Oxygen → Glyoxylic Acid

HRID 355637Notes

Reaction equation

HRID 355637 reaction equation
[C:1]([O-:5])(=[O:4])[CH2:2][OH:3].CCC(C[O:12]C(C(N(CC[NH+](C)C)C)=O)(C1C=CC=CC=1)C1C=CC=CC=1)CC.[Cl-].O=O>>[C:1]([OH:5])(=[O:4])[CH:2]=[O:3].[C:2]([OH:12])(=[O:3])[C:1]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 977Oxygen2×HCID 19153X 100HCID 5460308Hydroxyacetate

Product 2

HCID 760Glyoxylic AcidHCID 971Oxalic Acid

Procedure

The reaction in Example 16 was repeated using 15.0 g of Hansenula polymorpha transformant GO1 (109 IU glycolate oxidase and 530,000 IU catalase) which had been permeabilized by treatment with 0.1% Triton X-100/1 freeze-thaw. The mixture was then stirred at 500 rpm and at 5° C. under 120 psig of oxygen, and oxygen was bubbled through the mixture at 50 mL/min using a sparge tube located below the surface of the reaction mixture. After 3.75 h, the yields of glyoxylic acid, oxalic acid, and formic acid were 100%, 0%, and 0%, respectively, with no glycolic acid remaining. The recovered activities of permeabilized-cell glycolate oxidase and catalase were 85% and 166% of their initial values, respectively.

Workup

  1. customThe reaction in Example 16
  2. customwas bubbled through the mixture at 50 mL/min

Sources & evidence

ORD record
ord-0d7759e53d2c4e3c867317220463c94b
Source dataset
uspto-grants-1998_11
Patent number
US05834262

Reaction notes

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