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Xenobiotica
the fate of foreign compounds in biological systems
Volume 33, 2003 - Issue 2
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Research Article

CYP2D6-mediated catalysis of tamoxifen aromatic hydroxylation with an NIH shift: similar hydroxylation mechanism in chicken, rat and human liver microsomes

Y. Hu Department of Biochemistry and Molecular Pharmacology, University of Massachusetts Medical School, 364 Plantation Street, Worcester, MA 01605-2324, USA
,
S. S. Dehal Department of Biochemistry and Molecular Pharmacology, University of Massachusetts Medical School, 364 Plantation Street, Worcester, MA 01605-2324, USA
,
G. Hynd Department of Chemistry, Northeastern University, Boston, MA, USA
,
G. B. Jones Department of Chemistry, Northeastern University, Boston, MA, USA
&
D. Kupfer Department of Biochemistry and Molecular Pharmacology, University of Massachusetts Medical School, 364 Plantation Street, Worcester, MA 01605-2324, USA
Pages 141-151 | Published online: 22 Sep 2008

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Jacqueline Ramírez, Mark J Ratain & Federico Innocenti. (2010) Uridine 5´-Diphospho-Glucuronosyltransferase Genetic Polymorphisms and Response to Cancer Chemotherapy. Future Oncology 6:4, pages 563-585.
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Philip Lazarus & Dongxiao Sun. (2010) Potential role of UGT pharmacogenetics in cancer treatment and prevention: focus on tamoxifen and aromatase inhibitors. Drug Metabolism Reviews 42:1, pages 182-194.
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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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Shangara S. Dehal. (2006) David Kupfer, Ph.D. A Mentor and a Scientist. Drug Metabolism Reviews 38:1-2, pages 13-22.
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David M. Stresser. (2006) David Kupfer: A Career Retrospective. Drug Metabolism Reviews 38:1-2, pages 3-12.
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Articles from other publishers (14)

Slobodan P. Rendic & F. Peter Guengerich. (2024) Formation of potentially toxic metabolites of drugs in reactions catalyzed by human drug-metabolizing enzymes. Archives of Toxicology.
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Nidhi Awasthi, Rolly Yadav & Devesh Kumar. (2023) Revealing metabolic path of Ketamine catalyzed by CYP450 via quantum mechanical approach. Journal of Molecular Structure 1271, pages 134126.
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Slobodan P. Rendic & F. Peter Guengerich. (2021) Human Family 1–4 cytochrome P450 enzymes involved in the metabolic activation of xenobiotic and physiological chemicals: an update. Archives of Toxicology 95:2, pages 395-472.
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Kazuma Kaitoh, Masaaki Kotera & Kimito Funatsu. (2019) Novel Electrotopological Atomic Descriptors for the Prediction of Xenobiotic Cytochrome P450 Reactions. Molecular Informatics 38:10.
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Huan Zhao, Ying Xu, Shuangjun Lin, Jim C. Spain & Ning‐Yi Zhou. (2018) The molecular basis for the intramolecular migration (NIH shift) of the carboxyl group during para ‐hydroxybenzoate catabolism . Molecular Microbiology 110:3, pages 411-424.
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Lorena Sánchez-Sánchez, Rubén D. Cadena-Nava, Laura A. Palomares, Jaime Ruiz-Garcia, Melissa S.T. Koay, Jeroen J.M.T. Cornelissen & Rafael Vazquez-Duhalt. (2014) Chemotherapy pro-drug activation by biocatalytic virus-like nanoparticles containing cytochrome P450. Enzyme and Microbial Technology 60, pages 24-31.
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Devesh Kumar, G. Narahari Sastry & Sam P. de Visser. (2011) Axial Ligand Effect On The Rate Constant of Aromatic Hydroxylation By Iron(IV)–Oxo Complexes Mimicking Cytochrome P450 Enzymes. The Journal of Physical Chemistry B 116:1, pages 718-730.
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Bhupendra Singh, Nimee K. Bhat & Hari K. Bhat. (2011) Partial Inhibition of Estrogen-Induced Mammary Carcinogenesis in Rats by Tamoxifen: Balance between Oxidant Stress and Estrogen Responsiveness. PLoS ONE 6:9, pages e25125.
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Philip Lazarus, Andrea S. Blevins‐Primeau, Yan Zheng & Dongxiao Sun. (2009) Potential Role of UGT Pharmacogenetics in Cancer Treatment and Prevention. Annals of the New York Academy of Sciences 1155:1, pages 99-111.
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Yan Zheng, Dongxiao Sun, Arun K. Sharma, Gang Chen, Shantu Amin & Philip Lazarus. (2007) Elimination of Antiestrogenic Effects of Active Tamoxifen Metabolites by Glucuronidation. Drug Metabolism and Disposition 35:10, pages 1942-1948.
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Christopher L. Shaffer, Mithat Gunduz, Bruce A. Thornburgh & Gwendolyn D. Fate. (2006) Using a Tritiated Compound to Elucidate Its Preclinical Metabolic and Excretory Pathways in Vivo: Exploring Tritium Exchange Risk. Drug Metabolism and Disposition 34:9, pages 1615-1623.
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Alan Wiseman. (2005) Elimination of major side effects due to ROS of therapeuticals through biotransformation control of the 57 cytochromes P450 isoenzymes. Medical Hypotheses 64:4, pages 802-805.
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. (2016) Aspen Cancer Conference Fellows. Toxicologic Pathology 32:6, pages 749-761.
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Elton R. Kisanga, Jennifer Gjerde, Aliana Guerrieri-Gonzaga, Francesca Pigatto, Adriana Pesci-Feltri, Chris Robertson, Davide Serrano, Giuseppe Pelosi, Andrea Decensi & Ernst A. Lien. (2004) Tamoxifen and Metabolite Concentrations in Serum and Breast Cancer Tissue during Three Dose Regimens in a Randomized Preoperative Trial. Clinical Cancer Research 10:7, pages 2336-2343.
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