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Research Article

Flavin-containing monooxygenases: Catalytic mechanism and substrate specificities

D. M. Ziegler Clayton Foundation Biochemical Institute The University of Texas at Austin Austin, Texas, 78712
Pages 1-32 | Published online: 22 Sep 2008

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Ian R. Phillips & Elizabeth A. Shephard. (2017) Drug metabolism by flavin-containing monooxygenases of human and mouse. Expert Opinion on Drug Metabolism & Toxicology 13:2, pages 167-181.
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John R Cashman. (2008) Role of flavin-containing monooxgenase in drug development. Expert Opinion on Drug Metabolism & Toxicology 4:12, pages 1507-1521.
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Sharon K. Krueger, Jonathan E. VanDyke, David E. Williams & Ronald N. Hines. (2006) The Role of Flavin-Containing Monooxygenase (FMO) in the Metabolism of Tamoxifen and Other Tertiary Amines. Drug Metabolism Reviews 38:1-2, pages 139-147.
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R. J. Rodriguez & C. J. Buckholz. (2003) Hepatotoxicity of ketoconazole in Sprague-Dawley rats: glutathione depletion, flavin-containing monooxygenases-mediated bioactivation and hepatic covalent binding. Xenobiotica 33:4, pages 429-441.
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I. P. Nnane & L. A. Damani. (2003) Sulphoxidation of ethyl methyl sulphide, 4-chlorophenyl methyl sulphide and diphenyl sulphide by purified pig liver flavin-containing monooxygenase. Xenobiotica 33:1, pages 83-91.
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John R. Cashman. (2002) HUMAN AND PLANT FLAVIN-CONTAINING MONOOXYGENASE N-OXYGENATION OF AMINES: DETOXICATION VS. BIOACTIVATION. Drug Metabolism Reviews 34:3, pages 513-521.
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M. Katagi, M. Tatsuno, H. Tsutsumi, A. Miki, T. Kamata, H. Nishioka, K. Nakajima, M. Nishikawa & H. Tsuchihashi. (2002) Urinary excretion of selegiline N -oxide, a new indicator for selegiline administration in man. Xenobiotica 32:9, pages 823-831.
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A. Santi, P. Anfossi, N. G. Coldham, F. Capolongo, M. J. Sauer & C. Montesissa. (2002) Biotransformation of benzydamine by microsomes and precision-cut slices prepared from cattle liver. Xenobiotica 32:1, pages 73-86.
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D. M. CROSS & M. K. BAYLISS. (2000) A COMMENTARY ON THE USE OF HEPATOCYTES IN DRUG METABOLISM STUDIES DURING DRUG DISCOVERY AND DEVELOPMENT*. Drug Metabolism Reviews 32:2, pages 219-240.
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T. SHIRAGA, H. KANEKO, K. IWASAKI, Z. TOZUKA, A. SUZUKI & T. HATA. (1999) Identification of cytochrome P450 enzymes involved in the metabolism of zotepine, an antipsychotic drug, in human liver microsomes. Xenobiotica 29:3, pages 217-229.
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C. MONTESISSA. (1998) In vitro metabolism of clenbuterol and bromobuterol by pig liver microsomes. Xenobiotica 28:11, pages 1049-1060.
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Heidi Foth. (1995) Role of the Lung in Accumulation and Metabolism of Xenobiotic Compounds — Implications for Chemically Induced Toxicity. Critical Reviews in Toxicology 25:2, pages 165-205.
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K. Nunoya, T. Yokoi, K. Itoh, S. Itoh, K. Kimura & T. Kamataki. (1995) S-oxidation of (+)-cis-3,5-dimethyl-2-(3-pyridyl)-thiazolidin-4-one hydrochloride by rat hepatic flavin-containing monooxygenase 1 expressed in yeast. Xenobiotica 25:12, pages 1283-1291.
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F. P. Guengerich, O. Okazaki, Y. Seto & T. L. Macdonald. (1995) Radical cation intermediates in N-dealkylation reactions. Xenobiotica 25:7, pages 689-709.
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A. M. Jenner & J. A. Timbrell. (1995) In vitro microsomal metabolism of hydrazine. Xenobiotica 25:6, pages 599-609.
