X 100 → Glyoxylic Acid

HRID 355638Notes

Reaction equation

HRID 355638 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-]>>[C:1]([OH:5])(=[O:4])[CH:2]=[O:3].[C:2]([OH:12])(=[O:3])[C:1]([OH:5])=[O:4]

Participants

4

Reactant 2

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 (51 IU glycolate oxidase and 730,000 IU catalase) which had been permeabilized by treatment with 0.1% Triton X-100/1 freeze-thaw. The mixture was stirred at 1250 rpm, which bubbled oxygen through the mixture via the action of the Dispersimax turbine impeller, and at 5° C. under 120 psig of oxygen. After 4.0 h, the yields of glyoxylic acid, oxalic acid, and formic acid were 97.5%, 0%, and 0%, respectively, with 0.6% glycolic acid remaining. The recovered activities of permeabilized-cell glycolate oxidase and catalase were 132% and 129% of their initial values, respectively.

Workup

  1. customThe reaction in Example 16
  2. custombubbled oxygen through the mixture via the action of the Dispersimax turbine impeller
  3. customat 5° C.

Sources & evidence

ORD record
ord-b2da40b5048a4e3fa6aa04887472ffce
Source dataset
uspto-grants-1998_11
Patent number
US05834262

Reaction notes

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