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Microbial 7alpha-hydroxylation of 3-ketobisnorcholenol.

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  • 1. Department of Microbiology, Hoffmann-La Roche, Inc., Roche Research Center, Nutley, New Jersey 07110.
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    • Despreaux CW 1
    (1 author)

Applied and Environmental Microbiology, 01 May 1986, 51(5):946-949
https://doi.org/10.1128/aem.51.5.946-949.1986 PMID: 16347069 PMCID: PMC238992

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Abstract 

The transformation of 22-hydroxy-23,24-bisnorchol-4-en-3-one to 7alpha-22-dihydroxy-23,24-bisnorchol-4-en-3-one by Botryodiploida theobromae, Lasiodiplodia theobromae, and various Botryosphaeria strains is described. Factors affecting the reaction were incubation temperature, sonication of the substrate, and addition of 2,2'-dipyridyl, extra carbohydrate, and Amberlite XAD-7. The enzyme responsible for the reaction appeared to be very specific and was not characteristic of all members of the genera listed above.

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Appl Environ Microbiol. 1986 May; 51(5): 946–949.
PMCID: PMC238992
PMID: 16347069

Microbial 7α-Hydroxylation of 3-Ketobisnorcholenol

Carl W. Despreaux,†* Karen R. Rittweger,‡ and Norberto J. Palleroni§
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Abstract

The transformation of 22-hydroxy-23,24-bisnorchol-4-en-3-one to 7α-22-dihydroxy-23,24-bisnorchol-4-en-3-one by Botryodiploida theobromae, Lasiodiplodia theobromae, and various Botryosphaeria strains is described. Factors affecting the reaction were incubation temperature, sonication of the substrate, and addition of 2,2′-dipyridyl, extra carbohydrate, and Amberlite XAD-7. The enzyme responsible for the reaction appeared to be very specific and was not characteristic of all members of the genera listed above.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.
  • Abul-Hajj YJ. Microbiological hydroxylation of 4-androstene-3,17-dione. Lloydia. 1970 Jun;33(2):278–278. [Abstract] [Google Scholar]
  • Defaye G, Luche MJ, Chambaz EM. Microbiological 7- and 15-hydroxylations of C-19 steroids. J Steroid Biochem. 1978 Apr;9(4):331–336. [Abstract] [Google Scholar]
  • Howe R, Moore RH. Microbiological reduction of 2-methyl-1,2-di-3-pyridyl-1-propanone (metyrapone). J Med Chem. 1971 Apr;14(4):287–288. [Abstract] [Google Scholar]
  • Howe R, Moore RH, Rao BS, Wood AH. Metabolism of 2-(4-chlorophenyl)thiazol-4-ylacetic acid (fenclozic acid) and related compounds by microorganisms. J Med Chem. 1972 Oct;15(10):1040–1045. [Abstract] [Google Scholar]
  • Leppik RA, Park RJ, Smith MG. Aerobic catabolism of bile acids. Appl Environ Microbiol. 1982 Oct;44(4):771–776. [Europe PMC free article] [Abstract] [Google Scholar]
  • Singh K, Sehgal SN, Vézina C. Transformation of steroids by Mucor griseo-cyanus. Can J Microbiol. 1967 Sep;13(9):1271–1281. [Abstract] [Google Scholar]
  • Wix G, Büki KG, Tömörkény E, Ambrus G. Inhibition of steroid nucleus degradation in mycobacterial transformations. Steroids. 1968 Mar;11(3):401–413. [Abstract] [Google Scholar]
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