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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736280Generated: October 31, 2026

Glycolic Acid → Glyoxylic Acid

https://huagongshe.com/reaction/1736280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycolic AcidHCID 757—
ReactantIsobutyric AcidHCID 6590—
Reactant(Aminomethyl)phosphonic acidHCID 14017—
ReactantSodium HydroxideHCID 14798—
ReactantHydroxyacetateHCID 5460308—
ProductGlyoxylic AcidHCID 760—
ProductOxalic AcidHCID 971—

Reaction Conditions

Temperature5 °C

Reaction Steps

A 300-mL EZE-Seal stirred autoclave reactor (Autoclave Engineers) was charged with 100 mL of a solution containing glycolic acid (0.500M), aminomethylphosphonic acid (0.375M), isobutyric acid (0.100M, HPLC internal standard), and flavin mononucleotide (0.01 mM) at pH 8.3 (adjusted with 50% NaOH), and the solution cooled to 5° C. Frozen (-80° C.) Aspergillus nidulans FT17SYCSL/OL (26 g, 124 IU glycolate oxidase and 57,800 IU catalase) were allowed to thaw at 5° C., then washed with 2×100 mL of KH2PO4 (50 mM, pH 7.0)/FMN (0.01 mM) buffer at 5° C. and the washed cells added to the reactor with 1.4×106 units of Aspergillus niger soluble catalase (Sigma). The pH of the resulting mixture was re-adjusted to 8.3 with 50% NaOH, then stirred at 400 rpm and 5° C. under 120 psig of oxygen while bubbling oxygen through the mixture at 50 mL/min. After 11.5 hours, the yields of glyoxylic acid, oxalic acid, and formic acid were 94%, 3.5%, and 2.7%, respectively, with 1.3% recovery of glycolic acid. The final activities of glycolate oxidase and Aspergillus niger catalase were 7% and 77% of their initial values.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05541094
Source datasetuspto-grants-1996_07
ORD IDord-a4fdfcd2aa7846069142450070527ade
Source noteuspto-grants-1996_07