Peroxidase-like catalytic activity of anion-exchange resins modified with metal-porphyrins in oxidative reaction of hetrocyclic amines with hydrogen peroxide

Masaki Mifune, Daiki Hino, Hikaru Sugita, Akimasa Iwado, Youji Kitamura, Noriko Motohashi, Ikuko Tsukamoto, Yutaka Saito

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

To elucidate the peroxidase (POD)-like catalytic activity of anion-exchange resins modified with metaltetrakis( sulfophenyl)porphine (M-TSPPrs), 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 MTSPPrs. Among six M-TSPP rs tested, Mn- and Fe-TSPPrs 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-TSPPrs. For evaluation of an oxidation product of IQ produced in the presence of Fe-TSPPr, 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-TSPPr 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-TSPPrs exhibit a POD-like catalytic activity in oxidative reaction of HCAs with hydrogen peroxide.

Original languageEnglish
Pages (from-to)1006-1010
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume53
Issue number8
DOIs
Publication statusPublished - Aug 1 2005

Keywords

  • Hetrocyclic amine
  • Metal-porphyrin
  • Oxidative reaction
  • Peroxidase-like activity

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

Fingerprint Dive into the research topics of 'Peroxidase-like catalytic activity of anion-exchange resins modified with metal-porphyrins in oxidative reaction of hetrocyclic amines with hydrogen peroxide'. Together they form a unique fingerprint.

  • Cite this