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_rs), 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_rs. Among six M-TSPP_rs tested, Mn- and Fe-TSPP_rs 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_rs. 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_rs exhibit a POD-like catalytic activity in oxidative reaction of HCAs with hydrogen peroxide.