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Traceless Peptide and Protein Modification via Rational Tuning of Pyridiniums. 2024
Chuan Wan, and
Yichi Zhang, and
Jinpeng Wang, and
Yun Xing, and
Dongyan Yang, and
Qinhong Luo, and
Jianbo Liu, and
Yuxin Ye, and
Zhihong Liu, and
Feng Yin, and
Rui Wang, and
Zigang Li
State Key Laboratory of Chemical Oncogenomics, Guangdong Provincial Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, China.
Herein, we report a versatile reaction platform for tracelessly cleavable cysteine-selective peptide/protein modification. This platform offers highly tunable and predictable conjugation and cleavage by rationally estimating the electron effect on the nucleophilic halopyridiniums. Cleavable peptide stapling, antibody conjugation, enzyme masking/de-masking, and proteome labeling were achieved based on this facile pyridinium-thiol-exchange protocol.
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