Umpolung strategies for the functionalization of peptides and proteins,Chemical Science

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Umpolung strategies for the functionalization of peptides and proteins
Chemical Science ( IF 7.6 ) Pub Date : 2022-02-02 , DOI: 10.1039/d1sc06133j
Andrew M White _{1,

2} , Isabella R Palombi _{1,

2} , Lara R Malins _{1,

2}

Affiliation

Umpolung strategies, defined as synthetic approaches which reverse commonly accepted reactivity patterns, are broadly recognized as enabling tools for small molecule synthesis and catalysis. However, methods which exploit this logic for peptide and protein functionalizations are comparatively rare, with the overwhelming majority of existing bioconjugation approaches relying on the well-established reactivity profiles of a handful of amino acids. This perspective serves to highlight a small but growing body of recent work that masterfully capitalizes on the concept of polarity reversal for the selective modification of proteinogenic functionalities. Current applications of umpolung chemistry in organic synthesis and chemical biology as well as the vast potential for further innovations in peptide and protein modification will be discussed.

中文翻译：

肽和蛋白质功能化的 Umpolung 策略

Umpolung策略被定义为逆转普遍接受的反应模式的合成方法，被广泛认为是小分子合成和催化的有利工具。然而，利用这种逻辑进行肽和蛋白质功能化的方法相对较少，绝大多数现有的生物共轭方法依赖于少数氨基酸的成熟反应性特征。这一观点有助于强调近期一小部分但不断增长的工作，这些工作巧妙地利用极性反转的概念来选择性修饰蛋白质功能。将讨论umpolung化学在有机合成和化学生物学中的当前应用，以及肽和蛋白质修饰方面进一步创新的巨大潜力。

更新日期：2022-02-02

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