Glycolic Acid → Glyoxylic Acid

HRID 1755974Notes

Reaction equation

HRID 1755974 reaction equation
[C:1]([OH:5])(=[O:4])[CH2:2][OH:3].C(N)CN.C(O)(=[O:13])CC>>[C:1]([OH:5])(=[O:4])[CH:2]=[O:3].[C:2]([OH:13])(=[O:3])[C:1]([OH:5])=[O:4]

Participants

5

Conditions

Temperature
15 °C

Procedure

Into a Kontes Airlift Bioreactor was placed 400 mL of a solution of 0.75M glycolic acid, 0.86M ethylenediamine, 0.075M propionic acid (HPLC internal standard), and 0.01 mM flavin mononucleotide (pH 9.0). Wet oxygen was bubbled through the solution in the bioreactor, and a peristaltic pump was used to recirculate the oxygenated solution (at 40 mL/min) from the bioreactor through a jacketed 1-cm ID×30-cm chromatography column containing spinach glycolate oxidase (13.9 IU) and Aspergillus niger catalase (56,000 IU) co-immobilized on Eupergit C oxirane acrylic beads (21-mL fixed bed volume). The contents of the bioreactor and jacketed chromatography column were maintained at 15° C. by recirculating 50:50 ethylene glycol/water through the jacket of the reactor and column using a refrigerated bath/circulator set at 10° C. After 377 hours, the yields of glyoxylic acid, oxalic acid, and formic acid were 93%, 0%, and 0.3%, respectively, with a 94% conversion of glycolic acid. The final activities of glycolate oxidase and catalase were 48% and 69% of their initial values.

Workup

  1. customWet oxygen was bubbled through the solution in the bioreactor
  2. additioncontaining spinach glycolate oxidase (13.9 IU) and Aspergillus niger catalase (56,000 IU)
  3. customset at 10° C

Sources & evidence

ORD record
ord-ade0530c70614f56bc32ca76ba49c869
Source dataset
uspto-grants-1995_08
Patent number
US05439813

Reaction notes

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