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Items: 1 to 50 of 310

1.

Acetylenes: cytochrome P450 oxidation and mechanism-based enzyme inactivation.

Ortiz de Montellano PR.

Drug Metab Rev. 2019 May;51(2):162-177. doi: 10.1080/03602532.2019.1632891. Epub 2019 Jul 7.

PMID:
31203694
2.

Xanthates: Metabolism by Flavoprotein-Containing Monooxygenases and Antimycobacterial Activity.

Yanev SG, Stoyanova TD, Valcheva VV, Ortiz de Montellano PR.

Drug Metab Dispos. 2018 Aug;46(8):1091-1095. doi: 10.1124/dmd.118.081984. Epub 2018 May 18.

3.

Potential drug targets in the Mycobacterium tuberculosis cytochrome P450 system.

Ortiz de Montellano PR.

J Inorg Biochem. 2018 Mar;180:235-245. doi: 10.1016/j.jinorgbio.2018.01.010. Epub 2018 Jan 12. Review.

4.

A New Step in the Treatment of Sickle Cell DiseasePublished as part of the Biochemistry series "Biochemistry to Bedside".

Ortiz de Montellano PR.

Biochemistry. 2018 Feb 6;57(5):470-471. doi: 10.1021/acs.biochem.7b00785. Epub 2017 Nov 27. No abstract available.

PMID:
29172465
5.

Crystal structures of the CO and NOBound DosS GAF-A domain and implications for DosS signaling in Mycobacterium tuberculosis.

Madrona Y, Waddling CA, Ortiz de Montellano PR.

Arch Biochem Biophys. 2016 Dec 15;612:1-8. doi: 10.1016/j.abb.2016.10.005. Epub 2016 Oct 8.

6.

Distal Hydrogen-bonding Interactions in Ligand Sensing and Signaling by Mycobacterium tuberculosis DosS.

Basudhar D, Madrona Y, Yukl ET, Sivaramakrishnan S, Nishida CR, Moënne-Loccoz P, Ortiz de Montellano PR.

J Biol Chem. 2016 Jul 29;291(31):16100-11. doi: 10.1074/jbc.M116.724815. Epub 2016 May 27.

7.

Catalytic Activities of Tumor-Specific Human Cytochrome P450 CYP2W1 Toward Endogenous Substrates.

Zhao Y, Wan D, Yang J, Hammock BD, Ortiz de Montellano PR.

Drug Metab Dispos. 2016 May;44(5):771-80. doi: 10.1124/dmd.116.069633. Epub 2016 Mar 2.

8.

Cholesterol Analogs with Degradation-resistant Alkyl Side Chains Are Effective Mycobacterium tuberculosis Growth Inhibitors.

Frank DJ, Zhao Y, Wong SH, Basudhar D, De Voss JJ, Ortiz de Montellano PR.

J Biol Chem. 2016 Apr 1;291(14):7325-33. doi: 10.1074/jbc.M115.708172. Epub 2016 Feb 1.

9.

Cytochrome P450 125A4, the Third Cholesterol C-26 Hydroxylase from Mycobacterium smegmatis.

Frank DJ, Waddling CA, La M, Ortiz de Montellano PR.

Biochemistry. 2015 Nov 24;54(46):6909-16. doi: 10.1021/acs.biochem.5b01029. Epub 2015 Nov 11.

10.

Heme and I.

Ortiz de Montellano PR.

J Biol Chem. 2015 Sep 4;290(36):21833-44. doi: 10.1074/jbc.X115.680066. Epub 2015 Jul 20. No abstract available.

11.

Cholesterol ester oxidation by mycobacterial cytochrome P450.

Frank DJ, Madrona Y, Ortiz de Montellano PR.

J Biol Chem. 2014 Oct 31;289(44):30417-25. doi: 10.1074/jbc.M114.602771. Epub 2014 Sep 10.

12.

Carbon-carbon bond cleavage in activation of the prodrug nabumetone.

Varfaj F, Zulkifli SN, Park HG, Challinor VL, De Voss JJ, Ortiz de Montellano PR.

Drug Metab Dispos. 2014 May;42(5):828-38. doi: 10.1124/dmd.114.056903. Epub 2014 Feb 28.

13.

Specificity determinants of CYP1B1 estradiol hydroxylation.

Nishida CR, Everett S, Ortiz de Montellano PR.

