MOE Key Laboratory of Cluster Science, Beijing Key Laboratory of Photoelectronic-Electrophotonic Conversion Materials, School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing 102488, P. R. China.
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China.
Org Lett. 2020 Nov 6;22(21):8692-8696. doi: 10.1021/acs.orglett.0c03279. Epub 2020 Oct 19.
Postassembly modification of peptides via C(sp)-H functionalization provides an efficient way to prepare functionalized peptides for biological study and pharmaceutical development. In this work, we developed a new method for γ-C(sp)-H functionalization of aliphatic side chains of N-terminus-unprotected peptides. With the N-terminal residues as directing groups, a wide range of di-, tri-, tetra-, and pentapeptides underwent C-H arylation of the residues (Val, Ile, Tle) at the +2 position from the N-terminus.
通过 C(sp)-H 功能化对肽进行后期修饰为生物研究和药物开发提供了一种有效制备功能化肽的方法。在这项工作中，我们开发了一种对 N-端未保护肽的脂肪侧链进行γ-C(sp)-H 功能化的新方法。以 N-端残基作为导向基团，一系列二肽、三肽、四肽和五肽中 N-端第+2 位的残基（Val、Ile、Tle）发生了 C-H 芳基化反应。
