Phenylacetic Acid → Phenylacetic Acid
Reaction equation
[CH3:1][C:2]1([CH3:23])[S:6][C@@H:5]2[C@H:7]([NH:10]C(CC3C=CC=CC=3)=O)[C:8](=[O:9])[N:4]2[C@H:3]1[C:20]([OH:22])=[O:21].[C:24]1([CH2:30][C:31]([OH:33])=[O:32])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:24]1([CH2:30][C:31]([OH:33])=[O:32])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[CH3:1][C:2]1([CH3:23])[S:6][C@@H:5]2[C@H:7]([NH2:10])[C:8](=[O:9])[N:4]2[C@H:3]1[C:20]([OH:22])=[O:21]Participants
Procedure
The presence of benzylpenicillin (Pen G) in the fermentation broth is confirmed by different methods. The first method comprises measuring the difference in free phenylacetic acid before and after enzymatically hydrolyzing the product to give phenylacetic acid and 6-APA. The amounts of phenylacetic acid are determined by gas chromatography as described above by Neidermayer. The following procedure is employed. 200 ml. of fermentation broth is centrifuged. A small amount of the supernatant fluid is removed and treated as set forth above to determine the amount of phenylacetic acid. The pH of 100 ml. of remaining supernatant fluid is adjusted to 8.0 by the addition of 0.1N NaOH solution. The temperature of the supernatant fluid is increased to 37° C. and 5 ml. of penicillin acylase preparation (derived from Bacillus megaterium) is added. Then the temperature and the pH are maintained at 37° and 8, respectively, for two hours. After this, 2 ml. of the mixture is adjusted to pH 1.8 with 60% (w/v) H2SO4 and extracted with 2 ml. of toluene. The toluene phase is analyzed for phenylacetic acid in a gas chromatographic system.
Sources & evidence
- ORD record
- ord-682bc7f3325e41bb85d04c50e8570ed2
- Source dataset
- uspto-grants-1980_06
- Patent number
- US04208481
Reaction notes
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