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通过合理调节吡啶鎓实现无痕迹的肽和蛋白质修饰。

Traceless Peptide and Protein Modification via Rational Tuning of Pyridiniums.

机构信息

State Key Laboratory of Chemical Oncogenomics, Guangdong Provincial Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, China.

College of Health Science and Environmental Engineering, Shenzhen Technology University, Shenzhen 518118, China.

出版信息

J Am Chem Soc. 2024 Jan 31;146(4):2624-2633. doi: 10.1021/jacs.3c11864. Epub 2024 Jan 19.

Abstract

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.

摘要

在此,我们报告了一种用于无痕裂解半胱氨酸选择性肽/蛋白质修饰的多功能反应平台。通过合理估计亲核卤代吡啶鎓上的电子效应,该平台提供了高度可调且可预测的缀合和裂解。基于这种简便的吡啶-硫醇交换方案,实现了可裂解肽连接、抗体缀合、酶掩蔽/去掩蔽和蛋白质组标记。

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