title: 2-Amino-4-[3'-hydroxyphenyl]-4-hydroxybutanoic acid; a potent inhibitor of rat and recombinant human kynureninase.
abstract: A novel structural analogue of kynurenine, 2-amino-4-[3'-hydroxyphenyl]-4-hydroxybutanoic acid 6, was synthesised as an inhibitor of kynureninase. The compound had a significant inhibitory effect on kynureninase from both rat and human, giving a K(i) of 100 nM. It was thus found that removal of the aryl amino group coupled with a reduction of the carbonyl group at position 7 of the alanine side chain greatly enhanced potency of the inhibitor.
authors.affiliation: School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, UK.
authors.forename: Harold A
authors.initials: HA
authors.lastname: Walsh
authors.forename: Pauline L
authors.initials: PL
authors.lastname: Leslie
authors.forename: Karen C
authors.initials: KC
authors.lastname: O'Shea
authors.forename: Nigel P
authors.initials: NP
authors.lastname: Botting
mesh_terms: D000818:Animals; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D006867:Hydrolases / Q000037:antagonists & inhibitors*; D006885:Hydroxybutyrates / Q000138:chemical synthesis* / Q000494:pharmacology*; D007700:Kinetics; D008099:Liver / Q000201:enzymology; D010654:Phenylbutyrates / Q000138:chemical synthesis* / Q000494:pharmacology*; D051381:Rats; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors
chemical_list: C456405:2-amino-4-(3'-hydroxyphenyl)-4-hydroxybutanoic acid; D004791:Enzyme Inhibitors; D006885:Hydroxybutyrates; D010654:Phenylbutyrates; D011994:Recombinant Proteins; D006867:Hydrolases; C021480:kynureninase