title: Synthesis of deoxy derivatives of lactose and their hydrolysis by beta-galactosidase from E. coli.
abstract: Methyl 2-deoxy-alpha-lactoside, methyl 3-deoxy-beta-lactoside, 1,5-anhydro-4-O-beta-D-galactopyranosyl-D-glucitol and the 2-deoxy and 2,3-dideoxy derivatives of 1,5-anhydro-4-O-beta-D-galactopyranosyl-D-glucitol have been synthesized by deoxygenation of lactose derivatives at appropriate positions. Cyclohexyl beta-D-galactopyranoside has also been synthesized. All derivatives proved to be substrates for the enzyme beta-galactosidase from E. coli, but the rate of hydrolysis of the substrate analogues was strongly dependent on the nature of the aglycone.
authors.affiliation: Department of Chemistry, Carlsberg Laboratory, Copenhagen, Valby, Denmark.
authors.forename: K
authors.initials: K
authors.lastname: Bock
authors.forename: K
authors.initials: K
authors.lastname: Adelhorst
mesh_terms: D002240:Carbohydrate Sequence; D004926:Escherichia coli / Q000201:enzymology*; D006868:Hydrolysis; D007785:Lactose / Q000031:analogs & derivatives* / Q000378:metabolism; D008969:Molecular Sequence Data; D001616:beta-Galactosidase / Q000378:metabolism*
chemical_list: D001616:beta-Galactosidase; D007785:Lactose