Chemoenzymatic synthesis of ethyl 1-thio-(β-D-galactopyranosyl)-O-β-D-glycopyranosyl disaccharides using the β-galactosidase from Bacillus circulans

Article abstract of DOI:10.1016/0957-4166(96)00066-3

Different ethyl 1-thio-β-D-disaccharides have been synthesised by transgalactosylation using the β-galactosidase from Bacillus circulans as biocatalyst. This β-galactosidase shows mainly a β-1-4 specificity in the galactosyl transfer. Gal-β-(1-4)-O-β-D-GlcSEt 15 was obtained in 36% yield, Gal-β-(1-4)-O-α-D-GlcSEt 19 in 30% yield, Gal-β-(1-4)-O-β-D-GalSEt 17 in 60% yield, Gal-β-(1-4)-O-β-D-GalNAcSEt 20 in 49% yield, Gal-β-(1-4)-O-β-D-Gal-β-(1-4)-O-β-D-GalNAcSEt 21 in 9% yield, Gal-β-(1-6)-O-β-D-GlcSEt 16 in 3% yield and Gal-β-(1-3)-O-β-D-XylSEt 18 in 25% yield.