Acetate → Phenylacetic Acid

HRID 980786Notes

Reaction equation

HRID 980786 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[CH3:5][C:6]1([CH3:27])[S:10][C@@H:9]2[C@H:11]([NH:14]C(C[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=O)[C:12](=[O:13])[N:8]2[C@H:7]1[C:24]([OH:26])=[O:25]>>[CH3:5][C:6]1([CH3:27])[S:10][C@@H:9]2[C@H:11]([NH2:14])[C:12](=[O:13])[N:8]2[C@H:7]1[C:24]([OH:26])=[O:25].[C:18]1([CH2:2][C:1]([OH:4])=[O:3])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 175AcetateHCID 5904Penicillin G

Product 2

HCID 999Phenylacetic AcidHCID 110826-Aminopenicillanic acid

Procedure

To 400 ml of a sterile 1.1% chisosan acetate solution (chitosan-hv) were added 100 ml of an E. coli cell suspension having a wet biomass proportion of 50 g and well suspended. This suspension was thereafter transferred into the immobilization apparatus having been described. By applying pressure (1.3 bars) by means of sterile air, the suspension was added dropwise through the steel tubes into the 2% Na tripolyphosphate cross-linking agent solution (pH 8). The sterile air stream used to blow off the beads was selected such that beads having a final diameter of 0.6 mm were obtained. After the complete cross-linking throughout, curing and shrinkage of the chitosan biocatalyst beads, they could be used directly for the cleavage of Penicillin G to form 6-aminopenicillanic acid and phenylacetic acid. The resultant biocatalyst beads had an activity of 60 U/g KFM with a residual activity of 63%.

Workup

  1. customwere obtained

Sources & evidence

ORD record
ord-a6c89c7d494e4b5487dfb514e5676b42
Source dataset
uspto-grants-1987_01
Patent number
US04639423

Reaction notes

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