Butyric Acid → Formate

HRID 1646709Notes

Reaction equation

HRID 1646709 reaction equation
[C:1]([OH:5])(=[O:4])[CH2:2][OH:3].NCP(=O)(O)[OH:9].[C:12]([OH:17])(=[O:16])CCC.[C:18]([O-:22])(=[O:21])[CH2:19][OH:20]>>[C:1]([O-:5])(=[O:4])[CH:2]=[O:3].[CH:12]([O-:17])=[O:16].[C:19]([O-:9])(=[O:20])[C:18]([O-:22])=[O:21]

Participants

7

Reactant 4

HCID 264Butyric AcidHCID 757Glycolic Acid2×HCID 14017(Aminomethyl)phosphonic acidHCID 5460308Hydroxyacetate

Product 3

HCID 283FormateHCID 71081OxalateHCID 3614358Npc324351

Procedure

The enzymatic oxidation of glycolic acid in Example 1 was repeated, using 10 mL of an aqueous solution containing glycolic acid (0.75 M), aminomethylphosphonic acid (AMPA, 0.60M), FMN (0.01 mM), butyric acid (HPLC internal standard, 0.10M), glycolate oxidase (from spinach, 2.0 IU/mL), and catalase (from Aspergillus niger, 14,000 IU/mL) at pH 8.5. After 40 h, the HPLC yields of glyoxylate, formate, and oxalate were 83.2%, 2.3%, and 7.5%, respectively, and no glycolate remained. The final pH of the reaction mixture was 6.8.

Sources & evidence

ORD record
ord-638092bb95a04787b5f6fa291e700e09
Source dataset
uspto-grants-1993_01
Patent number
US05180846

Reaction notes

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