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• 2018

  A combined computational and experimental study on selective flucloxacillin hydroxylation by cytochrome P450 BM3 variants

  Luirink, R. A., Dekker, S. J., Capoferri, L., Kuiper, C. L., Janssen, L. F. H., Ari, M. E., Vermeulen, N. P. E., Vos, J. C., Commandeur, J. N. M. & Geerke, D. P., Jul 2018, In: Journal of Inorganic Biochemistry. 184, p. 115-122 8 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

  File

  • Hydroxylation
  • Floxacillin
  • Cytochrome P-450 Enzyme System
  • Metabolites
  • Synthetic Chemistry Techniques
  26 Downloads (Pure)

• Effect of UGT2B7*2 and CYP2C8*4 polymorphisms on diclofenac metabolism

  Lazarska, K. E., Dekker, S. J., Vermeulen, N. P. E. & Commandeur, J. N. M., 1 Mar 2018, In: Toxicology Letters. 284, 1 March, p. 70-78 9 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

  • Cytochrome P-450 CYP2C8
  • Metabolism
  • Polymorphism
  • Diclofenac
  • 1-O-(2-((2',6'-dichlorophenyl)amino)phenylacetyl)glucopyranuronic acid

• Glutathione S-transferase P1 protects against Amodiaquine Quinoneimines-induced cytotoxicity but does not prevent activation of endoplasmic reticulum stress in HepG2 cells

  Zhang, Y., den Braver-Sewradj, S. P., den Braver, M. W., Hiemstra, S., Vermeulen, N. P. E., van de Water, B., Commandeur, J. N. M. & Vos, J. C., 18 Apr 2018, In: Frontiers in Pharmacology. 9, APRIL, p. 1-13 13 p., 388.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

  • amodiaquine quinoneimine
  • desethylamodiaquine
  • Amodiaquine
  • Endoplasmic Reticulum Stress
  • Hep G2 Cells

• High-performance liquid chromatography-based assay for glutathione transferase theta 2 activity: Application to characterize interindividual variability in human liver fractions

  Zhang, Y., Wijaya, L., Dekker, S. J., Vermeulen, N. P. E. & Commandeur, J. N. M., 15 Jul 2018, In: Journal of Pharmaceutical and Biomedical Analysis. 156, p. 181-188 8 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

  File

  • High performance liquid chromatography
  • Liver
  • Assays
  • Sulfates
  • Glutathione Transferase
  1 Downloads (Pure)

• Inter-individual variability in activity of the major drug metabolizing enzymes in liver homogenates of 20 Individuals

  den Braver-Sewradj, S. P., den Braver, M. W., van Dijk, M., Zhang, Y., Dekker, S. J., Wijaya, L., Vermeulen, N. P. E., Richert, L., Commandeur, J. N. M. & Vos, J. C., 2018, In: Current Drug Metabolism. 19, 4, p. 370-381 12 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • quinone
  • Liver
  • Oxidoreductases
  • Glucuronosyltransferase
  • Enzyme activity

• Linking cytochrome P450 enzymes from Mycobacterium tuberculosis to their cognate ferredoxin partners

  Ortega Ugalde, S., de Koning, C. P., Wallraven, K., Bruyneel, B., Vermeulen, N. P. E., Grossmann, T. N., Bitter, W., Commandeur, J. N. M. & Vos, J. C., Nov 2018, In: Applied Microbiology and Biotechnology. 102, 21, p. 9231-9242 12 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

  • Ferredoxins
  • Mycobacterium tuberculosis
  • Cytochrome P-450 Enzyme System
  • Oxidation-Reduction
  • Electrons

• Reduction and Scavenging of Chemically Reactive Drug Metabolites by NAD(P)H: Quinone Oxidoreductase 1 and NRH:Quinone Oxidoreductase 2 and Variability in Hepatic Concentrations

  den Braver-Sewradj, S. P., den Braver, M. W., Toorneman, R. M., Van Leeuwen, S., Zhang, Y., Dekker, S. J., Vermeulen, N. P. E., Commandeur, J. N. M. & Vos, J. C., 19 Feb 2018, In: Chemical Research in Toxicology. 31, 2, p. 116-126 11 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

  • Metabolites
  • Scavenging
  • quinone
  • NAD
  • Oxidoreductases
• 2016

  Application of a cocktail approach to screen cytochrome P450 BM3 libraries for metabolic activity and diversity.

