Asymmetric reductions in aqueous media: enzymatic synthesis in cyclodextrin containing buffers
| Autor: | Christian Wandrey, Thomas Zelinski, Maria-Regina Kula, Andreas Liese |
|---|---|
| Rok vydání: | 1999 |
| Předmět: |
chemistry.chemical_classification
Carbonyl Reductase biology Cyclodextrin Chemistry Organic Chemistry Substrate (chemistry) Formate dehydrogenase Candida parapsilosis biology.organism_classification Medicinal chemistry Catalysis Inorganic Chemistry chemistry.chemical_compound Organic chemistry Formate Physical and Theoretical Chemistry Enantiomeric excess |
| Zdroj: | Tetrahedron: Asymmetry. 10:1681-1687 |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/s0957-4166(99)00137-8 |
| Popis: | The enzymatic reduction of hydrophobic ketones in cyclodextrin containing media is reported yielding the corresponding alcohols ( S )-1-(2-naphthyl)-ethanol, ( S )-( E )-4-phenyl-3-en-2-ol and 1,2,3,4-tetrahydro-2-(1-hydroxyethyl)-1-oxonaphthalene in good yield and high enantiomeric excess. The reaction was catalyzed by a carbonyl reductase from Candida parapsilosis , NADH regeneration was carried out using either 2-propanol in a substrate coupled mode or formate dehydrogenase from Candida boidinii and formate as hydrogen donor. In continuous experiments high stability of the enzymes in media containing heptakis-(2,6-di- O -methyl)-β-cyclodextrin could be demonstrated. Space time yields of 120 g/(Ld) were obtained under not yet optimized conditions during the production of ( S )-1-(2-naphthyl)-ethanol. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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