Tris(hydroxymethyl)aminomethane → Acetate

HRID 1735662Notes

Reaction equation

HRID 1735662 reaction equation
[C:1]([OH:6])(=[O:5])[C@H:2]([CH3:4])[OH:3].[C:7]([OH:12])(=[O:11])[CH:8](C)C.C(O)C(N)(CO)CO.C([O-])(=O)CO.[OH-].[Na+]>>[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[O:3].[C:7]([O-:12])(=[O:11])[CH3:8]

Participants

7

Reactant 5

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 6590Isobutyric AcidHCID 14798Sodium HydroxideHCID 107689L-Lactic AcidHCID 5460308Hydroxyacetate

Product 2

HCID 175AcetateHCID 107735Pyruvate

Procedure

The procedure described in Comparative Example A was repeated using a 10 mL aqueous solution containing L-lactic acid (96% L-isomer, 4% D-isomer, 0.750M total), FMN (0.01 mM), isobutyric acid (HPLC internal standard, 0.100M), Tris buffer (0.750M), soluble spinach glycolate oxidase (1.0 IU/mL), and soluble Aspergillus niger catalase (1,400 IU/mL) at pH 8.3 (adjusted with 50% NaOH) and the reaction run at 5° C. After 39 hours, the HPLC yields of pyruvate and acetate were 55.1% and 6.3%, respectively, and 2.7% lactate remained. The remaining activity of glycolate oxidase and catalase were 29% and 94%, respectively, of their initial values.

Workup

  1. customat 5° C

Sources & evidence

ORD record
ord-4374dfef7a734e3a95aad4b50f86cbe5
Source dataset
uspto-grants-1996_07
Patent number
US05538875

Reaction notes

Loading…