Peptide Modification via N-Terminal-Residue-Directed γ-C(sp<sup>3</sup>)–H Arylation
Zhen-Lin Hou, Feipeng Yuan, Bo Yao
Abstract
Postassembly modification of peptides via C(sp3)–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(sp3)–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.
Topics & Concepts
ChemistryResidue (chemistry)Terminal (telecommunication)PeptideStereochemistryCombinatorial chemistryOrganic chemistryBiochemistryComputer scienceTelecommunicationsCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsRadical Photochemical Reactions