Isobutyric Acid → Acetate

HRID 1735659Notes

Reaction equation

HRID 1735659 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, 0.750M total), KH2PO4 (0.750M), FMN (0.01 mM), isobutyric acid (HPLC internal standard, 0.100M), soluble spinach glycolate oxidase (1.0 IU/mL), and soluble Aspergillus niger catalase (14,000 IU/mL) at pH 8.1 (adjusted with 50% NaOH) and at 5° C. After 48 hours, the HPLC yields of pyruvate and acetate were 79.6% and 3.8%, respectively, and 20.2% lactate remained. The remaining activities of glycolate oxidase and catalase after 18 hours of reaction were 22% and 100%, respectively, of their initial values.

Workup

  1. customat 5° C

Sources & evidence

ORD record
ord-8e5750bf87224b01b3e3cb4c035aafef
Source dataset
uspto-grants-1996_07
Patent number
US05538875

Reaction notes

Loading…