Reaction equation
[C:1]([O:5][C:6](=[O:23])[CH2:7][C:8](=[O:22])[CH2:9][C@H:10]([OH:21])[CH2:11][O:12][C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:4])([CH3:3])[CH3:2].O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.C(OCC)(=O)C>P([O-])([O-])([O-])=O>[C:1]([O:5][C:6](=[O:23])[CH2:7][C@H:8]([OH:22])[CH2:9][C@H:10]([OH:21])[CH2:11][O:12][C:13](=[O:20])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([CH3:4])([CH3:2])[CH3:3]Participants
Conditions
- Temperature
- 27 °C
Procedure
A large test tube was charged with 5 ml of Medium A described hereinbefore and, after sterilization, inoculated with one of the microorganisms indicated in Table 1 and Table 2. Aerobic shake culture was carried out at 27° C. for 2 to 3 days. From a 1.5 ml portion of the resulting culture, the cells were harvested by centrifugation and suspended in 0.5 ml of 100 mM phosphate buffer (pH 6.5) containing 0.05% of (5S)-6-benzoyloxy-5-hydroxy-3-oxohexanoic tert-butyl ester and 8% of glucose. The suspension was put in a test tube equipped with a threaded stopper and the reaction was carried out under shaking at 27° C. for 20 hours. After the reaction, 4 volumes of ethyl acetate were added to the reaction mixture and after thorough mixing, the cells were centrifugally removed. The supernatant was analyzed by high-performance liquid chromatography for the amount of (3R,5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester produced per ml of the reaction mixture and the diastereomer ratio (=(3R,5S)/(3S,5S) ratio). The results are shown in Table 1 and Table 2.
Workup
- additionA large test tube was charged with 5 ml of Medium A
- customThe suspension was put in a test tube
- customequipped with a threaded stopper
- additionwere added to the reaction mixture
- customafter thorough mixing, the cells were centrifugally removed
- customproduced per ml of the reaction mixture
Sources & evidence
- ORD record
- ord-26bcb764111141deba45aba2d82d8f7e
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07094594B2
Linked notes
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