Oxidation of dibenzo- p-dioxin, dibenzofuran, biphenyl, and diphenyl ether by the white-rot fungus Phlebia lindtneri.
Hydroxylation of dibenzo- p-dioxin (DD), dibenzofuran (DF), biphenyl (BP) and diphenyl ether (DPE) by the white-rot fungus Phlebia lindtneri GB-1027 was studied. DD and DF were rapidly degraded in a culture of P. lindtneri. The initial oxidation products were identified by gas chromatography-mass spectrometry. P. lindtneri oxidized DD to 2-hydroxy-DD, and DF to 2- and 3-hydroxy-DF. BP and DPE were also oxidized to p-hydroxy-BP and p-hydroxy-DPE, respectively. The oxidation catalyzed by P. lindtneri with each substrate was position-specific, because the hydroxyl group was introduced to the molecular edge of every substrate. Significant inhibition of the degradation of DD and DF was observed in incubation with the cytochrome P-450 monooxygenase inhibitors 1-aminobenzotriazole and piperonyl butoxide. These experiments with cytochrome P-450 inhibitors, and formation of the mono-hydroxyl metabolites suggest that P. lindtneri initially oxidizes DD, DF, BP, and DPE by a cytochrome P-450 monooxygenase and that it directly introduces a hydroxyl group to each of these substrates.
Mori
T
T
Laboratory of Systematic Forest and Forest Products Sciences, Department of Forest and Forest Products Sciences, Faculty of Agriculture, Kyushu University, 6-10-1, Hakozaki, Higashi-ku, 812-8581 Fukuoka, Japan.
Kondo
R
R
D001487:Basidiomycota / Q000201:enzymology / Q000378:metabolism*; D001572:Benzofurans / Q000378:metabolism*; D001673:Biodegradation, Environmental; D001713:Biphenyl Compounds / Q000737:chemistry / Q000378:metabolism*; D003577:Cytochrome P-450 Enzyme System / Q000235:genetics / Q000378:metabolism*; D004147:Dioxins / Q000378:metabolism*; D006900:Hydroxylation; D007700:Kinetics; D013058:Mass Spectrometry; D010084:Oxidation-Reduction; D010105:Oxygenases / Q000032:analysis / Q000235:genetics; D010647:Phenyl Ethers / Q000378:metabolism*
D001572:Benzofurans; D001713:Biphenyl Compounds; D004147:Dioxins; D010647:Phenyl Ethers; C031538:phenyl ether; C023614:dibenzofuran; D003577:Cytochrome P-450 Enzyme System; D010105:Oxygenases; C020887:dibenzo(1,4)dioxin