Singlet oxygen production by bleomycin. A comparison with heme-containing compounds.
Fe(III)-bleomycin catalyzes the decomposition of 13-hydroperoxylinoleic acid and of 15-hydroperoxyarachidonic acid to produce small quantities of singlet oxygen. No singlet oxygen is produced when hydrogen peroxide, ethyl hydroperoxide, cumene hydroperoxide, and t-butyl hydroperoxide are used as substrates. The heme-containing catalysts, methemoglobin and hematin, have identical hydroperoxide substrate requirements for singlet oxygen production. The hydroperoxide requirements for singlet oxygen production correlate with those reported by Dix et al. (Dix, T.A., Fontana, R., Panthani, A., and Marnett, L.J. (1985) J. Biol. Chem. 260, 5358-5365) for the production of peroxyl radicals in the hematin-catalyzed decomposition of hydroperoxides. The bimolecular reaction of peroxyl radicals is a plausible reaction mechanism for the singlet oxygen production in the systems studied.
D001095:Arachidonic Acids; D001761:Bleomycin / Q000031:analogs & derivatives; D006861:Hydrogen Peroxide; D007700:Kinetics; D015289:Leukotrienes; D008041:Linoleic Acids; D008054:Lipid Peroxides; D008163:Luminescent Measurements; D008706:Methemoglobin; D010100:Oxygen; D010545:Peroxides; D010777:Photochemistry; D026082:Singlet Oxygen
D001095:Arachidonic Acids; D015289:Leukotrienes; D008041:Linoleic Acids; D008054:Lipid Peroxides; D010545:Peroxides; C023503:iron bleomycin; D001761:Bleomycin; D026082:Singlet Oxygen; C025086:15-hydroperoxy-5,8,11,13-eicosatetraenoic acid; D008706:Methemoglobin; D006861:Hydrogen Peroxide; C032890:13-hydroperoxylinoleic acid; D010100:Oxygen