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Electrochemistry of cytochromes P450: Analysis of current-voltage characteristics of electrodes with immobilized cytochromes P450 for the screening of substrates and inhibitors

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Abstract

In the current study, an approach to elucidating the substrate specificity of cytochromes P450 based on the analysis of current-voltage characteristics of voltammograms and amperograms is proposed. Data on the electrochemical behavior of bioelectrodes with immobilized cytochromes P450 2B4, 1A2, 3A4, 11A1 (P450scc), and 51b1 (Mycobacterium tuberculosis sterol 14α-demethylase or CYP51 MT) in the presence of typical substrates and inhibitors for these hemoprotein forms are reported. Immobilization of the enzymes was accomplished by using graphite screen-printed electrodes modified with gold nanoparticles and with the synthetic membrane-like compound didodecyldimethylammonium bromide. The method of electro-analysis can be applied to the search of potential substrates and inhibitors of cytochromes P450 and to creation of multichannel electrochemical plates (chips, panels) with immobilized cytochromes P450.

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Abbreviations

Bz:

benzphetamine

CV:

cyclic voltammetry

DDAB:

didodecyldimethylammonium bromide

DPV:

differential pulse voltammetry

E pa and E pc :

potentials of anode reduction and cathode oxidation peaks, respectively

IPA:

intermittent pulse amperometry

SWV:

square wave voltammetry

Ts:

testosterone

References

  1. Omura, T., and Sato, R. (1962) J. Biol. Chem., 237, 1375–1376.

    PubMed  CAS  Google Scholar 

  2. Nebert, D. W., and Russell, D. W. (2002) The Lancet, 360, 1155–1162.

    Article  CAS  Google Scholar 

  3. Kumar, R. A., and Clark, D. S. (2006) Curr. Opin. Chem. Biol., 10, 162–168.

    Article  PubMed  CAS  Google Scholar 

  4. Chen, H., and Morgan, J. A. (2206) Enzyme Microb. Technol., 38, 760–764.

    Article  Google Scholar 

  5. Lee, M.-Y., Park, C. B., Dordick, J. S., and Clark, D. S. (2005) Proc. Natl. Acad. Sci. USA, 102, 983–987.

    Article  PubMed  CAS  Google Scholar 

  6. Sakai-Kato, K., Kato, M., Homma, H., Toyo’oka, T., and Utsunomiya-Tate, N. (2005) Anal. Chem., 77, 7080–7083.

    Article  PubMed  CAS  Google Scholar 

  7. Turpeinen, M., Korhonen, L. E., Tolonen, A., Uusitalo, J., Juvonen, R., Raunio, H., and Felkonen, O. (2006) Eur. J. Pharm Sci., 29, 130–138.

