Isobutyric Acid → Acetate

HRID 1735656Notes

Reaction equation

HRID 1735656 reaction equation
[C:1]([O-:6])(=[O:5])[C@H:2]([CH3:4])[OH:3].[Na+].[C:8]([OH:13])(=[O:12])[CH:9](C)C.C([O-])(=O)CO.[OH-].[Na+]>>[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[O:3].[C:8]([O-:13])(=[O:12])[CH3:9]

Participants

6

Conditions

Temperature
15 °C

Procedure

Into a 3 oz. Fischer-Porter glass aerosol reaction vessel was placed a magnetic stirring bar and 10 mL of an aqueous solution containing sodium L-lactate (0.500M), isobutyric acid (HPLC internal standard, 0.100M), soluble spinach glycolate oxidase (6.0 IU/mL), and soluble Aspergillus niger catalase (10,000 IU/mL) at pH 9.0 (adjusted with 50% NaOH) and at 15° C.; no buffer was added. The reaction vessel was sealed and the reaction mixture was cooled to 15° C., then the vessel was flushed with oxygen by pressurizing to 70 psig and venting to atmospheric pressure five times with stirring. The vessel was then pressurized to 70 psig of oxygen and the mixture stirred at 15° C. Aliquots (0.10 mL) were removed by syringe through a sampling port (without loss of pressure in the vessel) at regular intervals for analysis by HPLC to monitor the progress of the reaction. After 5 hours, the HPLC yields of pyruvate and acetate were 95.3% and 0.9%, respectively, and 4.5% lactate remained. The remaining activities of glycolate oxidase and catalase were 68% and 100%, respectively, of their initial values.

Workup

  1. customFischer-Porter glass aerosol reaction vessel
  2. customat 15° C.
  3. additionno buffer was added
  4. customThe reaction vessel was sealed
  5. customthe vessel was flushed with oxygen
  6. stirringthe mixture stirred at 15° C
  7. customAliquots (0.10 mL) were removed by syringe through a sampling port (without loss of pressure in the vessel) at regular intervals for analysis by HPLC
  8. customthe progress of the reaction

Sources & evidence

ORD record
ord-dcd8b4db8be2470c9caaf585dc28ef8b
Source dataset
uspto-grants-1996_07
Patent number
US05538875

Reaction notes

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