Mol Pharmacol. 2013 Sep;84(3):451-8. doi: 10.1124/mol.113.087700. Epub 2013 Jul 2.

14.

A highly conserved mycobacterial cholesterol catabolic pathway.

García-Fernández E, Frank DJ, Galán B, Kells PM, Podust LM, García JL, Ortiz de Montellano PR.

Environ Microbiol. 2013 Aug;15(8):2342-59. doi: 10.1111/1462-2920.12108. Epub 2013 Mar 14.

15.

Conserved cysteine residues provide a protein-protein interaction surface in dual oxidase (DUOX) proteins.

Meitzler JL, Hinde S, Bánfi B, Nauseef WM, Ortiz de Montellano PR.

J Biol Chem. 2013 Mar 8;288(10):7147-57. doi: 10.1074/jbc.M112.414797. Epub 2013 Jan 28.

16.

Cytochrome P450-activated prodrugs.

Ortiz de Montellano PR.

Future Med Chem. 2013 Feb;5(2):213-28. doi: 10.4155/fmc.12.197. Review.

17.

Covalent attachment of heme to the protein moiety in an insect E75 nitric oxide sensor.

Aicart-Ramos C, Valhondo Falcón M, Ortiz de Montellano PR, Rodriguez-Crespo I.

Biochemistry. 2012 Sep 18;51(37):7403-16. doi: 10.1021/bi300848x. Epub 2012 Sep 4.

18.

Role of cysteine residues in heme binding to human heme oxygenase-2 elucidated by two-dimensional NMR spectroscopy.

Varfaj F, Lampe JN, Ortiz de Montellano PR.

J Biol Chem. 2012 Oct 12;287(42):35181-91. doi: 10.1074/jbc.M112.378042. Epub 2012 Aug 24.

19.

Substrate analog studies of the ω-regiospecificity of Mycobacterium tuberculosis cholesterol metabolizing cytochrome P450 enzymes CYP124A1, CYP125A1 and CYP142A1.

Johnston JB, Singh AA, Clary AA, Chen CK, Hayes PY, Chow S, De Voss JJ, Ortiz de Montellano PR.

Bioorg Med Chem. 2012 Jul 1;20(13):4064-81. doi: 10.1016/j.bmc.2012.05.003. Epub 2012 May 11.

20.

Proximal ligand electron donation and reactivity of the cytochrome P450 ferric-peroxo anion.

Sivaramakrishnan S, Ouellet H, Matsumura H, Guan S, Moënne-Loccoz P, Burlingame AL, Ortiz de Montellano PR.

J Am Chem Soc. 2012 Apr 18;134(15):6673-84. doi: 10.1021/ja211499q. Epub 2012 Apr 4.

21.

Ultrafast ligand dynamics in the heme-based GAF sensor domains of the histidine kinases DosS and DosT from Mycobacterium tuberculosis.

Vos MH, Bouzhir-Sima L, Lambry JC, Luo H, Eaton-Rye JJ, Ioanoviciu A, Ortiz de Montellano PR, Liebl U.

Biochemistry. 2012 Jan 10;51(1):159-66. doi: 10.1021/bi201467c. Epub 2011 Dec 9.

22.

Structural stability and heme binding potential of the truncated human dual oxidase 2 (DUOX2) peroxidase domain.

Meitzler JL, Ortiz de Montellano PR.

Arch Biochem Biophys. 2011 Aug 15;512(2):197-203. doi: 10.1016/j.abb.2011.05.021. Epub 2011 Jun 17.

23.

A novel intermediate in the reaction of seleno CYP119 with m-chloroperbenzoic acid.

Sivaramakrishnan S, Ouellet H, Du J, McLean KJ, Medzihradszky KF, Dawson JH, Munro AW, Ortiz de Montellano PR.

Biochemistry. 2011 Apr 12;50(14):3014-24. doi: 10.1021/bi101728y. Epub 2011 Mar 22.

24.

Nitric oxide dioxygenation reaction in DevS and the initial response to nitric oxide in Mycobacterium tuberculosis.

Yukl ET, Ioanoviciu A, Sivaramakrishnan S, Nakano MM, Ortiz de Montellano PR, Moënne-Loccoz P.

Biochemistry. 2011 Feb 15;50(6):1023-8. doi: 10.1021/bi1015315. Epub 2011 Jan 20.

