Metalloporphyrin catalyzed oxidation of n-hydroxyguanidines: a biomimetic model for the H 2 O 2-dependent activity of nitric oxide synthase

GM Keserű, GT Balogh, T Karancsi

Index: Keseru, Gyoergy M.; Balogh, Gyoergy T.; Karancsi, Tamas Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 15 p. 1775 - 1777

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Citation Number: 14

Abstract

A chemical model for the H2O2 promoted oxidation by nitric oxide synthase (NOS) has been developed. Biomimetic oxidations were carried out using H2O2 and tetrakis (perfluorophenyl) porphyrinato-iron (III) chloride (FeTPPF20) as a catalyst. Similarly to NOS our model system produces Nδ-cyanoornithine, citrulline and NO from NOHA and did not oxidize arginine itself. Based on these results we propose a peroxide shunt to be involved ...