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Microbial transformation of sterols to C19-steroids by Rhodococcus equi

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Abstract

A wild-type strain of Rhodococcus equi, isolated from soil, degraded cholesterol, β-sitosterol, stigmasterol and mixed sterois to androst-4-ene-3,17-dione (AD) and androsta-1,4-diene-3,17-dione (ADD). A definite preference for a relatively simply structured cholesterol side chain was observed. Highest specific cholesterol side-chain cleavage was associated with active growth of the culture. Maximum yield of ADD was obtained when sodium acetate and cholesterol were incorporated together in the medium. Specific side-chain cleavage required the presence of 2,2′-dipyridyl, an inhibitor of ring cleavage.

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References

  • Atrat, P., Hüller, E. & Hörhold, C. 1981 Steroid transformation with immobilized microorganisms V. Continuous side chain cleavage of a cholesterol derivative with immobilized Mycobacterium phlei cells. European Journal of Applied Microbiology and Biotechnology 12, 157–160.

    Google Scholar 

  • Choi, S.K., Kim, H.S. & Park, Y.H. 1988 Microbial conversion of cholesterol and androstadienedione by intermittent addition of substrate. Korean Journal of Applied Microbiology and Bioengineering 16, 187–192.

    Google Scholar 

  • Coto, O., Martinez, J., Roboredo, M.R., Carballo, M.E., Quintana, M., Rodriguez, B. & Pupo, M. 1985 Microbiological transformation of steroids: II Transformation of cholesterol by bacteria. Revista de Ciencias Biologicas 16, 217–222.

    Google Scholar 

  • Goodfellow, M. & Alderson, G. 1977 The actinomycete-genus Rhodococcus: a home for the ‘rhodochrous’ complex. Journal of General Microbiology 100, 99–122.

    Google Scholar 

  • Goswami, P.C. Singh, H.D., Hazarika, A.K. & Baruah, J.N. 1982 Isolation and characterization of sterol metabolites formed by an Arthrobacter sp. Indian Journal of Biochemistry and Biophysics 19, 367–369.

    Google Scholar 

  • Hesselink, P.G.M., Koops, K., Harkes, M. & Witholt, B. 1988 Growth phase dependence of Mycobacterium sterol side chain cleavage and nucleus degradation. In Proceedings 2nd Netherlands Biotechnology Congress 1988, ed. Breteler et al., pp. 417–419. Netherlands Biotechnological Society.

  • Jankov, R.M. & Stefanovic, M. 1986 Microbial transformation of steroids. X transformation of 19-substituted cholesterol derivative into esterone by the strain of Mycobacterium phlei. Journal of Serbian Chemical Society 51, 523–527.

    Google Scholar 

  • Kieslich, K. 1986 Production of drugs by microbial biosynthesis and biotransformation: possibilities, limits and future developments (IInd communication) Drug Research 36, 888–892.

    Google Scholar 

  • Martin, C.K.A. & Wagner, F. 1976 Microbial transformation of β-sitosterol by Nocardia sp. M 29. European Journal of Applied Microbiology 2, 243–255.

    Google Scholar 

  • Martin, C.K.A. 1984 Sterols. In Biotechnology, a comprehensive treatise in 8 volumes, ed. Rhem, H.J. & Reed, G. Vol. 6A: Biotransformations, ed. Kieslich, K. pp. 79–96. Weinheim: Verlag Chemie.

    Google Scholar 

  • Martinez, J., Coto, O., Reboredo, M., Carballo, M. & Alfonso, M. 1987 Microbial transformation of sterols from sugarcane to pharmaceutical substances. Revista Latinoamericana de Microbiologia 29, 373–376.

    Google Scholar 

  • Nagasawa, M., Hashiba, H., Watanabe, N., Bae, M., Tamura, G. & Arima, K. 1970 Microbial transformation of sterols. Part IV, C19-steroid intermediates in the degradation of cholesterol by Arthrobacter simplex. Agricultural and Biological Chemistry 34, 801–804.

    Google Scholar 

  • Owen, R.W., Mason, A.N. & Bilton, R.F. 1983 The degradation of cholesterol by Pseudomonas sp. NCIB 10590 under aerobic conditions. Journal of Lipid Research 24, 1500–1511.

    Google Scholar 

  • Patil, S. & Mishra, K. 1989 Side chain cleavage of some steroid drug precursors by Mycobacterium mutants. Indian Journal of Experimental Biology 27, 374–375.

    Google Scholar 

  • Quintana, M., Coto, O., Reboredo, M.R., Carballo, M.E. & Martinez, J. 1985 Microbiological transformation of steroids: I General aspects. Revista de Ciencias Biologicas 116, 209–216.

    Google Scholar 

  • Seki, T. 1969 Separation of steroids by means of ion exchange resins. Methods in Enzymology 15, 219–237.

    Google Scholar 

  • Smith, I. 1960 Chromatographic and Electrophoretic Techniques Vol. 2. New York: Interscience Publishers.

    Google Scholar 

  • Steinert, H.J., Vorlop, D. & Klein, J. 1987 Steroid side chain cleavage with immobilized living cells in organic solvents. In Biocatalysis in organic media ed. Laane, C., Tramper, J. & Lilly, M.D. pp. 51–63. Amsterdam, The Netherlands: Elsevier Science Publishers.

    Google Scholar 

  • Zajaczkowska, E. & Sedlaczek, L. 1988 Microbiological degradation of sterols I. Selective induction of enzymes of the cholesterol side chain cleavage in Rhodococcus sp. IM 58 Acta Microbiologica Polonica 37, 27–30.

    Google Scholar 

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S. Ahmad and B.N. Johri are with the Department of Microbiology, College of Basic Sciences and Humanities, G.B. Pant University of Agriculture and Technology, Pantriagar 263 145, Nainital, UP, India. P.K. Roy, A.W. Khan and S.K. Basu are at Fermentation Technology Division, Central Drug Research Institute, Lucknow, India.

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Ahmad, S., Roy, P.K., Khan, A.W. et al. Microbial transformation of sterols to C19-steroids by Rhodococcus equi . World Journal of Microbiology and Biotechnology 7, 557–561 (1991). https://doi.org/10.1007/BF00368360

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  • DOI: https://doi.org/10.1007/BF00368360

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