title: Participation of a medium chain acyl-CoA synthetase in glycine conjugation of the benzoic acid derivatives with the electron-donating groups.
abstract: Glycine conjugation of a series of benzoic acid derivatives was investigated in bovine liver mitochondria. Benzoic acids with chlorine, methyl, methoxy or ethoxy substituents in the para-or meta-positions of the benzene ring showed a high degree of glycine conjugation. In contrast, the acids with cyano, nitro, amino, or acetylamino groups were conjugated to a small extent with glycine. A medium chain acyl-CoA synthetase that activates carboxylic acids was purified from bovine liver mitochondria. The purified medium chain acyl-CoA synthetase accepted not only medium chain fatty acids but also aromatic and arylacetic acids as substrates. There was a good correlation between the activity of the purified medium chain acyl-CoA synthetase and glycine conjugation of ten benzoic acids with electron-donating substituents. These findings indicate that the purified medium chain acyl-CoA synthetase is a major enzyme for glycine conjugation of benzoic acids with electron-donating groups in bovine live mitochondria.
authors.affiliation: Faculty of Pharmaceutical Science, Kobe-Gakuin University, Kobe, Japan.
authors.forename: F
authors.initials: F
authors.lastname: Kasuya
authors.forename: K
authors.initials: K
authors.lastname: Igarashi
authors.forename: M
authors.initials: M
authors.lastname: Fukui
mesh_terms: D000818:Animals; D001565:Benzoates / Q000378:metabolism*; D002264:Carboxylic Acids / Q000378:metabolism; D002417:Cattle; D003066:Coenzyme A Ligases / Q000378:metabolism*; D004583:Electrons; D005998:Glycine / Q000378:metabolism*; D007536:Isomerism; D007700:Kinetics; D008930:Mitochondria, Liver / Q000201:enzymology / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D001565:Benzoates; D002264:Carboxylic Acids; D003066:Coenzyme A Ligases; C019805:butyryl-CoA synthetase; D005998:Glycine