  Reinen, J. R., Postma, G., Tump, C., Bloemberg, T., Engel, J., Vermeulen, N. P. E., Commandeur, J. N. M. & Honing, M., 2016, In: Analytical and Bioanalytical Chemistry. 408, 5, p. 1425-1443 19 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

• Characterization of cytochrome P450 isoforms involved in sequential two-step bioactivation of diclofenac to reactive p-benzoquinone imines.

  den Braver, M. W., Sewradj, S. P., Vermeulen, N. P. E. & Commandeur, J. N. M., 2016, In: Toxicology Letters. 253, p. 46-54

  Research output: Contribution to Journal › Article › Academic › peer-review

• Different reacive metabolites of nevirapine require distinct glutathione S-tranferase isoforms for bioinactivation.

  Dekker, S. J., Zhang, Y., Vos, J. C., Vermeulen, N. P. E. & Commandeur, J. N. M., 2016, In: Chemical Research in Toxicology. 29, 12, p. 2136-2144

  Research output: Contribution to Journal › Article › Academic › peer-review

• Different reactive metabolites of nevirapine require distinct glutathione S-transferase isoforms for bio-inactivation

  Dekker, S. J., Vos, J., Vermeulen, N. P. & Commandeur, J. N., 16 Sep 2016, In: Toxicology Letters. 29, 12, p. 2136-2144 9 p.

  Research output: Contribution to Journal › Article › Professional

• Genetic risk factors for clozapine-induced neutropenia and agranulocytosis in a Dutch psychiatric population.

  Van der Weide, K., Loovers, H., Pondman, K., Bogers, J., van der Straaten, T., Langemeijer, E. V., Cohen, D., Commandeur, J. N. M. & van der Weide, J., 2016, In: Pharmacogenomics Journal.

  Research output: Contribution to Journal › Article › Academic › peer-review

• Insights into regioselective metabolism of mefenamic acid by cytochrome P450 BM3 mutants through crystallography, docking, molecular dynamics, and free energy calculations.

  Capoferri, L., Leth, R., ter Haar, E., Mohanty, A. K., Grootenhuis, P. D. J., Vottero, E. R., Commandeur, J. N. M., Vermeulen, N. P. E., Jorgensen, F. S., Olsen, L. & Geerke, D. P., 2016, In: Proteins. 84, 3, p. 383-396

  Research output: Contribution to Journal › Article › Academic › peer-review

• Inter-donor variability of phase I/phase II metabolism of three reference drugs in cryopreserved primary human hepatocytes in suspension and monolayer.

  Sewradj, S. P., den Braver, M. W., Vermeulen, N. P. E., Commandeur, J. N. M., Richert, L. & Vos, J. C., 2016, In: Toxicology in Vitro. 33, p. 71-79 9 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

• Simulation of interindividual differences in inactivation of reactive para-benzoquinone imine metabolites of diclofenac by glutathione S-transferases in human liver cytosol.

  den Braver, M. W., Zhang, Y., Venkataraman, H., Vermeulen, N. P. E. & Commandeur, J. N. M., 2016, In: Toxicology Letters. 255, p. 52-62

  Research output: Contribution to Journal › Article › Academic › peer-review
• 2015

  Activation of the anticancer drugs cyclophosphamide and ifosfamide by cytochrome P450 BM3 mutants

  Vredenburg, G., den Braver-Sewradj, S., van Vugt-Lussenburg, B. M. A., Vermeulen, N. P. E., Commandeur, J. N. M. & Vos, J. C., 5 Jan 2015, In: Toxicology Letters. 232, 1, p. 182-92 11 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Ifosfamide
  • Metabolic Activation
  • Cytochrome P-450 Enzyme System
  • Cyclophosphamide
  • Chemical activation

• Application of a Continuous-Flow Bioassay to Investigate the Organic Solvent Tolerability of Cytochrome P450 BM3 Mutants

  Reinen, J., van Hemert, D., Vermeulen, N. P. E. & Commandeur, J. N. M., Dec 2015, In: Journal of Biomolecular Screening. 20, 10, p. 1246-55 10 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Bioassay
  • Organic solvents
  • Mixed Function Oxygenases
  • Biological Assay
  • Cytochrome P-450 Enzyme System

• Biosynthesis of a steroid metabolite by an engineered Rhodococcus erythropolis strain expressing a mutant cytochrome P450 BM3 enzyme

  Venkataraman, H., te Poele, E. M., Rosłoniec, K. Z., Vermeulen, N., Commandeur, J. N. M., van der Geize, R. & Dijkhuizen, L., 18 Jun 2015, In: Applied Microbiology and Biotechnology. 99, 11, p. 4713-4721 9 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Rhodococcus
  • Cytochrome P-450 Enzyme System
  • Steroids
  • Enzymes
  • 17-Ketosteroids

