Skip to main content
Log in

Steroids LI. The transformation of a series of 20-oxosteroids by a culture of Bacillus megaterium VNIKhFI-1

  • Published:
Chemistry of Natural Compounds Aims and scope

Summary

The substrate specificity of an intact culture ofBacillus megaterium in relation to steroids of the pregnane series with a dihydroxyacetone side chain and without it, and also with steroids containing a 16α,17α-epoxy ring, has been studied.

It has been shown that a culture ofBac. megaterium performs the reduction of a 20-oxo to a 20α-hydroxy group only in the case of Δ4-3-oxo-steroids containing a 16α,17α-epoxy ring.

The necessity of a dihydroxyacetone side chain for the β-reduction of a 20-oxo group has been established.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. L. A. Krasmova, L. V. Sokolova, V. M. Ryzhkova, and N. N. Suvorov, Prikl. Biokhim. i Mikrobiol.,5, 260 (1969).

    Google Scholar 

  2. L. A. Krasnova, L. V. Sokolova, and N. N. Suvorov, Mikrobiol. Prom.,11, 24 (1973).

    CAS  Google Scholar 

  3. V. M. Chang and D. R. Idler, Canad. J. Biochem. Physiol.,39, 1277 (1961).

    Article  CAS  Google Scholar 

  4. L. M. Kogan, É. A. Elin, V. I. Mel'nikova, and I. V. Torgov, Khim. Prirodn. Soedin., 149 (1969).

  5. R. Plaurde, O. M. El-Tayeb, and H. Hafez-Zedan, Appl. Microbiol.,23, 601 (1972).

    Google Scholar 

  6. F. Lindner, R. Junk, Y. Nesemann, and J. Schmidt-Thame, Z. Physiol. Chrm.,313, 117 (1958).

    Article  CAS  Google Scholar 

  7. L. M. Kogan, V. I. Ulezlo, K. G. Suvorov, and I. V. Torgov, Izv. Akad. Nauk SSSR., Otd. Khim. Nauk, No. 2, 328 (1963).

  8. S. A. Szpilfogel, M. S. De Winter, and W. I. Alsche, Rec. Trav. Chim.,75, 402 (1956).

    Article  CAS  Google Scholar 

  9. J. E. Wilson and C. S. Vestling, Arch. Bioch. Biophys.,110, 401 (1965).

    Article  CAS  Google Scholar 

  10. Z. H. Sarett, J. Amer. Chem. Soc.,71, 1175 (1949).

    Article  CAS  Google Scholar 

  11. R. E. Burton, A. Zaffaroni, and E. H. Keutmann, J. Biol. Chem.,188, 763 (1951).

    CAS  PubMed  Google Scholar 

  12. A. A. Akhrem and A. I. Kuznetsov, Thin-Layer Chromatography [in Russian], Moscow (1964).

  13. P. Steyermark and W. Nawaczynski, Arch. Bioch. Biophys.,59, 1 (1955).

    Article  CAS  Google Scholar 

  14. N. A. Yudaev, Chemical Methods of Determining Steroid Hormones in Biological Liquids [in Russian], Moscow (1961).

  15. E. Vizcher, Ch. Meystre, and A. Wettstein, Helv, Chim, Acta,38, 835 (1955).

    Article  Google Scholar 

  16. R. M. Dodson and C. G. Bergstrom, US. Patent No. 2951857; Chem. Abstr.55, P4591b (1960).

Download references

Authors

Additional information

S. Ordzhonikidze All-Union Scientific-Research Institute of Pharmaceutical Chemistry (VNIKhFI). Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 742–747, November–December, 1975.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Krasnova, L.A., Sokolova, L.B., Korzinkina, N.A. et al. Steroids LI. The transformation of a series of 20-oxosteroids by a culture of Bacillus megaterium VNIKhFI-1. Chem Nat Compd 11, 768–771 (1975). https://doi.org/10.1007/BF00568466

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00568466

Keywords

Navigation