Isobutyric Acid → Acetate

HRID 1735658Notes

Reaction equation

HRID 1735658 reaction equation
[C:1]([OH:6])(=[O:5])[C@H:2]([CH3:4])[OH:3].OP([O-])(O)=O.[K+].[C:13]([OH:18])(=[O:17])[CH:14](C)C.C([O-])(=O)CO.[OH-].[Na+]>>[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[O:3].[C:13]([O-:18])(=[O:17])[CH3:14]

Participants

7

Reactant 5

HCID 6590Isobutyric AcidHCID 14798Sodium HydroxideHCID 107689L-Lactic AcidHCID 516951Monobasic potassium phosphateHCID 5460308Hydroxyacetate

Product 2

HCID 175AcetateHCID 107735Pyruvate

Procedure

The procedure described in Comparative Example A was repeated using a 10 mL aqueous solution containing L-lactic acid (96% L-isomer, 4% D-isomer, 0.500M), KH2PO4 (0.50M), FMN (0.01 mM), isobutyric acid (HPLC internal standard, 0.100M), soluble spinach glycolate oxidase (2.0 IU/mL), and soluble Aspergillus niger catalase (14,000 IU/mL) at pH 8.3 (adjusted with 50% NaOH), and the reaction run at 5° C. After 18 hours, the HPLC yields of pyruvate and acetate were 90.5% and 4.2%, respectively, and 6.4% lactate remained. The remaining activities of glycolate oxidase and catalase were 57% and 100%, respectively, of their initial values.

Workup

  1. customat 5° C

Sources & evidence

ORD record
ord-d5ae226ab30846418c3425fb0a2adf74
Source dataset
uspto-grants-1996_07
Patent number
US05538875

Reaction notes

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