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Conversion of meso-2,3-butanediol into 2-butanol by lactobacilli. Stereochemical and enzymatic aspects

Author:
Speranza, G., Corti, S., Fontana, G., Manitto, P., Galli, A., Scarpellini, M., Chialva, F.
Source:
Journal of agricultural and food chemistry 1997 v.45 no.9 pp. 3476-3480
ISSN:
0021-8561
Subject:
Lactobacillus, alcohols, distillates, enantiomers, enzyme activity, mash
Abstract:
A number of strains of Lactobacillus spp. from foods were screened for their ability to convert meso-2,3-butanediol into 2-butanol. Only three strains of L. brevis transformed the meso-diol into the secondary alcohol. These strains as well as the others unable to metabolize meso-2,3-butanediol exhibited the capacity to hydrogenate 2-butanone to 2-butanol. In both types of lactobacilli, an inverse relationship was observed between the diol or ketone concentration and the abundance of the R form of 2-butanol. This fact has been interpreted in terms of a co-occurrence of two dehydrogenases, both acting on the ketone with different kinetic parameters and opposite enantioselectivities. These results represent a further support to the assumption that 2-butanol present in distillates originates from the enzymatic activity of lactobacilli growing on mashes and give the most likely explanation of the enantiomeric excess of (R)-2-butanol generally found in distillates.
Agid:
1375431