Transformation of 25-Hydroxycholesterol by Rhizoctonia muneratii

Author:

Wozny Mary Ellen E.1,Smith Tyrone R.1,Angus Ralph L.1,Kaiser Emil T.1

Affiliation:

1. Borg-Warner Chemicals, Inc., Technical Centre, Washington, West Virginia 26181; and Chemistry Department, University of Chicago, Chicago, Illinois 606372

Abstract

Rhizoctonia muneratii ATCC 13247 was capable of catalyzing the conversion of 25-hydroxycholesterol to the 3-oxo-4-ene. Hydroxylation at the 6α and 6β positions with the concomitant 3-oxo-4-ene transformation was also observed. The addition of Triton X-100 to the growth medium immediately before steroid addition selectively prevented the appearance of the respective 6α-hydroxylated products. The observed conversions were indicative of the utility of microbial transformations in preparing hydroxylated steroids which can be useful for further synthetic modification or for study as pharmacological agents.

Publisher

American Society for Microbiology

Subject

Ecology,Applied Microbiology and Biotechnology,Food Science,Biotechnology

Reference15 articles.

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2. Bhacca N. S. and D. H. Williams. 1964. Applications of NMR spectroscopy in organic chemistry: illustrations from the steroid field. Holden-Day San Francisco.

3. Nmr spectra of steroids-a survey and commentary;Blunt J. W.;Org. Magn. Reson.,1977

4. Brestkin A. P. M. M. Vyaz'menskaya and E. B. Maizel. 1978. Influence of triton X-100 on the properties of acetylcholinesterase from human erythrocytes. Biochemistry (USSR) (translation of Biokhimiya) 43:79-83.

5. Charney W. and H. L. Herzog. 1967. Microbial transformations of steroids a handbook. Academic Press Inc. New York.

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