Search results for "Cytochrome P-450 CYP2A6"

showing 3 items of 3 documents

Molecular docking and oxidation kinetics of 3-phenyl coumarin derivatives by human CYP2A13.

2021

CYP2A13 enzyme is expressed in human extrahepatic tissues, while CYP2A6 is a hepatic enzyme. Reactions catalysed by CYP2A13 activate tobacco-specific nitrosamines and some other toxic xenobiotics in lungs.To compare oxidation characteristics and substrate-enzyme active site interactions in CYP2A13 vs CYP2A6, we evaluated CYP2A13 mediated oxidation characteristics of 23 coumarin derivatives and modelled their interactions at the enzyme active site.CYP2A13 did not oxidise six coumarin derivatives to corresponding fluorescent 7-hydroxycoumarins. The Km-values of the other coumarins varied 0.85-97 µM, Vmax-values of the oxidation reaction varied 0.25-60 min-1, and intrinsic clearance varied 26-…

Health Toxicology and MutagenesisKineticsToxicology030226 pharmacology & pharmacyBiochemistryRedoxMedicinal chemistryCytochrome P-450 CYP2A603 medical and health scienceschemistry.chemical_compound0302 clinical medicineCytochrome P-450 Enzyme SystemCoumarinsHumansheterocyclic compoundsEnzyme kineticsCYP2A6Pharmacologychemistry.chemical_classificationbiologyChemistryActive siteGeneral MedicineCoumarinMolecular Docking SimulationKineticsEnzymeDocking (molecular)030220 oncology & carcinogenesisbiology.proteinAryl Hydrocarbon HydroxylasesXenobiotica; the fate of foreign compounds in biological systems
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Inhibitory effects and oxidation of 6-methylcoumarin, 7-methylcoumarin and 7-formylcoumarin via human CYP2A6 and its mouse and pig orthologous enzymes

2015

1. Information about the metabolism of compounds is essential in drug discovery and development, risk assessment of chemicals and further development of predictive methods. 2. In vitro and in silico methods were applied to evaluate the metabolic and inhibitory properties of 6-methylcoumarin, 7-methylcoumarin and 7-formylcoumarin with human CYP2A6, mouse CYP2A5 and pig CYP2A19. 3. 6-Methylcoumarin was oxidized to fluorescent 7-hydroxy-6-methylcoumarin by CYP2A6 (Km: 0.64-0.91 µM; Vmax: 0.81-0.89 min(-1)) and by CYP2A5 and CYP2A19. The reaction was almost completely inhibited at 10 µM 7-methylcoumarin in liver microsomes of human and mouse, but in pig only 40% inhibition was obtained with the…

Models Molecular0301 basic medicineenzyme assayTime Factorscoumarin derivativecytochrome P450Health Toxicology and MutagenesisIn silicoSus scrofaHydroxylationToxicologyta3111BiochemistryCytochrome P-450 CYP2A6Inhibitory Concentration 50Mice03 medical and health sciencesCoumarinsmedicineAnimalsCytochrome P-450 Enzyme InhibitorsHumansCYP2A6ta317Pharmacologychemistry.chemical_classificationbiologyMethoxsalenta1182Cytochrome P450General MedicineMetabolismMolecular biologyIn vitroEnzyme assayKinetics030104 developmental biologyEnzymeBiochemistrychemistrybiology.proteinfluorescenceOxidation-Reductionmetabolismmedicine.drugXenobiotica
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Suitability ofMMGBSAfor the selection of correct ligand binding modes from docking results

2018

The estimation of the correct binding mode and affinity of a ligand into a target protein using computational methods is challenging. However, docking can introduce poses from which the correct binding mode could be identified using other methods. Here, we analyzed the reliability of binding energy estimation using the molecular mechanics-generalized Born surface area (MMGBSA) method without and with energy minimization to identify the likely ligand binding modes within docking results. MMGBSA workflow (a) outperformed docking in recognizing the correct binding modes of androgen receptor ligands and (b) improved the correlation coefficient of computational and experimental results of rescor…

Molecular modelBinding energyta3111LigandsEnergy minimization01 natural sciencesBiochemistrylääkesuunnitteluSubstrate SpecificityCytochrome P-450 CYP2A6Free energy perturbationCoumarinsDrug DiscoveryHumansta317PharmacologyBinding Sitesmolecular modeling010405 organic chemistryChemistryDrug discoveryOrganic Chemistryta1182liganditreceptor and ligandslaskennallinen kemiaLigand (biochemistry)Protein Structure Tertiary0104 chemical sciencesMolecular Docking Simulation010404 medicinal & biomolecular chemistryDocking (molecular)structure based drug-designThermodynamicsMolecular MedicineproteiinitTarget proteinBiological systemProtein BindingChemical Biology & Drug Design
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