The Library
BIOTRANSFORMATION OF ALPHA-BETA-UNSATURATED CARBONYL-COMPOUNDS - SULFIDES, SULFOXIDES, SULFONES, NITRILES AND ESTERS BY YEAST SPECIES - CARBONYL GROUP AND CARBON-CARBON DOUBLE-BOND REDUCTION
Tools
UNSPECIFIED (1995) BIOTRANSFORMATION OF ALPHA-BETA-UNSATURATED CARBONYL-COMPOUNDS - SULFIDES, SULFOXIDES, SULFONES, NITRILES AND ESTERS BY YEAST SPECIES - CARBONYL GROUP AND CARBON-CARBON DOUBLE-BOND REDUCTION. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 (23). pp. 2969-2988. ISSN 0300-922X.
Research output not available from this repository.
Request-a-Copy directly from author or use local Library Get it For Me service.
Abstract
The reduction of alpha beta-unsaturated ketones with gamma-sulfide, sulfoxide, sulfone, nitrile and ester functions has been investigated. Both C=O and C=C reduction was observed. In the sulfur series, C=O bond reduction was always observed, but significant C=C bond reduction was observed only with the sulfide. The unsaturated nitriles gave the corresponding alcohol as the major bioreduction product, with smaller but significant amounts of fully reduced product. A similar result was obtained with the ester substrate. Relative and absolute configurations of bioreduction products were determined, A comparison was made between reductions catalysed by bakers' yeast (Saccharomyces cerevisiae) and by other yeasts (Zygosaccharomyces rouxii, Pichia capsulata, P. farinosa, Candida chalmersi and C. diddensiae). The tendency of Z. rouxii to give products enantiomeric with those obtained using S. cerevisiae was noted. The relationship between substrate structure and the stereochemistry of C=C double bond reduction is discussed.
Item Type: | Journal Article | ||||
---|---|---|---|---|---|
Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | ||||
Publisher: | ROYAL SOC CHEMISTRY | ||||
ISSN: | 0300-922X | ||||
Official Date: | 7 December 1995 | ||||
Dates: |
|
||||
Number: | 23 | ||||
Number of Pages: | 20 | ||||
Page Range: | pp. 2969-2988 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
Request changes or add full text files to a record
Repository staff actions (login required)
View Item |