    Article  PubMed  CAS  Google Scholar 

  8. Estabrook, R. W., Faulkner, K. M., Shet, M. S., and Fisher, C. W. (1996) Meth. Enzymol., 272(B), 44–51.

    Article  PubMed  CAS  Google Scholar 

  9. Bistolas, N., Wollenberger, U., Jung, C., and Scheller, F. W. (2005) Biosens. Bioelectron., 20, 2408–2423.

    Article  PubMed  CAS  Google Scholar 

  10. Shumyantseva, V. V., Bulko, T. V., and Archakov, A. I. (2005) J. Inorg. Biochem., 99, 1051–1063.

    Article  PubMed  CAS  Google Scholar 

  11. Udit, A. K., and Gray, H. B. (2005) Biochem. Biophys. Res. Commun., 338, 470–476.

    Article  PubMed  CAS  Google Scholar 

  12. Bakker, E., and Telting-Diaz, M. (2002) Anal. Chem., 74, 2781–2800.

    Article  PubMed  CAS  Google Scholar 

  13. Mehrvar, M., and Abdi, M. (2004) Anal. Sci., 20, 1113–1126.

    Article  PubMed  CAS  Google Scholar 

  14. Wang, J. (2005) Analyst, 130, 421–426.

    Article  PubMed  CAS  Google Scholar 

  15. Murphy, L. (2006) Curr. Opin. Chem. Biol., 10, 177–184.

    Article  PubMed  CAS  Google Scholar 

  16. Pumera, M., Sanchez, S., Ichnose, I., and Tang, J. (2007) Sensors and Actuators, 123, 1195–1205.

    Article  Google Scholar 

  17. Tansil, N., and Gao, Z. (2006) Nanotoday, 1, 28–37.

    Google Scholar 

  18. Shumyantseva, V. V., Bulko, T. V., Rudakov, Yu. O., Kuznetsova, G. P., Samenkova, N. F., Lisitsa, A. V., Karuzina, I. I., and Archakov, A. I. (2007) J. Inorg. Biochem., 101, 859–865.

    Article  PubMed  CAS  Google Scholar 

  19. Berthell, D., Brust, M., Schiffrin, D. J., and Kiely, C. (1996) J. Electroanal. Chem., 409, 137–143.

    Article  Google Scholar 

  20. Han, X., Cheng, W., Zhang, Z., Dong, S., and Wang, E. (2002) Biochim. Biophys. Acta, 1556, 273–277.

    Article  PubMed  CAS  Google Scholar 

  21. Karuzina, I. I., Zgoda, V. G., Kuznetsova, G. P., Samenkova, N. F., and Archakov, A. I. (1999) Free Rad. Biol. Med., 26, 620–632.

    Article  PubMed  CAS  Google Scholar 

  22. Omura, T., and Sato, R. (1964) J. Biol. Chem., 239, 2379–2385.

    PubMed  CAS  Google Scholar 

  23. Imai, Y., Hashimoto, C., Satake, H., Girardin, A., and Sato, R. (1980) J. Biochem., 88, 489–503.

    PubMed  CAS  Google Scholar 

  24. Hashimoto, C., and Imai, Y. (1976) Biochem. Biophys. Res. Commun., 68, 821–827.

    Article  PubMed  CAS  Google Scholar 

  25. Shavkunov, A. S., Lazarev, V. N., Zgoda, V. G., Govorun, V. M., Levi, P., Yanssen, P., and Archakov, A. I. (2003) Biomed. Khim., 49, 145–152.

    PubMed  CAS  Google Scholar 

  26. Nash, T. (1953) Biochem. J., 55, 416–421.

    PubMed  CAS  Google Scholar 

  27. Kanaeva, I. P., Dedinskii, I. R., Scotselyas, E. D., Krainev, A. G., Guleva, I. V., Sevryukova, I. F., Koen, Ya. M., Kuznetsova, G. P., Bachmanova, G. I., and Archakov, A. I. (1992) Arch. Biochem. Biophys., 298, 395–412.

    Article  PubMed  CAS  Google Scholar 

  28. Shumyantseva, V. V., Bulko, T. V., Rudakov, Yu. O., Kuznetsova, G. P., Samenkova, N. F., Lisitsa, A. V., Karuzina, I. I., and Archakov, A. I. (2007) Biochemistry (Moscow), Suppl. Ser. B: Biomed. Chem., 1, 327–333.

    Article  Google Scholar 

  29. Shumyantseva, V. V., Bulko, T. V., Kuznetsova, G. P., Lisitsa, A. V., Ponomarenko, E. A., Karuzina, I. I., and Archakov, A. I. (2007) Biochemistry (Moscow), 72, 658–663.

    Article  CAS  Google Scholar 

  30. Smith, D., Sadagopan, N., Zientek, M., Reddy, A., and Cohen, L. (2007) J. Chromatogr. B, 850, 455–463.

    Article  CAS  Google Scholar 

  31. Persson, K. P., Ekehed, S., Otter, C., Lutz, M., McPheat, J., Masimirembwa, C. M., and Andersson, T. B. (2006) Pharm. Res., 23, 56–69.