25.

Reverse type I inhibitor of Mycobacterium tuberculosis CYP125A1.

Ouellet H, Kells PM, Ortiz de Montellano PR, Podust LM.

Bioorg Med Chem Lett. 2011 Jan 1;21(1):332-7. doi: 10.1016/j.bmcl.2010.11.007. Epub 2010 Nov 5.

26.

Rearrangement reactions catalyzed by cytochrome P450s.

Ortiz de Montellano PR, Nelson SD.

Arch Biochem Biophys. 2011 Mar 1;507(1):95-110. doi: 10.1016/j.abb.2010.10.016. Epub 2010 Oct 29. Review.

27.

Perturbed heme binding is responsible for the blistering phenotype associated with mutations in the Caenorhabditis elegans dual oxidase 1 (DUOX1) peroxidase domain.

Meitzler JL, Brandman R, Ortiz de Montellano PR.

J Biol Chem. 2010 Dec 24;285(52):40991-1000. doi: 10.1074/jbc.M110.170902. Epub 2010 Oct 14.

28.

Bioactivation of antituberculosis thioamide and thiourea prodrugs by bacterial and mammalian flavin monooxygenases.

Nishida CR, Ortiz de Montellano PR.

Chem Biol Interact. 2011 Jun 30;192(1-2):21-5. doi: 10.1016/j.cbi.2010.09.015. Epub 2010 Sep 21.

29.

Functional redundancy of steroid C26-monooxygenase activity in Mycobacterium tuberculosis revealed by biochemical and genetic analyses.

Johnston JB, Ouellet H, Ortiz de Montellano PR.

J Biol Chem. 2010 Nov 19;285(47):36352-60. doi: 10.1074/jbc.M110.161117. Epub 2010 Sep 15.

30.

Structural control of cytochrome P450-catalyzed ω-hydroxylation.

Johnston JB, Ouellet H, Podust LM, Ortiz de Montellano PR.

Arch Biochem Biophys. 2011 Mar 1;507(1):86-94. doi: 10.1016/j.abb.2010.08.011. Epub 2010 Aug 19. Review.

31.

Biochemical and structural characterization of CYP124: a methyl-branched lipid omega-hydroxylase from Mycobacterium tuberculosis.

Johnston JB, Kells PM, Podust LM, Ortiz de Montellano PR.

Proc Natl Acad Sci U S A. 2009 Dec 8;106(49):20687-92. doi: 10.1073/pnas.0907398106. Epub 2009 Nov 20.

32.

Coupling of the distal hydrogen bond network to the exogenous ligand in substrate-bound, resting state human heme oxygenase.

Peng D, Ogura H, Zhu W, Ma LH, Evans JP, Ortiz de Montellano PR, La Mar GN.

Biochemistry. 2009 Dec 1;48(47):11231-42. doi: 10.1021/bi901216s.

33.

Hydrocarbon hydroxylation by cytochrome P450 enzymes.

Ortiz de Montellano PR.

Chem Rev. 2010 Feb 10;110(2):932-48. doi: 10.1021/cr9002193. Review. No abstract available.

34.

Calculated and experimental spin state of seleno cytochrome P450.

Jiang Y, Sivaramakrishnan S, Hayashi T, Cohen S, Moënne-Loccoz P, Shaik S, Ortiz de Montellano PR.

Angew Chem Int Ed Engl. 2009;48(39):7193-5. doi: 10.1002/anie.200901485. No abstract available.

35.

Isocyanides inhibit human heme oxygenases at the verdoheme stage.

Evans JP, Kandel S, Ortiz de Montellano PR.

Biochemistry. 2009 Sep 22;48(37):8920-8. doi: 10.1021/bi9011258.

36.

The Mycobacterium tuberculosis cytochrome P450 system.

Ouellet H, Johnston JB, Ortiz de Montellano PR.

Arch Biochem Biophys. 2010 Jan 1;493(1):82-95. doi: 10.1016/j.abb.2009.07.011. Epub 2009 Jul 25. Review.

37.

DevS oxy complex stability identifies this heme protein as a gas sensor in Mycobacterium tuberculosis dormancy.

Ioanoviciu A, Meharenna YT, Poulos TL, Ortiz de Montellano PR.

Biochemistry. 2009 Jun 30;48(25):5839-48. doi: 10.1021/bi802309y.

