Enantioselective Dynamic Process Reduction of α- and β-Tetralone and Stereoinversion of Resulting Alcohols in a Selected Strain Culture
| Autor: | Jadwiga Dmochowska-Gładysz, Tomasz Janeczko, Edyta Kostrzewa-Susłow, Anna Panek, Alina Świzdor |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
Time Factors
Strain (chemistry) Chemistry Stereochemistry Carbonyl reduction Fungi Enantioselective synthesis Stereoisomerism General Medicine Applied Microbiology and Biotechnology Microbiology Article chemistry.chemical_compound Biotransformation Alcohols Yield (chemistry) Tetralone Enantiomer Oxidation-Reduction Tetralones |
| Zdroj: | Current Microbiology |
| ISSN: | 1432-0991 0343-8651 |
| Popis: | α-Tetralone and β-tetralone were subjected to biotransformation by 14 fungal strains. Enantiomeric purity of the products depended on the reaction time. 3-Day transformation of α-tetralone in Absidia cylindrospora culture gave S-(+)-1,2,3,4-tetrahydro-1-naftol of 92 % ee, whereas longer biotransformation time resulted in decrease of ee value. 3-Day transformation of β-tetralone by the same strain gave predominantly S-(−)-1,2,3,4-tetrahydro-2-naftol, whereas after 9 days of the reaction, the R-enantiomer with 85 % ee was isolated. Transformation of β-tetralone by Chaetomium sp. KCh 6651 gave pure (S)-(−)-1,2,3,4-tetrahydro-2-naftol in high yield at the concentration of 1 g/l. In this process, a non-selective carbonyl reduction was observed, followed by a selective oxidation of the R-alcohol. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full text from SpringerLink