs.orglett.8b02849

Use of N-methyl-N-phenylvinylsulfonamides to perform chemoselective modification of cysteine-containing peptides and proteins is reported. Probes linked to the drug were applicable to prepare antibody–drug conjugates (ADCs). The drug–antibody ratio for ADCs was controlled by rationally tuning the electron deficiency and linker hydrophilicity of the probes.