title: Competitive inhibition of a glutamate carboxypeptidase by phosphonamidothionate derivatives of glutamic acid.
abstract: Several N-thiophosphonyl-glutamates were found to be potent competitive inhibitors of a zinc-dependent glutamyl hydrolase, carboxypeptidase G (CPG). Weak inhibition exhibited by an analogous N-phosphonyl-glutamate suggests that the enhanced potency of the phosphonamidothioates is due to the presence of their sulfur ligand and its favorable interactions with active site features, presumably zinc(II).
authors.affiliation: Department of Chemistry & Biochemistry, San Francisco State University, CA 94132, USA.
authors.forename: C E
authors.initials: CE
authors.lastname: Rodriguez
authors.forename: H
authors.initials: H
authors.lastname: Lu
authors.forename: T T
authors.initials: TT
authors.lastname: Dinh
authors.forename: K L
authors.initials: KL
authors.lastname: Mlodnosky
authors.forename: A
authors.initials: A
authors.lastname: Dastgah
authors.forename: V Q
authors.initials: VQ
authors.lastname: Lam
authors.forename: C B
authors.initials: CB
authors.lastname: Nichols
authors.forename: C E
authors.initials: CE
authors.lastname: Berkman
mesh_terms: D002268:Carboxypeptidases / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D018698:Glutamic Acid / Q000031:analogs & derivatives / Q000494:pharmacology*; D009943:Organophosphorus Compounds / Q000737:chemistry; D013329:Structure-Activity Relationship; D013873:Thionucleotides / Q000737:chemistry
chemical_list: D004791:Enzyme Inhibitors; D009943:Organophosphorus Compounds; D013873:Thionucleotides; D018698:Glutamic Acid; D002268:Carboxypeptidases; C026134:glutamate carboxypeptidase