Enzymatic synthesis of 3-O-methyl-4-O-beta-D-galactopyranosyl-D-glucose (3-O-methyl-lactose); a potential agent for the assessment of intestinal lactase activity

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Enzymatic synthesis of 3-O-methyl-4-O-beta -D-galactopyranosyl-D-glucose (3-O-methyl-lactose) has been attempted using both galactosyltransferase and galactosidase activities. The transferase-catalysed reaction produces exclusively the desired product in beta -1,4-glycosidic linkage whereas the galactosidase-catalysed reactions predominantly form a 1,6-linked disaccharide. With galactosidase, in order to change the regioselectivity, blocking of the 6-position of 3-O-methyl-D-glucose and anomeric modification of the acceptor structure were investigated. Although acetylation of the 6-position of 3-O-methyl glucose catalysed by lipase was successful, the synthesis of the desired disaccharide did not occur. (C) 2001 Elsevier Science B.V. All rights reserved.
Publisher
ELSEVIER SCIENCE BV
Issue Date
2001-11
Language
English
Article Type
Article
Keywords

SUBSTRATE-SPECIFICITY; ACCEPTOR SPECIFICITY; BETA-GALACTOSIDASES; N-ACETYLLACTOSAMINE; LACTOSE HYDROLYSIS; ENZYMIC-SYNTHESIS; GLYCOSIDES; DISACCHARIDES; HYDROGEN

Citation

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, v.15, no.4-6, pp.191 - 196

ISSN
1381-1177
DOI
10.1016/S1381-1177(01)00028-5
URI
http://hdl.handle.net/10203/80296
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