Conversion rates of five polycyclic aromatic hydrocarbons in liquid cultures of fifty-eight fungi and the concomitant production of oxidative enzymes

Aizenshtat, 1973, Perylene and its geochemical significance, Geochimica et Cosmochimica Acta, 37, 559, 10.1016/0016-7037(73)90218-4 Bezalel, 1996, Metabolism of phenanthrene by the white rot fungus Pleurotus ostreatus, Applied and Environmental Microbiology, 62, 2547, 10.1128/AEM.62.7.2547-2553.1996 Bogan, 1995, One-electron oxidation in the degradation of creosote polycyclic aromatic hydrocarbons by Phanerochaete chryso-sporium, Applied and Environmental Microbiology, 61, 2631, 10.1128/AEM.61.7.2631-2635.1995 Boldrin, B. (1992). Der Abbau von polyzyklischen aromatischen Kohlenwasserstoffen (PAK) durch Bodenbakterien. Dissertation, University of Karlsruhe. Buhler, 1989, Enzymes involved in metabolism of PAH by fishes and other aquatic animals: Oxidative enzymes (or phase I enzymes)., 151 Cavalieri, 1985, Role of radical cations in aromatic hydrocarbon carcinogenesis, Environmental Health Perspectives, 64, 69, 10.1289/ehp.856469 Cavalieri, 1983, The relationship between ionization potential and horseradish peroxidase/hydrogen peroxide-catalyzed binding of aromatic hydrocarbons to DNA, Chemico-Biological Interactions, 47, 87, 10.1016/0009-2797(83)90150-3 Cerniglia, 1992, Biodegradation of polycyclic aromatic hydrocarbons, Biodegradation, 3, 351, 10.1007/BF00129093 Cerniglia, 1989, Microbial degradation of polycyclic aromatic hydrocarbons (PAH) in the aquatic environment., 41 Collins, 1996, Oxidation of anthracene and benzo[a]pyrene by laccases from Trametes versicolor, Applied and Environmental Microbiology, 62, 4563, 10.1128/AEM.62.12.4563-4567.1996 Cremonesi, 1989, One-electron oxidation of 6-substituted benzo[a]pyrenes by manganic acetate. A model for metabolic activation, Journal of Organic Chemistry, 54, 3561, 10.1021/jo00276a013 Daniel, 1994, Pyranose oxidase, a major source of H2O2 during wood degradation by Phanerochaete chrysosporium, Trametes versicolor, and Oudemansiella mucida, Applied and Environmental Microbiology, 60, 2524, 10.1128/AEM.60.7.2524-2532.1994 De Jong, 1992, Evidence for a new extracellular peroxidase. Manganese-inhibited peroxidase from the white-rot fungus Bjerkandera sp. BOS 55, FEBS Letters, 229, 107, 10.1016/0014-5793(92)80111-S Elling, 1983, Xenobiotic metabolism by prostaglandin endoperoxide synthetase, Drug Metabolism Review, 14, 1023, 10.3109/03602538308991420 Eriksson, 1990 Esser, 1985, Genetic control of aging. The mobile intron model., 3 Foureman, 1989, Enzymes involved in metabolism of PAH by fishes and other aquatic animals: Hydrolysis and conjugation enzymes (or phase II enzymes)., 185 Fritz, 1979, Methodik zur Identifizierung und Bestimmung von polycyclischen aromatischen Kohlenwasserstoffen in Lebensmitteln, im Boden und Trink wasser, Die Nahrung, 23, 63, 10.1002/food.19790230110 Gierer, 1992, The reaction of hydroxyl radicals with aromatic rings in lignin, studied with cresol and 4-methylveratrol, Holzforschung, 46, 495, 10.1515/hfsg.1992.46.6.495 Glenn, 1986, Mn(II) oxidation is the principle function of the extracellular Mn-peroxidase from Phanerochaete chrysosporium, Archives of Biochemistry & Biophysics, 251, 688, 10.1016/0003-9861(86)90378-4 Gramss, 1980, Influence of soil on wood-degradation