Synthesis of an NDPK Phosphocarrier Domain Peptide Containing a Novel Triazolylalanine Analogue of Phosphohistidine Using Click Chemistry

Abstract

Click phosphorylation of a propargylated unprotected peptide and phosphoryl azide using chaotrope-assisted Cu(I)-catalyzed 1,3-dipolar cycloaddition enabled a high-yielding and rapid synthesis of a nucleoside diphosphate kinase (NDPK) phosphocarrier domain. The synthesis showcases a valuable synthetic platform for the synthesis of biologically relevant phosphopeptide analogues.