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Research Article

CYP4B1: An Enigmatic P450 at the Interface between Xenobiotic and Endobiotic Metabolism

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Pages 451-476 | Published online: 09 Oct 2008

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Morgan E. Chaney, Melia G. Romine, Helen Piontkivska & Anthony J. Tosi. (2020) Diversifying selection detected in only a minority of xenobiotic-metabolizing CYP1-3 genes among primate species. Xenobiotica 50:12, pages 1406-1412.
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Mariko Nakano, Catherine M. Lockhart, Edward J. Kelly & Allan E. Rettie. (2014) Ocular cytochrome P450s and transporters: roles in disease and endobiotic and xenobiotic disposition. Drug Metabolism Reviews 46:3, pages 247-260.
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Paul R. Ortiz de Montellano. (2008) Mechanism and Role of Covalent Heme Binding in the CYP4 Family of P450 Enzymes and the Mammalian Peroxidases. Drug Metabolism Reviews 40:3, pages 405-426.
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Mei-Hui Hsu, Üzen Savas, Keith J. Griffin & Eric F. Johnson. (2007) Human Cytochrome P450 Family 4 Enzymes: Function, Genetic Variation and Regulation. Drug Metabolism Reviews 39:2-3, pages 515-538.
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Irina A. Pikuleva. (2023) Challenges and Opportunities in P450 Research on the Eye. Drug Metabolism and Disposition 51:10, pages 1295-1307.
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Anelise Russo, Patrícia M. Biselli-Chicote, Rosa S. Kawasaki-Oyama, Márcia M. U. Castanhole-Nunes, José V. Maniglia, Dalísio de Santi Neto, Érika C. Pavarino & Eny M. Goloni-Bertollo. (2018) Differential Expression of Prostaglandin I2 Synthase Associated with Arachidonic Acid Pathway in the Oral Squamous Cell Carcinoma. Journal of Oncology 2018, pages 1-13.
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X. Ding, L. Li, L.S. Van Winkle & Q.-Y. Zhang. 2018. Comprehensive Toxicology. Comprehensive Toxicology 171 193 .
A.M. Rowland & G.S. Yost. 2018. Comprehensive Toxicology. Comprehensive Toxicology 194 227 .
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Young‐Eun Cho, Esteban Mezey, James P. Hardwick, Norman Salem, Dahn L. Clemens & Byoung‐Joon Song. (2017) Increased ethanol‐inducible cytochrome P450‐2E1 and cytochrome P450 isoforms in exosomes of alcohol‐exposed rodents and patients with alcoholism through oxidative and endoplasmic reticulum stress. Hepatology Communications 1:7, pages 675-690.
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Katharina Roellecke, Vera D. Jäger, Veselin H. Gyurov, John P. Kowalski, Stephanie Mielke, Allan E. Rettie, Helmut Hanenberg, Constanze Wiek & Marco Girhard. (2017) Ligand characterization of CYP4B1 isoforms modified for high-level expression in Escherichia coli and HepG2 cells . Protein Engineering Design and Selection.
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K Roellecke, E L Virts, R Einholz, K Z Edson, B Altvater, C Rossig, D von Laer, K Scheckenbach, M Wagenmann, D Reinhardt, C M Kramm, A E Rettie, C Wiek & H Hanenberg. (2016) Optimized human CYP4B1 in combination with the alkylator prodrug 4-ipomeanol serves as a novel suicide gene system for adoptive T-cell therapies. Gene Therapy 23:7, pages 615-626.
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Venil Sumantran, Pratik Mishra, Rakesh Bera & Natarajan Sudhakar. (2016) Microarray Analysis of Differentially-Expressed Genes Encoding CYP450 and Phase II Drug Metabolizing Enzymes in Psoriasis and Melanoma. Pharmaceutics 8:1, pages 4.
Crossref
H. Li, Y. Peng & J. Zheng. 2016. 55 97 .
Eva M. Schmidt, Constanze Wiek, Oliver T. Parkinson, Katharina Roellecke, Marcel Freund, Michael Gombert, Nadine Lottmann, Charles A. Steward, Christof M. Kramm, Vladimir Yarov-Yarovoy, Allan E. Rettie & Helmut Hanenberg. (2015) Characterization of an Additional Splice Acceptor Site Introduced into CYP4B1 in Hominoidae during Evolution. PLOS ONE 10:9, pages e0137110.
Crossref
Wen-Ching Lin, Chih-Chun Wen, Yung-Hsiang Chen, Pei-Wen Hsiao, Jiunn-Wang Liao, Ching-I Peng & Ning-Sun Yang. (2015) Integrative Approach to Analyze Biodiversity and Anti-Inflammatory Bioactivity of Wedelia Medicinal Plants. PLOS ONE 10:6, pages e0129067.
