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Research Article

The Structure, Function, and Regulation of Cytochrome P450 2A Enzymes

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Pages 977-996 | Published online: 22 Sep 2008

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Gaku Okamatsu, Tetsuya Komatsu, Akira Kubota, Takenori Onaga, Tsuyoshi Uchide, Daiji Endo, Rikio Kirisawa, Guojun Yin, Hiroki Inoue, Takio Kitazawa, Yasuhiro Uno & Hiroki Teraoka. (2015) Identification and functional characterization of novel feline cytochrome P450 2A. Xenobiotica 45:6, pages 503-510.
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Maria Konstandi. (2013) Psychophysiological stress: a significant parameter in drug pharmacokinetics. Expert Opinion on Drug Metabolism & Toxicology 9:10, pages 1317-1334.
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Amit Sharma, Konka Dinesh, Sanjay Yadav, Swatantra K. Jain, Mohan C. Pant & Devendra Parmar. (2013) Cytochrome P450 2A isoenzymes in freshly prepared blood lymphocytes isolated from rats and validation as a biomarker for clinical studies in humans. Xenobiotica 43:4, pages 311-319.
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H. Raunio, N. Pokela, K. Puhakainen, M. Rahnasto, T. Mauriala, S. Auriola & R. O. Juvonen. (2008) Nicotine metabolism and urinary elimination in mouse: in vitro and in vivo. Xenobiotica 38:1, pages 34-47.
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Franz Oesch, Eric Fabian, Barbara Oesch-Bartlomowicz, Christoph Werner & Robert Landsiedel. (2007) Drug-Metabolizing Enzymes in the Skin of Man, Rat, and Pig. Drug Metabolism Reviews 39:4, pages 659-698.
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Marcella Martignoni, Geny M M Groothuis & Ruben de Kanter. (2006) Species differences between mouse, rat, dog, monkey and human CYP-mediated drug metabolism, inhibition and induction. Expert Opinion on Drug Metabolism & Toxicology 2:6, pages 875-894.
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L. B. VON WEYMARN & S. E. MURPHY. (2003) CYP2A13-catalysed coumarin metabolism: comparison with CYP2A5 and CYP2A6. Xenobiotica 33:1, pages 73-81.
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J. J. P. Bogaards, M. Bertrand, P. Jackson, M. J. Oudshoorn, R. J. Weaver, P. J. Van Bladeren & B. Walther. (2000) Determining the best animal model for human cytochrome P450 activities: a comparison of mouse, rat, rabbit, dog, micropig, monkey and man. Xenobiotica 30:12, pages 1131-1152.
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H.E. Buist, R.A. Bausch-Goldbohm, S. Devito, J. Venhorst, R.H. Stierum & E.D. Kroese. (2014) WITHDRAWN: Hazard assessment of nitrosamine and nitramine by-products of amine-based CCS: An alternative approach. Regulatory Toxicology and Pharmacology 70:1, pages 392.
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Jarrod Bailey, Michelle Thew & Michael Balls. (2014) An Analysis of the Use of Animal Models in Predicting Human Toxicology and Drug Safety. Alternatives to Laboratory Animals 42:3, pages 181-199.
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C. S. Ferguson, S. Miksys, R. M. Palmour & R. F. Tyndale. (2012) Differential Effects of Nicotine Treatment and Ethanol Self-Administration on CYP2A6, CYP2B6 and Nicotine Pharmacokinetics in African Green Monkeys. Journal of Pharmacology and Experimental Therapeutics 343:3, pages 628-637.
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Alexander V. LyubimovLin Xu, Biplab Das & Chandra Prakash. 2011. Encyclopedia of Drug Metabolism and Interactions. Encyclopedia of Drug Metabolism and Interactions 1 35 .
Alexander V. LyubimovJoshua G. DeKeyser & Magang Shou. 2011. Encyclopedia of Drug Metabolism and Interactions. Encyclopedia of Drug Metabolism and Interactions 1 38 .
Yongke Lu, Jian Zhuge, Defeng Wu & Arthur I. Cederbaum. (2011) Ethanol Induction of CYP2A5: Permissive Role for CYP2E1. Drug Metabolism and Disposition 39:2, pages 330-336.
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X W Teng, D J Cutler & N M Davies. (2003) Kinetics of metabolism and degradation of mometasone furoate in rat biological fluids and tissues. Journal of Pharmacy and Pharmacology 55:5, pages 617-630.
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Kari E. Schlicht, Jeannette Zinggeler Berg & Sharon E. Murphy. (2009) Effect of CYP2A13 Active Site Mutation N297A on Metabolism of Coumarin and Tobacco-Specific Nitrosamines. Drug Metabolism and Disposition 37:3, pages 665-671.
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Chandra Prakash & Alfin D. N. Vaz. 2008. Nuclear Receptors in Drug Metabolism. Nuclear Receptors in Drug Metabolism 1 41 .
D. Behera, A. Damre, A. Varghese & V. Addepalli. (2008) In Vitro Evaluation of Hepatic and Extra-hepatic Metabolism of Coumarins Using Rat Subcellular Fractions: Correlation of In Vitro Clearance with In Vivo Data. Drug Metabolism and Drug Interactions 23:3-4.
