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Original Articles

Molecular Modeling of Cytochrome P450 1A1: Enzyme-Substrate Interactions and Substrate Binding Affinities

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Pages 155-162 | Received 30 May 2002, Published online: 15 May 2012

Keep up to date with the latest research on this topic with citation updates for this article.

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Yufang Wang, Qiang Zhou, Hao Dai, Tao Zhang & Dong-Qing Wei. (2012) Prediction of the functional consequences of single amino acid substitution in human cytochrome P450. Molecular Simulation 38:14-15, pages 1297-1307.
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Prajwal P Nandekar & Abhay T Sangamwar. (2012) Cytochrome P450 1A1-mediated anticancer drug discovery: in silico findings. Expert Opinion on Drug Discovery 7:9, pages 771-789.
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J. Gonzalez, N. Marchand-Geneste, J.L. Giraudel & T. Shimada. (2012) Docking and QSAR comparative studies of polycyclic aromatic hydrocarbons and other procarcinogen interactions with cytochromes P450 1A1 and 1B1. SAR and QSAR in Environmental Research 23:1-2, pages 87-109.
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E.D. Bruce, R.L. Autenrieth, R.C. Burghardt, K.C. Donnelly & T.J. McDonald. (2009) Modeling toxic endpoints for improving human health risk assessment of polycyclic aromatic hydrocarbons – parent compounds and simple mixtures. Toxicological & Environmental Chemistry 91:1, pages 137-156.
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EricaD. Bruce, RobinL. Autenrieth, RobertC. Burghardt, K. C. Donnelly & ThomasJ. McDonald. (2008) Using Quantitative Structure–Activity Relationships (QSAR) to Predict Toxic Endpoints for Polycyclic Aromatic Hydrocarbons (PAH). Journal of Toxicology and Environmental Health, Part A 71:16, pages 1073-1084.
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Alfred G. Hildebrandt, Dieter Schwarz, Solveigh Krusekopf, Ullrich Kleeberg & Ivar Roots. (2007) Recalling P446. P4501A1 (CYP1A1) Opting for Clinical Application. Drug Metabolism Reviews 39:2-3, pages 323-341.
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SpencerS. Ericksen & GrazynaD. Szklarz. (2005) Regiospecificity of Human Cytochrome P450 1A1-Mediated Oxidations: The Role of Steric Effects. Journal of Biomolecular Structure and Dynamics 23:3, pages 243-256.
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David S. Wishart. (2005) Bioinformatics in Drug Development and Assessment. Drug Metabolism Reviews 37:2, pages 279-310.
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RUTE DA FONSECA, MARIA CRISTINA MENZIANI, ANDRÉ MELO & MARIA JOÃO RAMOS. (2003) Modelling the metabolic action of human and rat CYP1A2 and its relationship with the carcinogenicity of heterocyclic amines. Molecular Physics 101:17, pages 2731-2741.
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Articles from other publishers (36)