Crossref
Romilly E. Hodges & Deanna M. Minich. (2015) Modulation of Metabolic Detoxification Pathways Using Foods and Food-Derived Components: A Scientific Review with Clinical Application. Journal of Nutrition and Metabolism 2015, pages 1-23.
Crossref
Constanze Wiek, Eva M. Schmidt, Katharina Roellecke, Marcel Freund, Mariko NakanoEdward J. KellyWolfgang Kaisers, Vladimir Yarov-YarovoyChristof M. Kramm, Allan E. RettieHelmut Hanenberg. (2014) Identification of amino acid determinants in CYP4B1 for optimal catalytic processing of 4-ipomeanol. Biochemical Journal 465:1, pages 103-114.
Crossref
F. Peter Guengerich. 2015. Cytochrome P450. Cytochrome P450 523 785 .
Ryan G. ToedebuschMichael D. RobertsKevin D. WellsJoseph M. CompanyKayla M. KanoskyJaume PadillaNathan T. Jenkins, James W. PerfieldIIIIJamal A. IbdahFrank W. BoothR. Scott Rector. (2014) Unique transcriptomic signature of omental adipose tissue in Ossabaw swine: a model of childhood obesity. Physiological Genomics 46:10, pages 362-375.
Crossref
Oliver T. Parkinson, H. Denny Liggitt, Allan E. Rettie & Edward J. Kelly. (2013) Generation and Characterization of a Cyp4b1 Null Mouse and the Role of CYP4B1 in the Activation and Toxicity of Ipomeanol. Toxicological Sciences 134:2, pages 243-250.
Crossref
Joyce N. Barlin, Petar Jelinic, Narciso Olvera, Faina Bogomolniy, Maria Bisogna, Fanny Dao, Richard R. Barakat, Dennis S. Chi & Douglas A. Levine. (2013) Validated gene targets associated with curatively treated advanced serous ovarian carcinoma. Gynecologic Oncology 128:3, pages 512-517.
Crossref
T. Ahmad, K. Shekh, S. Khan, A. Vikram, L. Yadav, C.V. Parekh & G.B. Jena. (2013) Pretreatment with valproic acid, a histone deacetylase inhibitor, enhances the sensitivity of the peripheral blood micronucleus assay in rodents. Mutation Research/Genetic Toxicology and Environmental Mutagenesis 751:1, pages 19-26.
Crossref
Nina L. Kirischian & Joanna Y. Wilson. (2012) Phylogenetic and functional analyses of the cytochrome P450 family 4. Molecular Phylogenetics and Evolution 62:1, pages 458-471.
Crossref
Zhong Ye, Chung-Oui Hong, Kwangwon Lee, Jesse Hostetter, Michael Wannemuehler & Suzanne Hendrich. (2011) Plasma Caffeic Acid Is Associated with Statistical Clustering of the Anticolitic Efficacy of Caffeic Acid in Dextran Sulfate Sodium-Treated Mice. The Journal of Nutrition 141:11, pages 1989-1995.
Crossref
Adaweyah El-Merhibi, Suong N.T. Ngo, Ceilidh L. Marchant, Tamara A. Height, Ieva Stupans & Ross A. McKinnon. (2011) WITHDRAWN: Cytochrome P450 CYP3A in marsupials: Characterisation of the first identified CYP3A subfamily member, isoform 3A70 from Eastern grey kangaroo (Macropus giganteus). Gene.
Crossref
Dag Henrik Reikvam, Alexander Erofeev, Anders Sandvik, Vedrana Grcic, Frode Lars Jahnsen, Peter Gaustad, Kathy D. McCoy, Andrew J. Macpherson, Leonardo A. Meza-Zepeda & Finn-Eirik Johansen. (2011) Depletion of Murine Intestinal Microbiota: Effects on Gut Mucosa and Epithelial Gene Expression. PLoS ONE 6:3, pages e17996.
Crossref
Jonathan B. Johnston, Hugues Ouellet, Larissa M. Podust & Paul R. Ortiz de Montellano. (2011) Structural control of cytochrome P450-catalyzed ω-hydroxylation. Archives of Biochemistry and Biophysics 507:1, pages 86-94.
Crossref
Ronald J. A. Wanders, Jasper Komen & Stephan Kemp. (2010) Fatty acid omega‐oxidation as a rescue pathway for fatty acid oxidation disorders in humans. The FEBS Journal 278:2, pages 182-194.