• Characterization of human cytochrome P450s involved in the bioactivation of tri-Ortho-Cresyl phosphate (ToCP)

  Reinen, J., Nematollahi, L., Fidder, A., Vermeulen, N. P. E., Noort, D. & Commandeur, J. N. M., 20 Apr 2015, In: Chemical Research in Toxicology. 28, 4, p. 711-721 11 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Cytochromes
  • 2-(2-cresyl)-4H-1-3-2-benzodioxaphosphorin-2-oxide
  • Phosphates
  • Butyrylcholinesterase
  • Metabolites

• Linear Interaction Energy Based Prediction of Cytochrome P450 1A2 Binding Affinities with Reliability Estimation

  Capoferri, L., Verkade-Vreeker, M. C. A., Buitenhuis, D., Commandeur, J. N. M., Pastor, M., Vermeulen, N. P. E. & Geerke, D. P., 9 Nov 2015, In: PLoS ONE. 10, 11

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

• Mini-dialysis tubes as tools to prepare drug-protein adducts of P450-dependent reactive drug metabolites

  Boerma, J. S., Elias, N. S., Vermeulen, N. P. E. & Commandeur, J. N. M., 25 Jan 2015, In: Journal of Pharmaceutical and Biomedical Analysis. 103, p. 17-25

  Research output: Contribution to Journal › Article › Academic › peer-review

• Selective whole-cell biosynthesis of the designer drug metabolites 15- or 16-betahydroxynorethisterone by engineered Cytochrome P450 BM3 mutants

  Reinen, J., Vredenburg, G., Klaering, K., Vermeulen, N. P. E., Commandeur, J. N. M., Honing, M. & Vos, J. C., 1 Nov 2015, In: Journal of Molecular Catalysis B. Enzymatic. 121, p. 64-74 11 p., 3212.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Cytochrome P-450 Enzyme System
  • Hydroxylation
  • Biosynthesis
  • Designer Drugs
  • Norethindrone
• 2011

  Active site substitution A82W improves regioselectivity of steroid hydroxylation by cytochrome P450 BM3 mutants as rationalised by spin relaxation NMR studies

  Rea, V., Kolkman, ER., Vottero, E. R., Stronks, E. J., Ampt, K. A., Honing, M., Vermeulen, N. P. E., Wijmenga, S. S. & Commandeur, J. N. M., 2011, (Accepted/In press) In: The Biochemist.

  Research output: Contribution to Journal › Article › Academic › peer-review

• Application of a fluorescence-based continuous-flow bioassay to screen for diversity of cytochrome P450 BM3 mutant libraries

  Reinen, J., Ferman, S., Vottero, E. R., Vermeulen, N. & Commandeur, J. N. M., 2011, In: Journal of Biomolecular Screening. 16, 2, p. 239-250 11 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Bioassay
  • Fluorescence
  • Flow Injection Analysis
  • Biological Assay
  • Cytochrome P-450 Enzyme System

• Application of CYP102A1M11H as a tool for the generation of protein adducts of reactive drug metabolites

  Boerma, J. S., Vermeulen, N. P. E. & Commandeur, J. N. M., 2011, In: Chemical Research in Toxicology. 24, 8, p. 1263-1274 10 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Metabolites
  • Glutathione S-Transferase pi
  • Cysteine
  • Clozapine
  • Acetaminophen

• Application of cytochrome P450 BM3 mutants as biocatalysts for the profiling of estrogen receptor binding metabolites of the mycotoxin zearalenone

  Reinen, J., Kalma, L., Begheijn, S., Heus, F. A. H., Commandeur, J. N. M. & Vermeulen, N. P. E., 2011, In: Xenobiotica. 41, 1, p. 59-70 11 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Zearalenone
  • Metabolites
  • Mycotoxins
  • Cytochrome P-450 Enzyme System
  • Estrogen Receptors

• Diclofenac inhibits tumor necrosis factor-a-induced nuclear factor-kB activation causing synergic hepatocyte apoptosis

  Frederiksson, L., Herpers, B., Benedetti, G., Matadin, Q., Puigvert, J. C., de Bont, H., Dragovic, S., Vermeulen, N. P. E., Commandeur, J. N. M., Danen, E., de Graauw, M. & van de Water, B., 2011, In: Hepatology. 53, 6, p. 383-394 10 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Diclofenac
  • Hepatocytes
  • Tumor Necrosis Factor-alpha
  • Apoptosis
  • NF-kappa B

