Screening of yeast species for the stereo-selective reduction of bicyclo[2.2.2]octane-2,6-dione

Summary, in English

Yeast strains from more than 31 different genera were screened for the enantioselective reduction of bicyclo[2.2.2]-octane-2,6-dione (1). Reducing activity was found in 80% of the screened yeasts. Bicyclo[2.2.2]octane-2,6-dione was enantioselectively reduced (> 98% ee) to (1R, 4S, 6S)-6-hydroxybicyclo[2.2.2]octane-2-one (-)-2 by 69% of the strains. Enantioselective reduction of the diketone to (1S, 4R, 6S)-6-hydroxybicyclo[2.2.2]octane-2-one ((+)-3, >98% ee) as a major product is reported for the first time. Candida tropicalis UOFS Y-0534 and Candida wickerhamii UOFS Y-0652 displayed this unusual diastereoselectivity.

• Författare: AL Botes; D Harvig; MS van Dyk; Ian Sarvary; Torbjörn Frejd; M Katz; B Hahn-Hagerdal; Marie-Francoise Gorwa-Grauslund
• Avdelning/ar: Centrum för analys och syntes; Teknisk mikrobiologi
• Publiceringsår: 2002
• Språk: Engelska
• Sidor: 1111-1114
• Publikation/Tidskrift/Serie: Journal of the Chemical Society - Perkin Transactions 1
• Issue: 8
• Länkar: http://dx.doi.org/10.1039/b111064k
• Dokumenttyp: Artikel i tidskrift
• Förlag: Royal Society of Chemistry
• Ämne: Organic Chemistry; Industrial Biotechnology
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 1472-7781