Archive of Kirill's P450 Café - 2003

by Kirill Degtyarenko

Last modified: Fri Oct 6 12:33:53 BST 2006

26 December 2003.

Podust, L.M., Bach, H., Kim, Y., Lamb, D.C., Arase, M., Sherman, D.H., Kelly, S.L. and Waterman, M.R. (2004) Comparison of the 1.85 Å structure of CYP154A1 from Streptomyces coelicolor A3(2) with the closely related CYP154C1 and CYPs from antibiotic biosynthetic pathways. Protein Science 13, 255-268. [Supplementary Material] "Heme in CYP154A1 is in a 180° flipped orientation compared with most other structurally determined CYPs."

19 December 2003.

• Jauregui, J., Valderrama, B., Albores, A. and Vazquez-Duhalt, R. (2003) Microsomal transformation of organophosphorus pesticides by white rot fungi. Biodegradation 14, 397-406.

12 December 2003.

• Bentley, E.A., Astier, Y., Ji, W.M., Bell, S.G., Wong, L.-L. and Hill, H.A.O. (2003) The electrochemistry and scanning tunnelling microscopy of the flavoprotein putidaredoxin reductase on alkanethiol-modified gold. Inorg. Chim. Acta 356, 343-348.

5 December 2003.

• Bathelt, C.M., Ridder, L., Mulholland, A.J. and Harvey, J.N. (2003) Aromatic hydroxylation by cytochrome P450: model calculations of mechanism and substituent effects. J. Am. Chem. Soc. 125, 15004-15005. [Supplementary Material]

28 November 2003.

• Cotman, M., Ježek, D., Fon Tacer, K., Frangež, R. and Rozman, D. (2003) A functional cytochrome P450 lanosterol 14-demethylase CYP51 enzyme in the acrosome: transport through the Golgi and synthesis of meiosis activating sterols. Endocrinology 145, 1419-1426.

21 November 2003.

• Simpson, E.R. (2003) Sources of estrogen and their importance. J. Steroid Biochem. Mol. Biol. 86, 225-230.

14 November 2003.

• Petryk, A., Warren, J.T., Marqués, G., Jarcho, M.P., Gilbert, L.I., Kahler, J., Parvy, J.-P., Li, Y., Dauphin-Villemant, C. and O'Connor, M.B. (2003) Shade is the Drosophila P450 enzyme that mediates the hydroxylation of ecdysone to the steroid insect molting hormone 20-hydroxyecdysone. Proc. Natl. Acad. Sci. USA 100, 13773-13778.

7 November 2003.

• Roberts, G.A., Çelik, A., Hunter, D.J.B., Ost, T.W.B., White, J.H., Chapman, S.K., Turner, N.J. and Flitsch, S.L. (2003) A self-sufficient cytochrome P450 with a primary structural organisation that includes a flavin domain and a [2Fe-2S] redox center. J. Biol. Chem. 278, 48914-48920.

31 October 2003.

• Wiseman, A. (2003) Replacement of immobilised cell bioreactors by smaller immobilised enzyme bioreactors: unique-outcome predictability for cytochromes P450 isoforms? Biotechnol. Lett. 25, 1581-1590.

24 October 2003.

• Burk, O. and Wojnowski, L. (2003) Cytochrome P450 3A and their regulation. Naunyn-Schmiedeberg's Archives of Pharmacology 369, 105-124.

17 October 2003.

Finally, structure of CYP2B4 (aka P450 LM2) is here!

• Scott, E.E., He, Y.A., Wester, M.R., White, M.A., Chin, C.C., Halpert, J.R., Johnson, E.F. and Stout, C.D. (2003) An open conformation of mammalian cytochrome P450 2B4 at 1.6-Å resolution. Proc. Natl. Acad. Sci. USA 100, 13196-13201.

10 October 2003.

• Craft, D.L., Madduri, K.M., Eshoo, M. and Wilson, C.R. (2003) Identification and characterization of the CYP52 family of Candida tropicalis ATCC 20336, important for the conversion of fatty acids and alkanes to ,-dicarboxylic acids. Appl. Environ. Microbiol. 69, 5983-5991.
• Eschenfeldt, W.H., Zhang, Y., Samaha, H., Stols, L., Eirich, L.D., Wilson, C.R. and Donnelly, M.I. (2003) Transformation of fatty acids catalyzed by cytochrome P450 monooxygenase enzymes of Candida tropicalis. Appl. Environ. Microbiol. 69, 5992-5999.

3 October 2003.

• Marohnic, C.C., Bewley, M.C. and Barber, M.J. (2003) Engineering and characterization of a NADPH-utilizing cytochrome b₅ reductase. Biochemistry 42, 11170-11182.

26 September 2003.

• Berry, S. (2003) Endosymbiosis and the design of eukaryotic electron transport. Biochim. Biophys. Acta 1606, 57-72.