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Mark G. LeSage, Daniel E. Keyler, Danielle Burroughs & Paul R. Pentel. (2007) Effects of pregnancy on nicotine self-administration and nicotine pharmacokinetics in rats. Psychopharmacology 194:3, pages 413-421.
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Jason K. Yano, Travis T. Denton, Matthew A. Cerny, Xiaodong Zhang, Eric F. Johnson & John R. Cashman. (2006) Synthetic Inhibitors of Cytochrome P-450 2A6:  Inhibitory Activity, Difference Spectra, Mechanism of Inhibition, and Protein Cocrystallization. Journal of Medicinal Chemistry 49:24, pages 6987-7001.
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Hijiri Takeuchi, Kousuke Saoo, Yoko Matsuda, Masanao Yokohira, Keiko Yamakawa, Yu Zeng, Masafumi Miyazaki, Masaki Fujieda, Tetsuya Kamataki & Katsumi Imaida. (2006) Dose dependent inhibitory effects of dietary 8-methoxypsoralen on NNK-induced lung tumorigenesis in female A/J mice. Cancer Letters 234:2, pages 232-238.
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Masafumi Miyazaki, Hiroshi Yamazaki, Hijiri Takeuchi, Kousuke Saoo, Masanao Yokohira, Ken-ichi Masumura, Takehiko Nohmi, Yoshihiko Funae, Katsumi Imaida & Tetsuya Kamataki. (2005) Mechanisms of chemopreventive effects of 8-methoxypsoralen against 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced mouse lung adenomas. Carcinogenesis 26:11, pages 1947-1955.
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Sharon E. Murphy, Vytautas Raulinaitis & Kathryn M. Brown. (2005) NICOTINE 5′-OXIDATION AND METHYL OXIDATION BY P450 2A ENZYMES. Drug Metabolism and Disposition 33:8, pages 1166-1173.
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John R. Jalas, Stephen S. Hecht & Sharon E. Murphy. (2005) Cytochrome P450 Enzymes as Catalysts of Metabolism of 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone, a Tobacco Specific Carcinogen. Chemical Research in Toxicology 18:2, pages 95-110.
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Guoyu Ling, Charles R. Hauer, Richard M. Gronostajski, Brian T. Pentecost & Xinxin Ding. (2004) Transcriptional Regulation of Rat CYP2A3 by Nuclear Factor 1. Journal of Biological Chemistry 279:27, pages 27888-27895.
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Christelle Cauffiez, Jean-Marc Lo-Guidice, Sylvie Quaranta, Delphine Allorge, Dany Chevalier, Sylvie Cenée, Rima Hamdan, Michel Lhermitte, Jean-Jacques Lafitte, Christian Libersa, Jean-Frédéric Colombel, Isabelle Stücker & Franck Broly. (2004) Genetic polymorphism of the human cytochrome CYP2A13 in a French population: implication in lung cancer susceptibility. Biochemical and Biophysical Research Communications 317:2, pages 662-669.
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Margit Spatzenegger, Stephanie Born & James Halpert. 2003. Drug Metabolizing Enzymes. Drug Metabolizing Enzymes 179 209 .
Arja Asikainen, Juhani Tarhanen, Antti Poso, Markku Pasanen, Esko Alhava & Risto O Juvonen. (2003) Predictive value of comparative molecular field analysis modelling of naphthalene inhibition of human CYP2A6 and mouse CYP2A5 enzymes. Toxicology in Vitro 17:4, pages 449-455.
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John R. Jalas, Edward J. McIntee, Patrick M. J. Kenney, Pramod Upadhyaya, Lisa A. Peterson & Stephen S. Hecht. (2003) Stereospecific Deuterium Substitution Attenuates the Tumorigenicity and Metabolism of the Tobacco-Specific Nitrosamine 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). Chemical Research in Toxicology 16:6, pages 794-806.
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D.F.V. Lewis, B.G. Lake, M. Dickins & P.S. Goldfarb. (2003) Homology modelling of CYP2A6 based on the CYP2C5 crystallographic template: enzyme–substrate interactions and QSARs for binding affinity and inhibition. Toxicology in Vitro 17:2, pages 179-190.
Crossref
David F.V Lewis. (2003) Essential requirements for substrate binding affinity and selectivity toward human CYP2 family enzymes. Archives of Biochemistry and Biophysics 409:1, pages 32-44.
Crossref
Chun Xu, Shari Goodz, Edward M. Sellers & Rachel F. Tyndale. (2002) CYP2A6 genetic variation and potential consequences. Advanced Drug Delivery Reviews 54:10, pages 1245-1256.
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Ting Su, Qing-Yu Zhang, Jianhua Zhang, Pam Swiatek & Xinxin Ding. (2002) Expression of the Rat CYP2A3 Gene in Transgenic Mice . Drug Metabolism and Disposition 30:5, pages 548-552.
