FACTORS RELEVANT TO THE PRODUCTION OF (R)-(-GLYCIDOL (2,3-EPOXY-1-PROPANOL) FROM RACEMIC GLYCIDOL BY ENANTIOSELECTIVE OXIDATION WITH ACETOBACTER-PASTEURIANUS ATCC-12874())
A. Geerlof et al., FACTORS RELEVANT TO THE PRODUCTION OF (R)-(-GLYCIDOL (2,3-EPOXY-1-PROPANOL) FROM RACEMIC GLYCIDOL BY ENANTIOSELECTIVE OXIDATION WITH ACETOBACTER-PASTEURIANUS ATCC-12874()), Enzyme and microbial technology, 16(12), 1994, pp. 1059-1063
Acetobacter pasteurianus oxidizes glycidol with high activity, compara
ble to the oxidation of ethanol. The organism has a preference for the
S-enantiomer, and the kinetic resolution process obeys a simple relat
ionship, indicating an enantiomeric ratio (E) of 19. The compound is c
onverted into glycidic acid, although a transient accumulation of glyc
idaldehyde occurs initially. Determination of other parameters reveale
d a temperature optimum of 50 degrees C, long-term stability (cells in
the resting state), and a pH optimum compatible with the chemical sta
bility of glycidol. However, it was also noted that respiration rates
decrease at concentrations of glycidol above 1 M. This is most likely
caused by substrate inhibition of the glycidol-oxidizing enzyme, the q
uinohemoprotein ethanol dehydrogenase. Comparison with existing method
s for enantiomerically pure glycidol production indicated a number of
attractive points for the method described here, although definitive e
valuation must await further studies on the long-term stability under
process conditions, reusability of the cells, and the mechanism of gly
cidol inhibition.