title: 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.
authors.affiliation: School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland, New Zealand.
authors.forename: Sung Hyun
authors.initials: SH
authors.lastname: Yang
authors.forename: Dong Jun
authors.initials: DJ
authors.lastname: Lee
authors.forename: Margaret A
authors.initials: MA
authors.lastname: Brimble
mesh_terms: D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D057930:Click Chemistry; D006639:Histidine / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009701:Nucleoside-Diphosphate Kinase / Q000737:chemistry* / Q000378:metabolism; D010455:Peptides / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D010455:Peptides; D006639:Histidine; D009701:Nucleoside-Diphosphate Kinase; D000409:Alanine; C005436:phosphohistidine