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John M. Seubert, Christopher D. Webb & John R. Bend. (2002) Acute sodium arsenite treatment induces Cyp2a5 but not Cyp1a1 in the C57Bl/6 mouse in a tissue (kidney) selective manner . Journal of Biochemical and Molecular Toxicology 16:2, pages 96-106.
Crossref
Susan M. G. Hoffman, David R. Nelson & Diane S. Keeney. (2001) Organization, structure and evolution of the CYP2 gene cluster on human chromosome 19. Pharmacogenetics 11:8, pages 687-698.
Crossref
Katsunori Nakamura, Martha V. Martin & F.Peter Guengerich. (2001) Random Mutagenesis of Human Cytochrome P450 2A6 and Screening with Indole Oxidation Products1. Archives of Biochemistry and Biophysics 395:1, pages 25-31.
Crossref
Imad H. Hanna, Mi-Sook Kim & F.Peter Guengerich. (2001) Heterologous Expression of Cytochrome P450 2D6 Mutants, Electron Transfer, and Catalysis of Bufuralol Hydroxylation: The Role of Aspartate 301 in Structural Integrity. Archives of Biochemistry and Biophysics 393:2, pages 255-261.
Crossref
David Lewis. 2001. Guide to Cytochromes P450. Guide to Cytochromes P450 164 210 .
Adnan A Elfarra, Renee J Krause & Raymond A Kemper. (2001) Cellular and molecular basis for species, sex and tissue differences in 1,3-butadiene metabolism. Chemico-Biological Interactions 135-136, pages 239-248.
Crossref
Nadia D. Felicia, G.K. Rekha & Sharon E. Murphy. (2000) Characterization of Cytochrome P450 2A4 and 2A5-Catalyzed 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) Metabolism. Archives of Biochemistry and Biophysics 384:2, pages 418-424.
Crossref
Stephen S. Hecht, J. Bradley Hochalter, Peter W. Villalta & Sharon E. Murphy. (2000) 2′-Hydroxylation of nicotine by cytochrome P450 2A6 and human liver microsomes: Formation of a lung carcinogen precursor. Proceedings of the National Academy of Sciences 97:23, pages 12493-12497.
Crossref
Linda B. von Weymarn, Nadia D. Felicia, Xinxin Ding & Sharon E. Murphy. (1999) N -Nitrosobenzylmethylamine Hydroxylation and Coumarin 7-Hydroxylation:  Catalysis by Rat Esophageal Microsomes and Cytochrome P450 2A3 and 2A6 Enzymes . Chemical Research in Toxicology 12:12, pages 1254-1261.
Crossref
Kouichi Kurose, Emi Isozaki, Masahiro Tohkin & Morio Fukuhara. (1999) Cloning and Expression Analysis of a New Member of the Cytochrome P450, CYP2A15 from the Chinese Hamster, Encoding Testosterone 7α-Hydroxylase. Archives of Biochemistry and Biophysics 371:2, pages 270-276.
Crossref
Masahiro Tohkin, Kouichi Kurose, Emi Isozaki & Morio Fukuhara. (1999) Molecular cloning, heterologous expression, and characterization of a novel member of CYP2A in the Syrian hamster. Biochimica et Biophysica Acta (BBA) - Gene Structure and Expression 1446:3, pages 438-442.
Crossref
B.G Lake. (1999) Coumarin Metabolism, Toxicity and Carcinogenicity: Relevance for Human Risk Assessment. Food and Chemical Toxicology 37:4, pages 423-453.
Crossref
D.F.V Lewis, M Dickins, B.G Lake, P.J Eddershaw, M.H Tarbit & P.S Goldfarb. (1999) Molecular modelling of the human cytochrome P450 isoform CYP2A6 and investigations of CYP2A substrate selectivity. Toxicology 133:1, pages 1-33.
Crossref
Kouichi Kurose, Masahiro Tohkin & Morio Fukuhara. (1999) A Novel Positive Regulatory Element That Enhances Hamster CYP2A8 Gene Expression Mediated by Xenobiotic Responsive Element . Molecular Pharmacology 55:2, pages 279-287.
Crossref
David J. Fraser, You Qun He, Greg R. Harlow & James R. Halpert. (1999) Use of Chimeric Enzymes and Site-Directed Mutagenesis for Identification of Three Key Residues Responsible for Differences in Steroid Hydroxylation between Canine Cytochromes P-450 3A12 and 3A26. Molecular Pharmacology 55:2, pages 241-247.
Crossref
Morio Fukuhara, Kouichi Kurose, Naomi Aiba, Noriko Matsunaga, Waka Omata, Kazue Kato & Masanobu Kimura. (1998) A Major Phenobarbital-Inducible P450 Isozyme, CYP2A14, in the Chinese Hamster Liver: Purification, Characterization, and cDNA Cloning. Archives of Biochemistry and Biophysics 359:2, pages 241-248.
Crossref
F.Peter Guengerich. (1997) Comparisons of catalytic selectivity of cytochrome P450 subfamily enzymes from different species. Chemico-Biological Interactions 106:3, pages 161-182.
Crossref

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