Copper-mediated oxidative C-terminal N-dealkylation of peptide-derived ligands. A possible model for enzymatic generation of desglycine peptide amides

…, SJ Jin, PK Arora, DS Sfeir, SCF Maloney…

Index: Veera Reddy; Jin; Arora; Sfeir; Feke Malon ey; Urbach; Sayre Journal of the American Chemical Society, 1990 , vol. 112, # 6 p. 2332 - 2340

Full Text: HTML

Citation Number: 51

Abstract

Abstract: A number of Cu (11) complexes of peptide derivatives that coordinate via N- deprotonation at the C-terminal amino acid residue have been characterized by titrimetry and the Cu (III)-€ u (II) electrochemical potentials. Reaction of these complexes with persulfate induces oxidative decarboxylation and hydrolysis of the resulting N-acylimines to carboxamide and either HCHO, CH, CHO, or acetone depending on the identity of the C- ...