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B. L. Blake, R. L. Rose, R. B. Mailman, P. E. Levi & E. Hodgson. (1995) Metabolism of thioridazine by microsomal monooxygenases: relative roles of P450 and flavin-containing monooxygenase. Xenobiotica 25:4, pages 377-393.
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D. M. Cross, J. A. Bell & K. Wilson. (1995) Kinetics of ranitidine metabolism in dog and rat isolated hepatocytes. Xenobiotica 25:4, pages 367-375.
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L. D. Peters, D. R. Livingstone, S. Shenin-Johnson, R. N. Hines & D. Schlenk. (1995) Characterization of hepatic flavin monooxygenase from the marine teleost turbot (Scophthalmus maximus L.). Xenobiotica 25:2, pages 121-131.
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M. Strolin Benedetti & P. Dostert. (1994) Contribution of Amine Oxidases to the Metabolism of Xenobiotics. Drug Metabolism Reviews 26:3, pages 507-535.
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D. Schlenk, R. J. Bevers, A. M. Vertino & C. E. Cerniglia. (1994) P450 catalysed S-oxidation of dibenzothiophene by Cunninghamella elegans. Xenobiotica 24:11, pages 1077-1083.
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S.C. Mitchell & R.M. Nickson. (1993) Metabolism of Sulfur-Containing Xenobiotics. Sulfur reports 13:2, pages 161-189.
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Steven A. Wrighton, Mark Vandenbranden, Jeffrey C. Stevens, Lisa A. Shipley, Barbara J. Ring, John R. Cashman & Allan E. Rettie. (1993) In Vitro Methods for Assessing Human Hepatic Drug Metabolism: Their use in Drug Development. Drug Metabolism Reviews 25:4, pages 453-484.
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Urs A. Boelsterli. (1993) Specific Targets of Covalent Drug-Protein Interactions in Hepatocytes and Their Toxicological Significance in Drug-Induced Liver Injury. Drug Metabolism Reviews 25:4, pages 395-451.
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B. Clement & T. Kunze. (1993) In vitro oxygenation of N,N'-diphenylguanidines. Xenobiotica 23:2, pages 155-167.
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E. Hodgson & P. E. Levi. (1992) The role of the flavin-containing monooxygenase (EC 1.14.13.8) in the metabolism and mode of action of agricultural chemicals. Xenobiotica 22:9-10, pages 1175-1183.
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J. R. Cashman, J. R. Celestial & A. R. Leach. (1992) Enantioselective N-oxygenation of chlorpheniramine by the flavin-containing monooxygenase from hog liver. Xenobiotica 22:4, pages 459-469.
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D. Schlenk & D. R. Buhler. (1991) Role of flavin-containing monooxygenase in the in vitro biotransformation of aldicarb in rainbow trout (Oncorhynchus mykiss). Xenobiotica 21:12, pages 1583-1589.
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F. Peter Guengerich. (1990) Enzymatic Oxidation of Xenobiotic Chemical. Critical Reviews in Biochemistry and Molecular Biology 25:2, pages 97-153.
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Daniel Schlenk & Donald R. Buhler. (1990) The in vitro biotransformation of 2-aminofluorene in the visceral mass of the Pacific oyster, Crassostrea gigas. Xenobiotica 20:6, pages 563-572.
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T. Inoue & K. Tanaka. (1990) N-Oxidation and N-demethylation of methylephedrine by rat-liver microsomes. Xenobiotica 20:3, pages 265-271.
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T. J. Jaworski, E. M. Hawes, G. McKay & K. K. Midha. (1990) The metabolism of chlorpromazine N-oxide in man and dog. Xenobiotica 20:1, pages 107-115.
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Raymond f. Novak, Karen l. Kaul & Sang Geon Kim. (1989) Induction of the Alcohol Inducible Form of Cytochrome P-450 By Nitrogen-Containing Heterocycles: Effects on Pyridine It-Oxide Production. Drug Metabolism Reviews 20:2-4, pages 781-792.
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