Screening of yeast species for the stereo-selective reduction of bicyclo[2.2.2]octane-2,6-dione
(2002) In Journal of the Chemical Society - 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:
https://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
- Journal of the Chemical Society - 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
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240), Applied Microbiology (LTH) (011001021)
- id
- daaa9dea-2ac5-42b7-b8e2-7ee91c86165b (old id 340240)
- date added to LUP
- 2016-04-01 15:16:56
- date last changed
- 2023-04-03 16:03:29
@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 = {{Journal of the Chemical Society - 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}}, doi = {{10.1039/b111064k}}, year = {{2002}}, }