Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetophenone | HCID 7410 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| Catalyst | Nadide (JAN/USAN/INN) | HCID 5893 | — |
| Product | 1-Phenylethanol, (S)- | HCID 443135 | 97.4% |
Reaction Steps
Culture fluid was obtained by cultivating E. coli HB101 (pNCMG) in a similar manner to Example 9. In a 100-mL portion of the culture fluid, 17 g of glucose, 3 mg of NAD+, and 10 g of acetophenone were added and the mixture was stirred at 30° C. for 20 hours while controlling the pH of the reaction mixture to 6.5 with 5 N aqueous sodium hydroxide, which was added dropwise to the mixture. After the reaction, the reaction mixture was extracted with toluene, and combined organic layer was dried over anhydrous sodium sulfate. Removal of sodium sulfate, and evaporation of organic solvents from the organic layer under reduced pressure yielded 9.9 g of (S)-phenylethanol. The product (S)-phenylethanol was analyzed in accordance with the [Analysis condition (1) for gas chromatography] as described above, and found that the optical purity of the product was 99.9% e.e. or higher.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129163B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-cb2e0f4ca3374dd9a048e82654b0016f |
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| Source note | uspto-grants-2012_03 |
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