    Article  PubMed  CAS  Google Scholar 

  32. Tupeinen, M., Jouko, U., Jorma, J., and Olavi, P. (2005) Eur. J. Pharm. Res., 24, 123–132.

    Article  Google Scholar 

  33. Johnson, D. L., Lewis, B. C., Elliot, D. J., Miners, J. O., and Martin, L. L. (2005) Biochem. Pharmacol., 69, 1533–1541.

    Article  PubMed  CAS  Google Scholar 

  34. Shukla, A., Gillam, E. M., Mitchll, D. J., and Bernhardt, P. V. (2005) Electrochem. Commun., 7, 437–442.

    Article  CAS  Google Scholar 

  35. Shumyantseva, V. V., Ivanov, Yu. D., Bistolas, N., Scheller, F. W., Archakov, A. I., and Wollenberger, U. (2004) Anal. Chem., 76, 6046–6052.

    Article  PubMed  CAS  Google Scholar 

  36. Lei, C., Wollenberger, U., Jung, C., and Scheller, F. W. (2000) Biochem. Biophys. Res. Commun., 268, 740–744.

    Article  PubMed  CAS  Google Scholar 

  37. Shumyantseva, V. V., Deluca, J., Bulko, T. V., Carrara, S., Nicolini, C., Usanov, S. A., and Archakov, A. I. (2004) Biosens. Bioelectron., 19, 971–976.

    Article  PubMed  CAS  Google Scholar 

  38. Shumyantseva, V. V., Bavastrello, V., Carrara, S., Riley, D. J., Bulko, T. V., Skryabin, K. G., Archakov, A. I., and Nicolini, C. (2005) Biosens. Bioelectron., 21, 217–222.

    Article  PubMed  CAS  Google Scholar 

  39. Joseph, S., Rusling, J. F., Lvov, Y. M., Friedberg, T., and Fuhr, U. (2003) Biochem. Pharmacol., 65, 1817–1826.

    PubMed  CAS  Google Scholar 

  40. Lepesheva, G. I., Strushkevich, N. V., and Usanov, S. A. (1999) Biochim. Biophys. Acta, 1434, 31–43.

    PubMed  CAS  Google Scholar 

  41. Lepesheva, G. I., and Waterman, M. R. (2004) Mol. Cell. Endocrinol., 215, 165–170.

    Article  PubMed  CAS  Google Scholar 

  42. Ortiz de Montellano, P. R. (ed.) (1995) Cytochrome P450, 2nd Edn., Plenum Press, New York, pp. 307–317.

    Google Scholar 

  43. Lewis, D. F. V. (2001) Guide to Cytochrome P450. Structure and Function (Taylor and Francis, eds.) London-New York, pp. 90–93.

  44. Kitson, T. M. (1996) Bioorg. Chem., 24, 331–339.

    Article  CAS  Google Scholar 

  45. Prough, R. A., Burke, M. D., and Mayger, R. T. (1978) Meth. Enzymol., 52, 372–377.

    Article  PubMed  CAS  Google Scholar 

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Authors and Affiliations

  1. Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, ul. Pogodinskaya 10, 119121, Moscow, Russia

    V. V. Shumyantseva, T. V. Bulko, G. P. Kuznetsova, N. F. Samenkova & A. I. Archakov

Authors
  1. V. V. Shumyantseva
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  2. T. V. Bulko
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  3. G. P. Kuznetsova
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  4. N. F. Samenkova
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  5. A. I. Archakov
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Corresponding author

Correspondence to V. V. Shumyantseva.

Additional information

Published in Russian in Biokhimiya, 2009, Vol. 74, No. 4, pp. 542–549.

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Shumyantseva, V.V., Bulko, T.V., Kuznetsova, G.P. et al. Electrochemistry of cytochromes P450: Analysis of current-voltage characteristics of electrodes with immobilized cytochromes P450 for the screening of substrates and inhibitors. Biochemistry Moscow 74, 438–444 (2009). https://doi.org/10.1134/S0006297909040129

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  • DOI: https://doi.org/10.1134/S0006297909040129

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