Crossref
Natalie L. Milic, Suong N.T. Ngo, Ceilidh L. Marchant, Tamara A. Height & Ross A. McKinnon. (2011) Pulmonary cytochrome P450 enzymes belonging to the CYP4B subfamily from an Australian marsupial, the tammar wallaby (Macropus eugenii). Comparative Biochemistry and Physiology Part C: Toxicology & Pharmacology 153:1, pages 60-66.
Crossref
Line Roy, Sylvie LaBoissière, Eman Abdou, Geneviève Thibault, Nathalie Hamel, Maryam Taheri, Daniel Boismenu, Joël Lanoix, Robert E. Kearney & Jacques Paiement. (2010) Proteomic analysis of the transitional endoplasmic reticulum in hepatocellular carcinoma: An organelle perspective on cancer. Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics 1804:9, pages 1869-1881.
Crossref
Su Jin Jang, Joo Hyun Kang, Tae Sup Lee, Sung Joo Kim, Kwang Il Kim, Yong Jin Lee, Gi Jeong Cheon, Chang Woon Choi & Sang Moo Lim. (2010) Prodrug-activating Gene Therapy with Rabbit Cytochrome P450 4B1/4-Ipomeanol or 2-Aminoanthracene System in Glioma Cells. Nuclear Medicine and Molecular Imaging 44:3, pages 193-198.
Crossref
T. Hu, Z.S. Khambatta, P.J. Hayden, J. Bolmarcich, R.L. Binder, M.K. Robinson, G.J. Carr, J.P. Tiesman, B.B. Jarrold, R. Osborne, T.D. Reichling, S.T. Nemeth & M.J. Aardema. (2010) Xenobiotic metabolism gene expression in the EpiDerm™ in vitro 3D human epidermis model compared to human skin. Toxicology in Vitro 24:5, pages 1450-1463.
Crossref
Jinjiang Fan, Kassim Traore, Wenping Li, Hakima Amri, Hongzhan Huang, Cathy Wu, Haolin Chen, Barry Zirkin & Vassilios Papadopoulos. (2010) Molecular Mechanisms Mediating the Effect of Mono-(2-Ethylhexyl) Phthalate on Hormone-Stimulated Steroidogenesis in MA-10 Mouse Tumor Leydig Cells. Endocrinology 151:7, pages 3348-3362.
Crossref
A.M. Rowland & G.S. Yost. 2010. Comprehensive Toxicology. Comprehensive Toxicology 511 547 .
A.R. Buckpitt, C. Yu Lin & P. Spiess. 2010. Comprehensive Toxicology. Comprehensive Toxicology 171 179 .
Zhong Ye, Zhiping Liu, Abigail Henderson, Kwangwon Lee, Jesse Hostetter, Michael Wannemuehler & Suzanne Hendrich. (2009) Increased CYP4B1 mRNA Is Associated with the Inhibition of Dextran Sulfate Sodium–Induced Colitis by Caffeic Acid in Mice. Experimental Biology and Medicine 234:6, pages 605-616.
Crossref
Song-Hee Han, Chang-Yong Eun, Jung-Soo Han, Young-Jin Chun, Dong-Hyun Kim, Chul-Ho Yun & Dong-Hak Kim. (2009) Self-Sufficient Catalytic System of Human Cytochrome P450 4A11 and NADPH-P450 Reductase. Biomolecules and Therapeutics 17:2, pages 156-161.
Crossref
Zhiping Liu, Abigail L. Henderson, Dan Nettleton, Jennifer H. Wilson-Welder, Jesse M. Hostetter, Amanda Ramer-Tait, Albert E. Jergens & Michael J. Wannemuehler. (2009) Mucosal gene expression profiles following the colonization of immunocompetent defined-flora C3H mice with Helicobacter bilis: a prelude to typhlocolitis. Microbes and Infection 11:3, pages 374-383.
Crossref
James P. Hardwick, Douglas Osei-Hyiaman, Homer Wiland, Mohamed A. Abdelmegeed & Byoung-Joon Song. (2009) PPAR/RXR Regulation of Fatty Acid Metabolism and Fatty Acid -Hydroxylase (CYP4) Isozymes: Implications for Prevention of Lipotoxicity in Fatty Liver Disease. PPAR Research 2009, pages 1-20.
Crossref
James P. Hardwick. (2008) Cytochrome P450 omega hydroxylase (CYP4) function in fatty acid metabolism and metabolic diseases. Biochemical Pharmacology 75:12, pages 2263-2275.
Crossref
David E. Williams. 2008. Advances in Bioactivation Research. Advances in Bioactivation Research 1 27 .

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