Sulfuric Acid → HCID 54545516, compound
Reaction equation
C(O)[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O.C(=O)([O-])[O-].[Ca+2].[O:29]=[C:30]([CH:34]=[CH:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:31]([O-:33])=[O:32].[K+].S(=O)(=O)(O)O>O>[OH:29][C@H:30]([CH:34]=[CH:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:31]([OH:33])=[O:32]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
A medium comprising 2% glucose, 1% yeast extract, 1% peptone, 10 ppm MnSO4 and 1% calcium carbonate was used for lactic acid bacteria. A medium comprising 1% glucose, 0.5% yeast extract, 0.5% peptone, 0.5% meat extract and 0.5% NaCl (pH 7) was used for other bacteria. A medium comprising 2% glucose, 0.3% yeast extract, 0.5% peptone and 0.3% malt extract (pH 6) was used for yeasts. 100 ml of each medium was introduced into a 500-ml Erlenmeyer flask and sterilized. Then one platinum loopful of each strain listed in Table 1 was inoculated into the corresponding medium and subjected to rotary shaking culture for 48 hours. After completion of the culture, the cells were separated by centrifuging and washed with a physiological saline solution once to thereby give viable cells. 50 ml of distilled water was introduced into a 500-ml Erlenmeyer flask and the above-mentioned viable cells were suspended therein. After adding 5 g of sucrose and 0.5 g of calcium carbonate thereto, the mixture was shaken at 30° C. for 10 minutes. Then 0.5 g of potassium 2-keto-4-phenyl-3-butenoate was added thereto and the mixture was allowed to react under shaking at 30° C. for 40 hours. After the completion of the reaction, the pH value of the reaction mixture was adjusted to 1 or below with sulfuric acid. Then it was extracted with 100 mi of ethyl acetate and the solvent was removed from the extract. Then the amount and optical purity of the (R)-2-hydroxy-4-phenyl-3-butenoic acid thus formed were determined by high-performance liquid chromatography.
Workup
- extractionA medium comprising 2% glucose, 1% yeast extract
- extractionextract
- extraction0.5% peptone, 0.5% meat extract
- extractionextract
- extraction0.5% peptone and 0.3% malt extract (pH 6)
- addition100 ml of each medium was introduced into a 500-ml Erlenmeyer flask
- customAfter completion of the culture, the cells were separated by centrifuging
- washwashed with a physiological saline solution once
- customto thereby give viable cells
- customto react
- stirringunder shaking at 30° C. for 40 hours
- customAfter the completion of the reaction
- extractionThen it was extracted with 100 mi of ethyl acetate
- customthe solvent was removed from the extract
Sources & evidence
- ORD record
- ord-97644c7bf9074137975f23a173e564cb
- Source dataset
- uspto-grants-1995_07
- Patent number
- US05429935
Reaction notes
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