and fruit body formation by parasites and saprophytes among wood-destroying basidio-mycetous fungi, Journal of Basic Microbiology, 20, 613 Gramss, 1991, ‘Definitive senescence' in stock cultures of basidiomycetous wood-decay fungi, Journal of Basic Microbiology, 31, 107, 10.1002/jobm.3620310207 Gramss, 1997, Activity of oxidative enzymes in fungal mycelia from grassland and forest soils, Journal of Basic Microbiology, 37, 407, 10.1002/jobm.3620370606 Gramss, 1998, Spot tests for oxidative enzymes in ectomycorrhizal, wood- and litter decaying fungi, Mycological Research, 102, 67, 10.1017/S095375629700436X Gramss, 1998, Comparative activities of oxidoreductase enzymes in tissue extracts of crop plants and in culture fluids of fungal mycelia, Chemosphere, 36, 1923, 10.1016/S0045-6535(97)10077-7 Grimmer, 1972, Kohlenwasserstoffe in der Umgebung des Menschen. 9. Mitteilung: Der Gehalt polycyclischer Kohlenwasserstoffe in isländischen Bodenproben, Zeitschrift für Krebsforschung, 78, 65 Guillén, 1994, Anisaldehyde and veratraldehyde acting as redox cycling agents for H2O2 production by Pleurotus eryngii, Applied and Environmental Microbiology, 60, 2811, 10.1128/AEM.60.8.2811-2817.1994 Hammel, 1992, Oxidative degradation of phenanthrene by the ligninolytic fungus Phanerochaete chrysosporium, Applied and Environmental Microbiology, 58, 1832, 10.1128/AEM.58.6.1832-1838.1992 Hammel, 1991, Ring fission of anthracene by a eukaryote, Proceedings of the National Academy of Science USA, 88, 10605, 10.1073/pnas.88.23.10605 Hammel, 1986, Oxidation of polycyclic aromatic hydrocarbons and dibenzo[p]dioxins by Phanerochaete chrysosporium ligninase, Journal of Biological Chemistry, 261, 16948, 10.1016/S0021-9258(19)75982-1 James, 1989, Biotransformation and disposition of PAH in aquatic invertebrates., 69 Kang, 1993, Purification and characterisation of an extracellular peroxidase from white-rot fungus Pleurotus ostreatus, Biochimica et Biophysica Acta, 1163, 158, 10.1016/0167-4838(93)90177-S Kenten, 1950, The oxidation of manganese by peroxidase systems, Biochemical Journal, 46, 67, 10.1042/bj0460067 Kirk, 1984, Degradation of lignin., 339 Kotterman, 1996, Hydrogen peroxide production as a limiting factor in xenobiotic compound oxidation by nitrogen-sufficient cultures of Bjerkandera sp. stain BOS 55 overproducing peroxidases, Applied and Environmental Microbiology, 62, 880, 10.1128/AEM.62.3.880-885.1996 Lange, 1994, Pyrene metabolism in Crinipellis stipitaria: Identification of trans-dihydro-4.5-dihydroxypyrene and 1-pyrenylsulfate in strain JK364, Applied and Environmental Microbiology, 60, 3602, 10.1128/AEM.60.10.3602-3607.1994 Launen, 1995, The oxidation of pyrene and benzo[a]pyrene by nonbasidiomycete soil fungi, Canadian Journal of Microbiology, 41, 477, 10.1139/m95-064 Li, 1995, ESR evidence for the generation of reactive oxygen species from the copper-mediated oxidation of the benzene metabolite, hydroquinone: Role in DNA damage, Chemico-Biological Interactions, 94, 101, 10.1016/0009-2797(94)03326-4 Masaphy, 1995, Microsomal and cytosolic cytochrome P450 mediated benzo[a]pyrene hydroxylation in Pleurotus pulmonarius, Biotechnological Letters, 17, 969, 10.1007/BF00127436 McNeill, 1985, The formation of the ultimate carcinogen of benzo[a]pyrene during non-enzymic lipid per-oxidation, Biochemical Pharmacology, 