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Dearomatization–rearomatization strategy of tyrosine for peptide/protein modification through thiol-addition reactions
Chemical Communications ( IF 4.3 ) Pub Date : 2021-11-10 , DOI: 10.1039/d1cc04191f
Pengxin Wang 1, 2 , Yulian Cheng 2 , Chunlei Wu 2 , Ruixiang Luo 2 , Caibing Ma 2 , Yimin Zhou 2 , Zhilong Ma 2 , Rui Wang 1 , Wu Su 2 , Lijing Fang 2
Affiliation  

We have developed a dearomatization–rearomatization strategy for the modification of peptides/proteins through a thiol-Michael addition to the electrophilic cyclohexadienone intermediate that is generated in situ via the oxidation of tyrosine. This strategy enriches the conjugation toolbox and has great potential for applications in medicinal chemistry and chemical biology.

中文翻译:

通过硫醇加成反应进行肽/蛋白质修饰的酪氨酸脱芳构化-重芳构化策略

我们开发了一种脱芳构化-重芳构化策略,通过硫醇-迈克尔加成到通过酪氨酸氧化原位产生的亲电子环己二烯酮中间体来修饰肽/蛋白质。该策略丰富了结合工具箱,在药物化学和化学生物学中具有巨大的应用潜力。
更新日期:2021-11-18
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