title: Peroxidase-like catalytic activity of anion-exchange resins modified with metal-porphyrins in oxidative reaction of hetrocyclic amines with hydrogen peroxide.
abstract: To elucidate the peroxidase (POD)-like catalytic activity of anion-exchange resins modified with metal-tetrakis(sulfophenyl)porphine (M-TSPP(r)s), an oxidative reaction of seven mutagenic heterocyclic amines (HCAs) with hydrogen peroxide, which reaction is catalyzed by horse radish POD, was investigated in the presence of M-TSPP(r)s. Among six M-TSPP(r)s tested, Mn- and Fe-TSPP(r)s were found to have a relatively strong POD-like activity for HCAs, in particular for a typical HCA, 2-amino-3-methyl-imidazo[4,5-f]quinoline (IQ). The optimal condition for the POD-like activity was selected using Fe- and Mn-TSPP(r)s. For evaluation of an oxidation product of IQ produced in the presence of Fe-TSPP(r), the absorption, NMR and FAB-mass spectra thereof were compared with those of an oxidation product of IQ produced by horse radish POD or a chemical oxidizing agent, sodium hypochlorite. When Fe-TSPP(r) was present as a catalysts, IQ was converted into the dimmer (hydorazone type) which has no mutagenic activity in umu-test. It was revealed that Fe- and Mn-TSPP(r)s exhibit a POD-like catalytic activity in oxidative reaction of HCAs with hydrogen peroxide.
authors.affiliation: Faculty of Pharmaceutical Sciences, Okayama University, Tsushima-Naka, Okayama 700-8530, Japan. mifune@pharm.okayama-u.ac.jp
authors.forename: Masaki
authors.initials: M
authors.lastname: Mifune
authors.forename: Daiki
authors.initials: D
authors.lastname: Hino
authors.forename: Hikaru
authors.initials: H
authors.lastname: Sugita
authors.forename: Akimasa
authors.initials: A
authors.lastname: Iwado
authors.forename: Youji
authors.initials: Y
authors.lastname: Kitamura
authors.forename: Noriko
authors.initials: N
authors.lastname: Motohashi
authors.forename: Ikuko
authors.initials: I
authors.lastname: Tsukamoto
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Saito
mesh_terms: D000588:Amines / Q000737:chemistry* / Q000633:toxicity; D000837:Anion Exchange Resins / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry; D009152:Mutagenicity Tests; D010084:Oxidation-Reduction; D011166:Porphyrins / Q000737:chemistry*; D012486:Salmonella typhimurium / Q000235:genetics; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000588:Amines; D000837:Anion Exchange Resins; D006571:Heterocyclic Compounds; D011166:Porphyrins; D006861:Hydrogen Peroxide; D000432:Methanol