19 September 2003.

• Salazar, O., Cirino, P.C. and Arnold, F.H. (2003) Thermostabilization of a cytochrome P450 peroxygenase. ChemBioChem 4, 891-893.

12 September 2003.

• Baudry, J., Li, W., Pan, L., Berenbaum, M.R. and Schuler, M.A. (2003) Molecular docking of substrates and inhibitors in the catalytic site of CYP6B1, an insect cytochrome P450 monooxygenase. Protein Engineering 16, 577-587.

5 September 2003.

• Chapman, S.K., Daff, S. and Ost, T.W.B. (2003) Haem-thiolate redox enzymes: cytochrome P450 BM3 versus nitric oxide synthase. Power versus control. Biochemist 25, 20-23.

29 August 2003.

• Cryle, M.J., Matovic, N.J. and De Voss, J.J. (2003) Products of cytochrome P450_BioI (CYP107H1)-catalyzed oxidation of fatty acids. Org. Lett. 5, 3341-3344. [Supplementary Material]

22 August 2003.

• Akhtar, K.M., Kaderbhai, N.N., Hopper, D.J., Kelly, S.L. and Kaderbhai, M.A. (2003) Export of a heterologous cytochrome P450 (CYP105D1) in Escherichia coli is associated with periplasmic accumulation of uroporphyrin. J. Biol. Chem. 46, 45555-45562.

15 August 2003.

• Williams, P.A., Cosme, J., Ward, A., Angove, H.C., Matak Vinkovic, D., and Jhoti, H. (2003) Crystal structure of human cytochrome P450 2C9 with bound warfarin. Nature 424, 464-468. [Supplementary Material]

8 August 2003.

• Suchan, P., Vyoral, D., Petrák, J., Šut'ák, R., Rasoloson, D., Nohýnková, E., Dolezal, P. and Tachezy, J. (2003) Incorporation of iron into Tritrichomonas foetus cell compartments reveals ferredoxin as a major iron-binding protein in hydrogenosomes. Microbiology 149, 1911-1921.

1 August 2003.

• Pylypenko, O., Vitali, F., Zerbe, K., Robinson, J.A. and Schlichting, I. (2003) Crystal structure of OxyC, a cytochrome P450 implicated in an oxidative C-C coupling reaction during vancomycin biosynthesis. J. Biol. Chem. 278, 46727-46733.

25 July 2003.

• Lewis, D.F.V. (2003) Human cytochromes P450 associated with the phase 1 metabolism of drugs and other xenobiotics: a compilation of substrates and inhibitors of the CYP1, CYP2and CYP3 families. Curr. Med. Chem. 10, 1955-1972.

27 June 2003.

Waskell, L. (2003) Expression and purification of the amphipathic form of rabbit cytochrome b5 in Escherichia coli. Methods Mol. Biol. 228, 3-10.
This paper appears in Membrane Protein Protocols: Expression, Purification, and Characterization (Selinsky, B.S., Ed.), Humana Press, Totowa (2003).

20 June 2003.

• Weaver, R., Graham, K.S., Beattie, I.G. and Riley, R.J. (2003) Cytochrome P450 inhibition using recombinant proteins and mass spectrometry/multiple reaction monitoring technology in a cassette incubation. Drug Metab. Dispos. 31, 955-966.

13 June 2003.

• Vermeulen, N.P. (2003) Prediction of drug metabolism: the case of cytochrome P450 2D6. Curr. Top. Med. Chem. 3, 1227-1239.

6 June 2003.

• Wester, M.R., Johnson, E.F., Marques-Soares, C., Dansette, P.M., Mansuy, D. and Stout, C.D. (2003) Structure of a substrate complex of mammalian cytochrome P450 2C5 at 2.3 Å resolution: Evidence for multiple substrate binding modes. Biochemistry 42, 6370-6379.

23 May 2003.

• McLean, K.J., Scrutton, N.S. and Munro, A.W. (2003) Kinetic, spectroscopic and thermodynamic characterization of the Mycobacterium tuberculosis adrenodoxin reductase homologue FprA. Biochem. J. 372, 317-327.

16 May 2003.

• Blanquet, S., Meunier, J.P., Minekus, M., Marol-Bonnin, S. and Alric, M. (2003) Recombinant Saccharomyces cerevisiae expressing P450 in artificial digestive systems: a model for biodetoxication in the human digestive environment. Appl. Environ. Microbiol. 69, 2884-2892.

9 May 2003.

• Roman, L.J., McLain, J. and Masters, B.S.S. (2003) Chimeric enzymes of cytochrome P450 oxido-reductase and neuronal nitric oxide synthase reductase domain reveal structural and functional differences between them. J. Biol. Chem. 278, 25700-25707.

