Summary
The regiospecific biotransformation of (±) 5-acetoxy-7-fluoronorbornan-2-one into the equivalent bridgehead lactone of use as a source of substituted cyclopentane synthons containing four successive chiral centres has been demonstrated using washed-cell suspensions of cyclohexanol-grownAcinetobacter sp NCIB 9871. Conditions to optimise production of such 2-oxabicyclooctanones (substrate concentration<25mM, pH 7.35, 30°C) have been characterised.
Similar content being viewed by others
References
Abril, O., Ryerson, C.C., Walsh, C. and Whitesides, G.M. (1989). Bioorg. Chem.17, 41–52.
Donoghue, N.A. and Trudgill, P.W. (1975). Eur. J. Biochem.60, 1–7.
Griffin, M. and Trudgill, P.W. (1972). Biochem. J.129, 595–603.
Sandey, H. and Willetts, A. (1989). Biotechnol. Lett.11, 615–620.
Townsend, C.A., Christensen, S.B. and Davis, S.G. (1982). J. Am. Chem. Soc.104, 6154–6155.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Levitt, M., Sandey, H. & Willetts, A. Regiospecific biotransformation of substituted norbornanones by microorganisms. Biotechnol Lett 12, 197–200 (1990). https://doi.org/10.1007/BF01026798
Issue Date:
DOI: https://doi.org/10.1007/BF01026798