Screening of yeast species for the stereo-selective reduction of bicyclo[2.2.2]octane-2,6-dione
(2002) In Perkin Transactions 1 p.1111-1114- Abstract
- 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.
Please use this url to cite or link to this publication:
http://lup.lub.lu.se/record/340240
- author
- Botes, AL; Harvig, D; van Dyk, MS; Sarvary, Ian LU ; Frejd, Torbjörn LU ; Katz, M; Hahn-Hagerdal, B and Gorwa-Grauslund, Marie-Francoise LU
- organization
- publishing date
- 2002
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Perkin Transactions 1
- issue
- 8
- pages
- 1111 - 1114
- publisher
- Royal Society of Chemistry
- external identifiers
-
- wos:000175001100014
- scopus:0036010005
- ISSN
- 1472-7781
- DOI
- 10.1039/b111064k
- language
- English
- LU publication?
- yes
- id
- daaa9dea-2ac5-42b7-b8e2-7ee91c86165b (old id 340240)
- date added to LUP
- 2007-08-10 14:51:58
- date last changed
- 2018-01-07 08:31:53
@article{daaa9dea-2ac5-42b7-b8e2-7ee91c86165b, abstract = {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.}, author = {Botes, AL and Harvig, D and van Dyk, MS and Sarvary, Ian and Frejd, Torbjörn and Katz, M and Hahn-Hagerdal, B and Gorwa-Grauslund, Marie-Francoise}, issn = {1472-7781}, language = {eng}, number = {8}, pages = {1111--1114}, publisher = {Royal Society of Chemistry}, series = {Perkin Transactions 1}, title = {Screening of yeast species for the stereo-selective reduction of bicyclo[2.2.2]octane-2,6-dione}, url = {http://dx.doi.org/10.1039/b111064k}, year = {2002}, }