Arthur G. Roberts, Jeffrey C. Stevens, Grazyna D. Szklarz, Emily E. Scott, Santosh Kumar, Manish B. Shah & James R. Halpert. (2023) Four Decades of Cytochrome P450 2B Research: From Protein Adducts to Protein Structures and Beyond. Drug Metabolism and Disposition 51:1, pages 111-122.
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Rana Adnan Tahir, Farwa Hassan, Abdul Kareem, Umer Iftikhar & Sheikh Arslan Sehgal. (2020) Ligand-Based Pharmacophore Modeling and Virtual Screening to Discover Novel CYP1A1 Inhibitors. Current Topics in Medicinal Chemistry 19:30, pages 2782-2794.
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Hongjoo Ha, Kapsong Park, Guyoung Kang & Sungjong Lee. (2019) QSAR study using acute toxicity of Daphnia magna and Hyalella azteca through exposure to polycyclic aromatic hydrocarbons (PAHs). Ecotoxicology 28:3, pages 333-342.
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Zbigniew Dutkiewicz & Renata Mikstacka. (2018) Structure-Based Drug Design for Cytochrome P450 Family 1 Inhibitors. Bioinorganic Chemistry and Applications 2018, pages 1-21.
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Lu Huo, Jingbao Liu, M. Denise Dearing, Grazyna D. Szklarz, James R. Halpert & P. Ross Wilderman. (2017) Rational Re-Engineering of the O-Dealkylation of 7-Alkoxycoumarin Derivatives by Cytochromes P450 2B from the Desert Woodrat Neotoma lepida . Biochemistry 56:16, pages 2238-2246.
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Rebeca Santes-Palacios, Antonio Romo-Mancillas, Rafael Camacho-Carranza & Jesús Javier Espinosa-Aguirre. (2016) Inhibition of human and rat CYP1A1 enzyme by grapefruit juice compounds. Toxicology Letters 258, pages 267-275.
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Prajwal P. Nandekar, Kailas Khomane, Vikas Chaudhary, Vijay P. Rathod, Roshan M. Borkar, Murali Mohan Bhandi, R. Srinivas, Abhay T. Sangamwar, Sankar K. Guchhait & Arvind K. Bansal. (2016) Identification of leads for antiproliferative activity on MDA-MB-435 human breast cancer cells through pharmacophore and CYP1A1-mediated metabolism. European Journal of Medicinal Chemistry 115, pages 82-93.
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Manish B. Shah, Jingbao Liu, Lu Huo, Qinghai Zhang, M. Denise Dearing, P. Ross Wilderman, Grazyna D. Szklarz, C. David Stout & James R. Halpert. (2016) Structure-Function Analysis of Mammalian CYP2B Enzymes Using 7-Substituted Coumarin Derivatives as Probes: Utility of Crystal Structures and Molecular Modeling in Understanding Xenobiotic Metabolism. Molecular Pharmacology 89:4, pages 435-445.
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Rong Li, Bianca Perez, Hui Jian, Mads Mørk Jensen, Renjun Gao, Mingdong Dong, Marianne Glasius & Zheng Guo. (2015) Characterization and mechanism insight of accelerated catalytic promiscuity of Sulfolobus tokodaii (ST0779) peptidase for aldol addition reaction. Applied Microbiology and Biotechnology 99:22, pages 9625-9634.
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Tomohide Uno, Chiho Izumi, Shinji Takenaka, Takeshi Yanase, Hiromasa Imaishi, Kengo Kanamaru, Hiroshi Yamagata, Yoshio Kaminishi & Takao Itakura. (2015) Functional characterization of CYP1A9 and CYP1C1 from Anguillus japonica. Environmental Toxicology and Pharmacology 40:2, pages 360-368.
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Anuradha Roy, Gerald H. Lushington, James McGee & Rathnam Chaguturu. 2013. Enzyme Technologies. Enzyme Technologies 1 53 .
Agnes A. Walsh, Grazyna D. Szklarz & Emily E. Scott. (2013) Human Cytochrome P450 1A1 Structure and Utility in Understanding Drug and Xenobiotic Metabolism. Journal of Biological Chemistry 288:18, pages 12932-12943.
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Jürgen Pleiss. 2012. Enzyme Catalysis in Organic Synthesis. Enzyme Catalysis in Organic Synthesis 89 117 .
Youbin Tu. (2012) Exploring structurally conservative blocks as universal templates for modeling eukaryotic cytochrome P450s. Drug Metabolism and Drug Interactions 27:4.
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Qiang Zheng, Xianyi Sha, Jiansheng Liu, Elisabeth Heath, Patricia LoRusso & Jing Li. (2010) Association of Human Cytochrome P450 1A1 ( CYP1A1 ) and Sulfotransferase 1A1 ( SULT1A1 ) Polymorphisms with Differential Metabolism and Cytotoxicity of Aminoflavone . Molecular Cancer Therapeutics 9:10, pages 2803-2813.
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Jie Pan, Gen-Yan Liu, Jin Cheng, Xin-Jie Chen & Xiu-Lian Ju. (2010) CoMFA and molecular docking studies of benzoxazoles and benzothiazoles as CYP450 1A1 inhibitors. European Journal of Medicinal Chemistry 45:3, pages 967-972.
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Parminder K. Mankoo, Saraswati Sukumar & Rachel Karchin. (2009) PIK3CA somatic mutations in breast cancer: Mechanistic insights from Langevin dynamics simulations. Proteins: Structure, Function, and Bioinformatics 75:2, pages 499-508.
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Youbin Tu, Rahul Deshmukh, Meena Sivaneri & Grazyna D. Szklarz. (2008) Application of Molecular Modeling for Prediction of Substrate Specificity in Cytochrome P450 1A2 Mutants. Drug Metabolism and Disposition 36:11, pages 2371-2380.
