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.
Similar content being viewed by others
Literature cited
L. A. Krasmova, L. V. Sokolova, V. M. Ryzhkova, and N. N. Suvorov, Prikl. Biokhim. i Mikrobiol.,5, 260 (1969).
L. A. Krasnova, L. V. Sokolova, and N. N. Suvorov, Mikrobiol. Prom.,11, 24 (1973).
V. M. Chang and D. R. Idler, Canad. J. Biochem. Physiol.,39, 1277 (1961).
L. M. Kogan, É. A. Elin, V. I. Mel'nikova, and I. V. Torgov, Khim. Prirodn. Soedin., 149 (1969).
R. Plaurde, O. M. El-Tayeb, and H. Hafez-Zedan, Appl. Microbiol.,23, 601 (1972).
F. Lindner, R. Junk, Y. Nesemann, and J. Schmidt-Thame, Z. Physiol. Chrm.,313, 117 (1958).
L. M. Kogan, V. I. Ulezlo, K. G. Suvorov, and I. V. Torgov, Izv. Akad. Nauk SSSR., Otd. Khim. Nauk, No. 2, 328 (1963).
S. A. Szpilfogel, M. S. De Winter, and W. I. Alsche, Rec. Trav. Chim.,75, 402 (1956).
J. E. Wilson and C. S. Vestling, Arch. Bioch. Biophys.,110, 401 (1965).
Z. H. Sarett, J. Amer. Chem. Soc.,71, 1175 (1949).
R. E. Burton, A. Zaffaroni, and E. H. Keutmann, J. Biol. Chem.,188, 763 (1951).
A. A. Akhrem and A. I. Kuznetsov, Thin-Layer Chromatography [in Russian], Moscow (1964).
P. Steyermark and W. Nawaczynski, Arch. Bioch. Biophys.,59, 1 (1955).
N. A. Yudaev, Chemical Methods of Determining Steroid Hormones in Biological Liquids [in Russian], Moscow (1961).
E. Vizcher, Ch. Meystre, and A. Wettstein, Helv, Chim, Acta,38, 835 (1955).
R. M. Dodson and C. G. Bergstrom, US. Patent No. 2951857; Chem. Abstr.55, P4591b (1960).
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
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
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00568466