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β‐Galactosidase Catalyzed Selective Galactosylation of Aromatic Compounds
Author(s) -
Bridiau Nicolas,
Taboubi Selma,
Marzouki Nejib,
Legoy Marie Dominique,
Maugard Thierry
Publication year - 2006
Publication title -
biotechnology progress
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.572
H-Index - 129
eISSN - 1520-6033
pISSN - 8756-7938
DOI - 10.1021/bp050230n
Subject(s) - chemistry , yield (engineering) , conjugate , catalysis , acceptor , selectivity , combinatorial chemistry , adsorption , organic chemistry , stereochemistry , mathematical analysis , materials science , physics , mathematics , metallurgy , condensed matter physics
Abstract A new approach to galacto‐oligosaccharides and galacto‐conjugates synthesis performed by theβ‐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 β‐ 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.