Springer Online Journal Archives 1860-2000
Process Engineering, Biotechnology, Nutrition Technology
Summary A culture of Aphanocladium album enantiospecifically reduces the carbonyl groups in (±)-8,14-seco-4,9(11)-androstadiene-3,14,17-trione only in the five-membered ring. In the 10S enantiomer only one of the two carbonyl groups at C-14 or C-17 is reduced, mainly to the corresponding alcohol, whereas in the 10R enantiomer both carbonyl groups are reduced. Chromatographic separation of optically active products and their chemical oxidation lead to the formation of enantiomers of the substrate: (-)-(10S)-trione [60% enantiomeric excess (ee)] and (+)-(10R)-trione (66% ee). The α,β-unsaturated ketone in ring A remains unchanged.
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