Sulfuric Acid → 4-Hydroxy-2-oxoglutaric acid

HRID 974765Notes

Reaction equation

HRID 974765 reaction equation
S(=O)(=O)(O)O.[C:6]([O-:11])(=[O:10])[C:7]([CH3:9])=[O:8].[Na+].[C:13]([O-:17])(=[O:16])[CH:14]=[O:15].[Na+]>>[OH:8][CH:7]([C:6]([OH:11])=[O:10])[CH2:9][C:14](=[O:15])[C:13]([OH:17])=[O:16]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 23662273Sodium glyoxylateHCID 23662274Sodium pyruvate

Product 1

HCID 5994-Hydroxy-2-oxoglutaric acid

Procedure

Pseudomonas putida ATCC 795 strain was inoculated into 9 ml of L medium and cultured for 16 hours at 30° C. with shaking. Whole amount of this culture was then inoculated into 300 ml of GMS medium in 2 liter volume Erlenmeyer flask and cultured for 20 hours at 30° C. with shaking. The resulting culture was centrifuged, the collected cells were resuspended in 60 ml of the reactant solution (b), and the suspension was stirred in 300-ml beaker while maintaining pH at 6.5 with 1N sulfuric acid. After 6 hours, 3 ml of 2M sodium pyruvate and 3 ml of 2M sodium glyoxylate were added. After 24 hours from the starting point of this reaction, the cells were removed from the suspension by centrifugation, and the amount of 4-hydroxy-2-ketoglutaric acid formed in the supernatant was determined by HPLC. The amount of L-4-hydroxy-2-ketoglutaric acid was determined to be 150 mM and D-form was not detected.

Workup

  1. waitcultured for 20 hours at 30° C.
  2. stirringwith shaking
  3. stirringthe suspension was stirred in 300-ml beaker
  4. waitAfter 6 hours
  5. customAfter 24 hours from the starting point of this reaction
  6. customthe cells were removed from the suspension by centrifugation

Sources & evidence

ORD record
ord-3989d7280d0d46fc90b046d1a3e0a5b2
Source dataset
uspto-grants-1997_03
Patent number
US05607848

Reaction notes

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