Multienzymatic preparation of 3-[(1R)-1-hydroxyethyl]benzoic acid and (2S)-hydroxy(phenyl)ethanoic acid
Autor: | Erika Corretto, Patrizia Di Gennaro, Guido Sello, Fulvia Orsini, Silvana Bernasconi |
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Přispěvatelé: | DI GENNARO, P, Bernasconi, S, Orsini, F, Corretto, E, Sello, G |
Rok vydání: | 2010 |
Předmět: |
Ethanol
biology Lactobacillus brevis organic chemicals Organic Chemistry Multienzymatic preparation oxide-reductive enzymes biocatalysis Pseudomonas fluorescens BIO/19 - MICROBIOLOGIA GENERALE biology.organism_classification Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Biocatalysis polycyclic compounds biology.protein Organic chemistry Hydroxymethyl Physical and Theoretical Chemistry Enantiomer Alcohol dehydrogenase Benzoic acid |
Zdroj: | Tetrahedron: Asymmetry. 21:1885-1889 |
ISSN: | 0957-4166 |
Popis: | The use of two oxidoreductases (an aldoketo reductase from Escherichia coli JM109 and an alcohol dehydrogenase from Lactobacillus brevis) has demonstrated that it is possible to prepare enatiomerically pure diols in a one-pot operation. The reactions were applied to the synthesis of (1R)-1-[3-(hydroxymethyl)phenyl]ethanol and (1S)-1-phenylethane-1,2-diol, using a two-step procedure. The yield is nearly quantitative and the enantiomeric purity is greater than 95%. A third step has been introduced by adding a cell biocatalyst showing dihydrodiol dehydrogenase activity from Pseudomonas fluorescens N3. This allows for the preparation of 3-[(1R)-1-hydroxyethyl]benzoic acid and (2S)-hydroxy(phenyl)ethanoic acid. |
Databáze: | OpenAIRE |
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