34, 4066, 10.1016/0006-2952(85)90389-2 Miller, 1985, Relationships between octanol-water partition coefficient and aqueous solubility, Environmental Science and Technology, 19, 522, 10.1021/es00136a007 Moen, 1994, Lipid peroxidation by the manganese peroxidase of Phanerochaete chrysosporium is the basis for phenanthrene oxidation by the intact fungus, Applied and Environmental Microbiology, 60, 1956, 10.1128/AEM.60.6.1956-1961.1994 Moser, 1958, Die künstliche Mykorrhizaimpfung an Forstpflanzen, Forstwissenschaftliches Centralblatt, 77, 32, 10.1007/BF01827194 Muñoz, 1997, Laccase isoenzymes of Pleurotus eryngii: Characterization, catalytic properties, and participation in activation of molecular oxygen and Mn2+ oxidation, Applied and Environmental Microbiology, 63, 2166, 10.1128/AEM.63.6.2166-2174.1997 Narro, 1992, Metabolism of phenanthrene by the marine cyanobacterium Agmenellum quadruplicatum, strain PR-6, Applied and Environmental Microbiology, 58, 1351, 10.1128/AEM.58.4.1351-1359.1992 Renneberg, 1981, Hydrogen peroxide-supported oxidation of benzo[a]pyrene by rat liver microsomal fractions, Biochemical Pharmacology, 30, 843, 10.1016/S0006-2952(81)80005-6 Sandermann, 1977, Metabolism of xenobiotics by plant cell cultures., 178 Sack, 1996 Sack, 1997, Degradation of polycyclic aromatic hydrocarbons by manganese peroxidase of Nematoloma frowardii, FEMS Microbiology Letters, 152, 227, 10.1111/j.1574-6968.1997.tb10432.x Sack, 1997, Degradation of phenanthrene and pyrene by Nematoloma frowardii, Journal of Basic Microbiology, 37, 287, 10.1002/jobm.3620370408 Sariaslani, 1989, Microbial enzymes for oxidation of organic molecules, Critical Reviews in Biotechnology, 9, 171, 10.3109/07388558909036736 Shin, 1997, Production and purification of Remazol Brilliant Blue R decolorizing peroxidase from the culture filtrate of Pleurotus ostreatus, Applied and Environmental Microbiology, 63, 1744, 10.1128/AEM.63.5.1744-1748.1997 Siegel, 1993, Plant peroxidases- an organismic perspective, Plant Growth Regulation, 12, 303, 10.1007/BF00027212 Sutherland, 1991, Metabolism of phenanthrene by Phanerochaete chrysosporium, Applied and Environmental Microbiology, 57, 3310, 10.1128/AEM.57.11.3310-3316.1991 Veness, 1989, The role of hydrogen peroxide in the degradation of crystalline cellulose by basidiomycete fungi, Journal of General Microbiology, 135, 2799 Vyas, 1994, Degradation of anthracene by selected white rot fungi, FEMS Microbiology Ecology, 14, 65, 10.1111/j.1574-6941.1994.tb00091.x Warshawsky, 1988, Metabolism of benzo[a]pyrene by a dioxygenase enzyme system of the freshwater green alga Selenastrum capricornutum, Biochemical and Biophysical Research Communications, 152, 540, 10.1016/S0006-291X(88)80071-8 White, 1980, Oxygen activation by cytochrome P-450, Annual Reviews in Biochemistry, 49, 315, 10.1146/annurev.bi.49.070180.001531 Wicklow, 1979, Competitive hierarchy in post-fire ascomycetes, Mycologia, 71, 47, 10.2307/3759220 Wilk, 1966, Neue Reaktionen der carcinogenen Kohlenwasserstoffe 3,4-Benzpyren, 9,10-Dimethyl-1,2-benzanthracen und 20-Methylcholanthren, Tetrahedron, 22, 2599, 10.1016/S0040-4020(01)99052-0 Wunder, 1997, 1-Methoxypyrene and 1,6-dimethoxypyrene: Two novel metabolites in fungal metabolism of polycyclic aromatic hydrocarbons, Archives of Microbiology, 167, 310, 10.1007/s002030050449