2H-Azirine-based Reagents for Chemoselective Bioconjugation at Carboxyl Residues inside Live Cells,Journal of the American Chemical Society

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2H-Azirine-based Reagents for Chemoselective Bioconjugation at Carboxyl Residues inside Live Cells
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-03-11 , DOI: 10.1021/jacs.9b12116
Nan Ma ₁ , Jun Hu ₁ , Zhi-Min Zhang ₁ , Wenyan Liu ₁ , Minhao Huang ₁ , Youlong Fan ₁ , Xingfeng Yin ₂ , Jigang Wang _{3,

4} , Ke Ding ₁ , Wencai Ye ₁ , Zhengqiu Li ₁

Affiliation

Protein modification by chemical reagents has played an essential role in the treatment of human diseases. However, the reagents currently used are limited to the covalent modification of cysteine and lysine residues. It is thus desirable to develop novel methods that can covalently modify other residues. Despite the fact that the carboxyl residues are crucial for maintaining the protein function, few selective labeling reactions are currently available. Here, we describe a novel reactive probe, 3-phenyl-2H-azirine, that enables chemoselective modification of carboxyl groups in proteins under both in vitro and in situ conditions with excellent efficiency. Furthermore, proteome-wide profiling of reactive carboxyl residues was performed with a quantitative chemoproteomic platform.

中文翻译：

用于活细胞内羧基残基化学选择性生物偶联的 2H-氮杂环基试剂

通过化学试剂进行蛋白质修饰在人类疾病的治疗中发挥了重要作用。然而，目前使用的试剂仅限于对半胱氨酸和赖氨酸残基进行共价修饰。因此，需要开发可以共价修饰其他残基的新方法。尽管羧基残基对于维持蛋白质功能至关重要，但目前很少有选择性标记反应可用。在这里，我们描述了一种新型反应探针，3-苯基-2H-氮丙啶，它能够在体外和原位条件下以优异的效率对蛋白质中的羧基进行化学选择性修饰。此外，使用定量化学蛋白质组学平台对活性羧基残基进行了蛋白质组范围的分析。

更新日期：2020-03-11

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