38.

Caenorhabditis elegans and human dual oxidase 1 (DUOX1) "peroxidase" domains: insights into heme binding and catalytic activity.

Meitzler JL, Ortiz de Montellano PR.

J Biol Chem. 2009 Jul 10;284(28):18634-43. doi: 10.1074/jbc.M109.013581. Epub 2009 May 21.

39.

Tricistronic overexpression of cytochrome P450cam, putidaredoxin, and putidaredoxin reductase provides a useful cell-based catalytic system.

Kim D, Ortiz de Montellano PR.

Biotechnol Lett. 2009 Sep;31(9):1427-31. doi: 10.1007/s10529-009-0016-3. Epub 2009 May 21.

40.

The orbital ground state of the azide-substrate complex of human heme oxygenase is an indicator of distal H-bonding: implications for the enzyme mechanism.

Ogura H, Evans JP, Peng D, Satterlee JD, Ortiz de Montellano PR, La Mar GN.

Biochemistry. 2009 Apr 14;48(14):3127-37. doi: 10.1021/bi802360g.

41.

Cooperative effects on radical recombination in CYP3A4-catalyzed oxidation of the radical clock beta-thujone.

Jiang Y, Ortiz de Montellano PR.

Chembiochem. 2009 Mar 2;10(4):650-3. doi: 10.1002/cbic.200800772.

42.

Reaction of Mycobacterium tuberculosis cytochrome P450 enzymes with nitric oxide.

Ouellet H, Lang J, Couture M, Ortiz de Montellano PR.

Biochemistry. 2009 Feb 10;48(5):863-72. doi: 10.1021/bi801595t.

43.

Covalent heme attachment to the protein in human heme oxygenase-1 with selenocysteine replacing the His25 proximal iron ligand.

Jiang Y, Trnka MJ, Medzihradszky KF, Ouellet H, Wang Y, Ortiz de Montellano PR.

J Inorg Biochem. 2009 Mar;103(3):316-25. doi: 10.1016/j.jinorgbio.2008.11.002. Epub 2008 Nov 19.

44.

Ligand-induced conformational heterogeneity of cytochrome P450 CYP119 identified by 2D NMR spectroscopy with the unnatural amino acid (13)C-p-methoxyphenylalanine.

Lampe JN, Floor SN, Gross JD, Nishida CR, Jiang Y, Trnka MJ, Ortiz de Montellano PR.

J Am Chem Soc. 2008 Dec 3;130(48):16168-9. doi: 10.1021/ja8071463.

45.

2.3 A X-ray structure of the heme-bound GAF domain of sensory histidine kinase DosT of Mycobacterium tuberculosis.

Podust LM, Ioanoviciu A, Ortiz de Montellano PR.

Biochemistry. 2008 Nov 25;47(47):12523-31. doi: 10.1021/bi8012356.

46.

Reductive heme-dependent activation of the n-oxide prodrug AQ4N by nitric oxide synthase.

Nishida CR, Ortiz de Montellano PR.

J Med Chem. 2008 Aug 28;51(16):5118-20. doi: 10.1021/jm800496s. Epub 2008 Aug 6.

47.

Mechanism and role of covalent heme binding in the CYP4 family of P450 enzymes and the mammalian peroxidases.

Ortiz de Montellano PR.

Drug Metab Rev. 2008;40(3):405-26. doi: 10.1080/03602530802186439 . Review.

PMID:
18642140
48.

Selenolate complexes of CYP101 and the heme-bound hHO-1/H25A proximal cavity mutant.

Jiang Y, Ortiz de Montellano PR.

Inorg Chem. 2008 May 5;47(9):3480-2. doi: 10.1021/ic800148a. Epub 2008 Apr 1.

49.

Efficient catalytic turnover of cytochrome P450(cam) is supported by a T252N mutation.

Kim D, Heo YS, Ortiz de Montellano PR.

Arch Biochem Biophys. 2008 Jun 1;474(1):150-6. doi: 10.1016/j.abb.2008.02.044. Epub 2008 Mar 10.

50.

Inhibition of the Mycobacterium tuberculosis enoyl acyl carrier protein reductase InhA by arylamides.

He X, Alian A, Ortiz de Montellano PR.

Bioorg Med Chem. 2007 Nov 1;15(21):6649-58. Epub 2007 Aug 15.

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