Skip to main content
SpringerLink
Log in

Species and Tissue Distribution of Proteins Binding 16α,17α-Cycloalkanoprogesterone Derivatives

  • Published:
Russian Journal of Bioorganic Chemistry Aims and scope Submit manuscript

Abstract

The binding of [3H]progesterone and [3H]16α,17α-cycloalkanoprogesterones to proteins from rat, rabbit, and human uteri and other organs was studied. We found that 16α,17α-cycloalkanoprogesterone derivatives display affinities for the uterine progesterone receptors comparable with that of the natural hormone and no substantial species differences in the affinity. Rabbit uterus was found to have no proteins distinct from the progesterone receptor that specifically bind [3H]16α,17α-cycloalkanoprogesterones. At the same time, in the human uterus, we found another protein that binds some of these progesterone derivatives; it turned out to be similar to the protein from rat uterus. A similar protein with the same selectivity and affinity for steroids was also found in rat and human kidneys. Blood serum, liver, lung, and a number of other tissues were found to contain a protein of the third type that binds the same 16α,17α-cycloalkanoprogesterones and exhibits submicromolar K d values for these steroids and a very low affinity for progesterone. We speculated that the introduction of a bulky substituent adjacently to the 17β-side chain of progesterone could result in a change in the general biodynamics of the derivative including its transport, uptake, and accumulation in tissues, which may determine the selectivity of its effect.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. Kedjouar, B., Daunes, S., Vilner, B.J., Bowen, W.D., Klaebe, A., Faye, J.C., and Poirot, M., Biochem. Pharmacol., 1999, vol. 58, pp. 1927–1939.

    Google Scholar 

  2. LaBella, F.S., Queen, G.M., and Brandes, L.J., J. Cell. Biochem., 2000, vol. 76, pp. 686–694.

    Google Scholar 

  3. Moebius, F.F., Reiter, R.J., Bermoser, K., Glossmann, H., Cho, S.Y., and Paik, Y.K., Mol. Pharmacol., 1998, vol. 54, pp. 591–598.

    Google Scholar 

  4. Compagnone, N.A. and Mellon, S.H., Front. Neuroendocrinol., 2000, vol. 21, pp. 1–56.

    Google Scholar 

  5. Kliewer, S.A., Lehmann, J.M., Milburn, M.V., and Willson, T.M., Recent Prog. Horm. Res., 1999, vol. 54, pp. 345–367.

    Google Scholar 

  6. Smirnov, A.N., Steroid Biochem. (Life Sci. Adv.), 1992, vol. 11, pp. 29–35.

    Google Scholar 

  7. Smirnov, A.N., Pokrovskaya, E.V., Shevchenko, V.P., Levina, I.S., and Kamernitzky, A.V., Bioorg. Khim., 1999, vol. 25, pp. 774–781.

    Google Scholar 

  8. Smirnov, A.N., Pokrovskaya, E.V., Kogteva, G.S., Shevchenko, V.P., Levina, I.S., Kulikova, L.E., and Kamernitzky, A.V., Steroids, 2000, vol. 65, pp. 163–170.

    Google Scholar 

  9. Smirnov, A.N., Pokrovskaya, E.V., Shevchenko, V.P., Levina, I.S., Kulikova, L.E., and Kamernitzky, A.V., Biokhimiya (Moscow), 2001, vol. 66, pp. 846–852.

    Google Scholar 

  10. Levina, I.S. and Kamernitzky, A.V., Khim.–Farm. Zh., 1990, vol. 24, pp. 31–39.

    Google Scholar 

  11. Levina, I.S., Kamernitzky, A.V., Fanchenko, N.D., and Simonov, V.I., Endokrinologie, 1982, vol. 80, pp. 266–274.

    Google Scholar 

  12. Kamernitzky, A.V., Levina, I.S., Kulikova, L.E., Ignatov, V.N., Korkhov, V.V., Nikitina, G.V., and Terekhina, A.L., J. Steroid Biochem., 1982, vol. 16, pp. 61–67.

    Google Scholar 

  13. Kamernitzky, A.V. and Levina, I.S., Khim.–Farm. Zh., 1991, vol. 25, pp. 4–16.

    Google Scholar 

  14. Fernandez–Real, J.M., Sanchis, D., Ricart, W., Casamitjana, R., Balada, F., Remesar, X., and Alemany, M., Clin. Endocrinology (Oxford), 1999, vol. 50, pp. 253–260.

    Google Scholar 

  15. Smirnov, A.N., Yakovenko, A.R., Levina, I.S., and Kamernitzky, A.V., Biokhimiya (Moscow), 1996, vol. 61, pp. 1460–1470.

    Google Scholar 

  16. Kamernitzky, A.V., Levina, I.S., Kulikova, L.E., Galakhova, T.N., Shevchenko, V.P., Nagaev, I.Yu., Myasoedov, N.F., Smirnov, A.N., Pokrovskaya, E.V., and Shchelkunova, T.A., Izv. Ross. Akad. Nauk, Ser. Khim., 1997, no. 8, pp. 1532–1535.

  17. Shevchenko, V.P., Nagaev, J.Yu., Myasoedov, N.F., Kamernitzky, A.V., Levina, I.S., Kulikova, L.E., Pokrovskaya, E.V., Shchelkunova, T.A., and Smirnov, A.N., Bioorg. Chem., 1999, vol. 27, pp. 207–213.

    Google Scholar 

  18. Bradford, M.M., Anal. Biochem., 1976, vol. 72, pp. 248–254.

    Google Scholar 

  19. Smirnov, A.N., Pokrovskaya, E.V., Shevchenko, V.P., Levina, I.S., and Kamernitzky, A.V., Biokhimiya (Moscow), 1998, vol. 63, pp. 1279–1287.

    Google Scholar 

  20. Smirnov, A.N., Pokrovskaya, E.V., Shevchenko, V.P., Levina, I.S., and Kamernitzky, A.V., Probl. Endokrinol., 1998, vol. 44, pp. 37–40.

    Google Scholar 

  21. Smirnov, A.N., Pokrovskaya, E.V., Shevchenko, V.P., Levina, I.S., and Kamernitzky, A.V., Byull. Eksp. Biol. Med., 1998, vol. 125, pp. 532–534.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Biological Faculty, Moscow State University, Vorob'evy gory, Moscow, 119899, Russia

    E. V. Pokrovskaya

  2. Russian Academy of Sciences, Institute of Molecular Genetics, pl. Akademika Kurchatova 46, Moscow, 123182, Russia

    V. P. Shevchenko, I. Yu. Nagaev & N. F. Myasoedov

  3. Russian Academy of Sciences, Zelinsky Institute of Organic Chemistry, Leninskii pr. 47, Moscow, 117913, Russia

    I. S. Levina, L. E. Kulikova & A. V. Kamernitsky

Authors
  1. A. N. Smirnov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. V. Pokrovskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. P. Shevchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. I. Yu. Nagaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. N. F. Myasoedov
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. I. S. Levina
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. L. E. Kulikova
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. A. V. Kamernitsky
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Smirnov, A.N., Pokrovskaya, E.V., Shevchenko, V.P. et al. Species and Tissue Distribution of Proteins Binding 16α,17α-Cycloalkanoprogesterone Derivatives. Russian Journal of Bioorganic Chemistry 28, 224–230 (2002). https://doi.org/10.1023/A:1015760421546

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1015760421546

Search

Navigation