Peroxidase-like catalytic activity of anion-exchange resins modified with metal-porphyrins in oxidative reaction of hetrocyclic amines with hydrogen peroxide.
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.
Mifune
Masaki
M
Faculty of Pharmaceutical Sciences, Okayama University, Tsushima-Naka, Okayama 700-8530, Japan. mifune@pharm.okayama-u.ac.jp
Hino
Daiki
D
Sugita
Hikaru
H
Iwado
Akimasa
A
Kitamura
Youji
Y
Motohashi
Noriko
N
Tsukamoto
Ikuko
I
Saito
Yutaka
Y
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
D000588:Amines; D000837:Anion Exchange Resins; D006571:Heterocyclic Compounds; D011166:Porphyrins; D006861:Hydrogen Peroxide; D000432:Methanol