• Efficient screening of cytochrome P450 BM3 mutants for their metabolic activity and diversity toward a wide set of drug-like molecules in chemical space

  Reinen, J., van Leeuwen, J. S., Li, Y., Sun, L., Grootenhuis, P. D. J., Decker, C. J., Saunders, J., Vermeulen, N. P. E. & Commandeur, J. N. M., 2011, (Accepted/In press) In: Drug Metabolism and Disposition.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Cytochrome P-450 Enzyme System
  • Pharmaceutical Preparations
  • Liquid Chromatography
  • Mass Spectrometry
  • Libraries

• Identification of CYP1A2 ligands by structure-based and ligand-based virtual screening

  Vasanthanathan, P., Lastdrager, J., Oostenbrink, C., Commandeur, J. N. M., Vermeulen, N. P. E., Jorgensen, F. S. & Olsen, L., Sep 2011, In: MedChemComm. 2, 9, p. 853-859

  Research output: Contribution to Journal › Article › Academic › peer-review

• Role of residue 87 in substrate selectivity and regioselectivity of drug-metabolizing cytochrome P450 CYP102A1 M11

  Vottero, E. R., Rea, V., Lastdrager, J., Honing, M., Vermeulen, N. P. E. & Commandeur, J. N. M., 2011, In: Journal of Biological Inorganic Chemistry - JBIC. 16, 6, p. 899-912 13 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  Open Access

  • Regioselectivity
  • flavocytochrome P450 BM3 monoxygenases
  • Cytochrome P-450 Enzyme System
  • Drug Residues
  • Substrates

• Role of residue 87 in the activity and regioselectivity of clozapine metabolism by drug-metabolizing CYP102A1 M11H: application for structural characterization of clozapine GSH conjugates

  Rea, V., Dragovic, S., Boerma, J. S., de Kanter, F. J. J., Vermeulen, N. P. E. & Commandeur, J. N. M., 2011, (Accepted/In press) In: Drug Metabolism and Disposition. p. 39(12): 2411-20. doi: 10.1124/dmd.111.041046.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Clozapine
  • Pharmaceutical Preparations
  • Amino Acids
  • Demethylation
  • Glutathione Transferase
• 2010

  Cytochrome P450 BM3 Mutants as NOVEL Biocatalytic TOOLS for Regioselective Hydroxylation of Steroids

  Rea, V., Kolkman, J. A., Vottero, E., Honing, M., Wijmenga, S., Vermeulen, N. P. E. & Commandeur, J. N. M., Aug 2010, In: Drug Metabolism Reviews. 42, p. 285-286

  Research output: Contribution to Journal › Article › Professional

• Determination and identification of estrogenic compounds generated with biosynthetic enzymes using hyphenated screening assays, high resolution mass spectrometry and off-line NMR

  de Vlieger, J. S. B., Kolkman, A. J., Ampt, K. A. M., Commandeur, J. N. M., Vermeulen, N. P. E., Kool, J., Wijmenga, S. S., Niessen, W. M. A., Irth, H. & Honing, M., 2010, In: Journal of Chromatography B. 878, 7-8, p. 667-674 8 p.

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Liquid chromatography
  • Mass spectrometry
  • Nuclear magnetic resonance
  • Assays
  • Liquid Chromatography

• Effect of Organic Solvents on BM3-P450 Biotransformation

  Sun, L., Decker, C., Grootenhuis, P., Saunders, J., Commandeur, J. N. M., Reinen, J. & Vermeulen, N., Aug 2010, In: Drug Metabolism Reviews. 42, p. 83-84

  Research output: Contribution to Journal › Article › Professional

• Role of human glutathione S-transferases in the inactivation of reactive metabolites of clozapine.

  Dragovic, S., Boerma, J. S., van Bergen, L., Vermeulen, N. P. E. & Commandeur, J. N. M., 2010, In: Chemical Research in Toxicology. 23, 9, p. 1467-1476

  Research output: Contribution to Journal › Article › Academic › peer-review

  • Metabolites
  • Clozapine
  • Glutathione Transferase
  • Detoxification
  • Pharmaceutical Preparations

• Role of Human Glutathione S-Transferases on the Inactivation of Reactive Drug METABOLITES of Clozapine

  Dragovic, S., Boerma, J. S., van Bergen, L., Vermeulen, N. P. E. & Commandeur, J. N. M., Aug 2010, In: Drug Metabolism Reviews. 42, p. 67-67

  Research output: Contribution to Journal › Article › Professional