2 May 2003.

• Chong, E. and Ensom, M.H. (2003) Pharmacogenetics of the proton pump inhibitors: a systematic review. Pharmacotherapy 23, 460-471.

25 April 2003.

• Ekins, S., Stresser, D.M. and Williams J.A. (2003) In vitro and pharmacophore insights into CYP3A enzymes. Trends Pharmacol. Sci. 24, 161-166.

11 April 2003.

• Johnson, D., Norman, S., Tuckey, R.C. and Martin, L.L. (2003) Electrochemical behaviour of human adrenodoxin on a pyrolytic graphite electrode. Bioelectrochemistry 59, 41-47.

4 April 2003.

• Ogishima, T., Kinoshita, J.-y., Mitani, F., Suematsu, M. and Ito, A. (2003) Identification of outer mitochondrial membrane cytochrome b₅ as a modulator for androgen synthesis in Leydig cells. J. Biol. Chem. 278, 21204-21211.

28 March 2003.

• Kirchheiner, J. (2003) Concise guide to the cytochrome P450 system:drug interaction principles for medical practice. Acta Psychiatr. Scand. 107, 319.

21 March 2003.

• Klingenberg, M. (2003) The dragging emergence of the P450 cytochrome. Arch. Biochem. Biophys. 412, 2.

14 March 2003.

And now for some herbal medicine...

• Zhou, S., Gao, Y., Jiang, W., Huang, M., Xu, A. and Paxton, J.W. (2003) Interactions of herbs with cytochrome P450. Drug Metab. Rev. 35, 35-98.

7 March 2003.

• Iwuoha, E.I. and Smyth, M.R. (2003) Reactivities of organic phase biosensors: 6. Square-wave and differential pulse studies of genetically engineered cytochrome P450_cam (CYP101) bioelectrodes in selected solvents. Biosens. Bioelectron. 18 237-244.

28 February 2003.

• Lambard, S., Galeraud-Denis, I., Bouraïma, H., Bourguiba, S., Chocat, A. and Carreau, S. (2003) Expression of aromatase in human ejaculated spermatozoa: a putative marker of motility. Mol. Hum. Reprod. 9, 117-124.

21 February 2003.

• Schwab, W. (2003) Metabolome diversity: too few genes, too many metabolites? Phytochemistry 62, 837-849.

14 February 2003.

• Faro, M., Schiffler, B., Heinz, A., Nogues, I., Medina, M., Bernhardt, R. and Gómez-Moreno, C. (2003) Insights into the design of a hybrid system between Anabaena ferredoxin-NADP⁺ reductase and bovine adrenodoxin. Eur. J. Biochem. 270, 726-735.

7 February 2003.

• Schoedel, K.A. and Tyndale, R.F. (2003) Induction of nicotine-metabolizing CYP2B1 by ethanol and ethanol-metabolizing CYP2E1 by nicotine: summary and implications. Biochim. Biophys. Acta 1619, 283-290.

31 January 2003.

• Schenkman, J.B. and Jansson, I. (2003) The many roles of cytochrome b₅. Pharmacol. Ther. 97, 139-152.

24 January 2003.

• Green, A.J., Munro, A.W., Cheesman, M.R., Reid, G.A., von Wachenfeldt, C. and Chapman, S.K. (2003) Expression, purification and characterisation of a Bacillus subtilis ferredoxin: a potential electron transfer donor to cytochrome P450 BioI. J. Inorg. Biochem. 93, 92-99.

17 January 2003.

• Bell, S.G., Chen, X., Sowden, R.J., Xu, F., Williams, J.N., Wong, L.-L. and Rao, Z. (2003) Molecular recognition in (+)--pinene oxidation by cytochrome P450_cam. J. Am. Chem. Soc. 125, 705-714.

10 January 2003.

Not one, but two new P450 crystal structures.

• Lee, D.-S., Yamada, A., Sugimoto, H., Matsunaga, I., Ogura, H., Ichihara, K., Adachi, S.-i., Park, S.-Y. and Shiro, Y. (2003) Substrate recognition and molecular mechanism of fatty acid hydroxylation by cytochrome P450 from Bacillus subtilis: Crystallographic, spectroscopic and mutational studies. J. Biol. Chem. 278, 9761-9767.
• Podust, L.M., Kim, Y., Arase, M., Neely, B.A., Beck, B.J., Bach, H., Sherman, D.H., Lamb, D.C., Kelly, S.L. and Waterman, M.R. (2003) The 1.92 Å structure of Streptomyces coelicolor A3(2) CYP154C1: A new monooxygenase that functionalizes macrolide ring systems. J. Biol. Chem. 278, 12214-12221.

3 January 2003.

• Nelson, D.R. (2003) Comparison of P450s from human and fugu: 420 million years of vertebrate P450 evolution. Arch. Biochem. Biophys. 409, 18-24.

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