1. Beta-galactosidase catalyzed selective galactosylation of aromatic compounds.
- Author
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Bridiau N, Taboubi S, Marzouki N, Legoy MD, and Maugard T
- Subjects
- Adsorption, Catalysis, Chlorphenesin chemistry, Chlorphenesin metabolism, Glycosylation, Guaifenesin chemistry, Guaifenesin metabolism, Hydrocarbons, Aromatic chemistry, Molecular Structure, Hydrocarbons, Aromatic metabolism, Kluyveromyces enzymology, beta-Galactosidase metabolism
- Abstract
A new approach to galacto-oligosaccharides and galacto-conjugates synthesis performed by the beta-galactosidase from Kluyveromyces lactis is reported. The enzymatic galactosylation of eight kinds of adsorbed aromatic primary alcohols, in particular the two drugs guaifenesin and chlorphenesin, gave the corresponding beta-D-galacto-pyranosides in yields ranging between approximately 10% and 96%. For the first time, we have showed that the adsorption of acceptor substrates onto solid supports such as silica gel influences the yield and the selectivity of galacto-conjugates synthesis. In particular, we observed that adsorption of acceptor favored the synthesis of digalactosylated compounds.
- Published
- 2006
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