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Matthew G. Hudelson, Nikhil S. Ketkar, Lawrence B. Holder, Timothy J. Carlson, Chi-Chi Peng, Benjamin J. Waldher & Jeffrey P. Jones. (2008) High Confidence Predictions of Drug−Drug Interactions: Predicting Affinities for Cytochrome P450 2C9 with Multiple Computational Methods. Journal of Medicinal Chemistry 51:3, pages 648-654.
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B.C. Lewis, P.I. Mackenzie & J.O. Miners. (2007) Comparative homology modeling of human cytochrome P4501A1 (CYP1A1) and confirmation of residues involved in 7-ethoxyresorufin O-deethylation by site-directed mutagenesis and enzyme kinetic analysis. Archives of Biochemistry and Biophysics 468:1, pages 58-69.
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Chris de Graaf, Chris Oostenbrink, Peter H. J. Keizers, Barbara M. A. van Vugt-Lussenburg, Jan N. M. Commandeur & Nico P. E. Vermeulen. (2007) Free energies of binding of R- and S-propranolol to wild-type and F483A mutant cytochrome P450 2D6 from molecular dynamics simulations. European Biophysics Journal 36:6, pages 589-599.
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Jahnavi C. Prasad, Jared V. Goldstone, Carlos J. Camacho, Sandor Vajda & John J. Stegeman. (2007) Ensemble Modeling of Substrate Binding to Cytochromes P450:  Analysis of Catalytic Differences between CYP1A Orthologs , . Biochemistry 46:10, pages 2640-2654.
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Valérie Taly, Philippe Urban, Gilles Truan & Denis Pompon. (2007) A combinatorial approach to substrate discrimination in the P450 CYP1A subfamily. Biochimica et Biophysica Acta (BBA) - General Subjects 1770:3, pages 446-457.
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Dieter Schwarz, Pyotr Kisselev, Alexey Chernogolov, Wolf-Hagen Schunck & Ivar Roots. (2005) Human CYP1A1 variants lead to differential eicosapentaenoic acid metabolite patterns. Biochemical and Biophysical Research Communications 336:3, pages 779-783.
Crossref
F. Iori, R. da Fonseca, M. João Ramos & M.C. Menziani. (2005) Theoretical quantitative structure–activity relationships of flavone ligands interacting with cytochrome P450 1A1 and 1A2 isozymes. Bioorganic & Medicinal Chemistry 13:14, pages 4366-4374.
Crossref
Ilia G. Denisov, Thomas M. Makris, Stephen G. Sligar & Ilme Schlichting. (2005) Structure and Chemistry of Cytochrome P450. Chemical Reviews 105:6, pages 2253-2278.
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Yuet-Kin Leung, Kin-Mang Lau, James Mobley, Zhong Jiang & Shuk-Mei Ho. (2005) Overexpression of Cytochrome P450 1A1 and Its Novel Spliced Variant in Ovarian Cancer Cells: Alternative Subcellular Enzyme Compartmentation May Contribute to Carcinogenesis . Cancer Research 65:9, pages 3726-3734.
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Shankar J. Chinta, Reddy P. Kommaddi, Cheri M. Turman, Henry W. Strobel & Vijayalakshmi Ravindranath. (2005) Constitutive expression and localization of cytochrome P‐450 1A1 in rat and human brain: presence of a splice variant form in human brain 1 . Journal of Neurochemistry 93:3, pages 724-736.
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Pyotr Kisselev, Wolf-Hagen Schunck, Ivar Roots & Dieter Schwarz. (2005) Association of CYP1A1 Polymorphisms with Differential Metabolic Activation of 17β-Estradiol and Estrone. Cancer Research 65:7, pages 2972-2978.
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Chris de Graaf, Nico P. E. Vermeulen & K. Anton Feenstra. (2005) Cytochrome P450 in Silico:  An Integrative Modeling Approach. Journal of Medicinal Chemistry 48:8, pages 2725-2755.
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Dieter Schwarz, Pyotr Kisselev & Ivar Roots. (2005) CYP1A1 genotype-selective inhibition of benzo[a]pyrene activation by quercetin. European Journal of Cancer 41:1, pages 151-158.
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Carol A. Kemp, Jean-Didier Maréchal & Michael J. Sutcliffe. (2005) Progress in cytochrome P450 active site modeling. Archives of Biochemistry and Biophysics 433:2, pages 361-368.
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Konstantin V. Balakin, Sean Ekins, Andrey Bugrim, Yan A. Ivanenkov, Dmitry Korolev, Yuri V. Nikolsky, Andrey V. Skorenko, Andrey A. Ivashchenko, Nikolay P. Savchuk & Tatiana Nikolskaya. (2004) KOHONEN MAPS FOR PREDICTION OF BINDING TO HUMAN CYTOCHROME P450 3A4. Drug Metabolism and Disposition 32:10, pages 1183-1189.
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Dieter Schwarz, Pyotr Kisselev, Spencer S Ericksen, Grazyna D Szklarz, Alexey Chernogolov, Horst Honeck, Wolf-Hagen Schunck & Ivar Roots. (2004) Arachidonic and eicosapentaenoic acid metabolism by human CYP1A1: highly stereoselective formation of 17(R),18(S)-epoxyeicosatetraenoic acid. Biochemical Pharmacology 67:8, pages 1445-1457.
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Jianguo Liu, Spencer S Ericksen, Meena Sivaneri, Dan Besspiata, Charles W Fisher & Grazyna D Szklarz. (2004) The effect of reciprocal active site mutations in human cytochromes P450 1A1 and 1A2 on alkoxyresorufin metabolism. Archives of Biochemistry and Biophysics 424:1, pages 33-43.
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Jianguo Liu, Spencer S. Ericksen, Dan Besspiata, Charles W. Fisher & Grazyna D. Szklarz. (2003) Characterization of Substrate Binding to Cytochrome P450 1A1 Using Molecular Modeling and Kinetic Analyses: Case of Residue 382. Drug Metabolism and Disposition 31:4, pages 412-420.
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