Enzymatic syntheses and selective hydrolysis of O-β-d- galactopyranosides using a marine mollusc β-galactosidase
The use of crude extract of the hepatopancreas of Aplysia fasciata, a large mollusc belonging to the order Anaspidea containing a β-galactosidase activity, was reported for the synthesis of different galactosides. Good yields with polar acceptors and the
Giordano, Assunta,Tramice, Annabella,Andreotti, Giuseppina,Mollo, Ernesto,Trincone, Antonio
p. 139 - 143
(2007/10/03)
Enzymatic β-galactosidation of modified monosaccharides: Study of the enzyme selectivity for the acceptor and its application to the synthesis of disaccharides
The selectivity of the E. coli β-galactosidase-catalyzed glycosylation of monosaccharides differently substituted at the anomeric position has been studied. Substituents bearing a phenyl ring increase the enzyme-acceptor binding; however, partial enzyme inhibition occurs. The regioselectivity of the glycosylation was dependent on small variations in the monosaccharide acceptor, such as the atom linked to the anomeric carbon and the number of methylenes between this atom and aromatic ring. A schematic model is proposed that accounts for the results. The information from this study allows the direct synthesis of disaccharides, with high regioselectivity and yields ranging from 30 to 40%.
Lopez,Fernandez-Mayoralas
p. 737 - 745
(2007/10/02)
Controlling yield and regioselectivity in the enzymatic synthesis of ss-D-galactopyranosyl-β-D-xylopyranosides
Yield and regioselectivity of the galactosidation of β-D-xylopyranosides catalysed by the β-galactosidase from E. coli can be modulated by the nature of the aglyconic moiety of the xylopyranosides.
Lopez, Rosa,Fernandez-Mayoralas, Alfonso
p. 5449 - 5452
(2007/10/02)
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