title: Novel aspects of interaction between UDP-gal and GlcNAc beta-1,4-galactosyltransferase: transferability and remarkable inhibitory activity of UDP-(mono-O-methylated gal), UDP-Fuc and UDP-man.
abstract: Four mono-O-methylated and one mono-O-acetylated UDP-D-Gal analogues and UDP-L-Fuc were synthesized. 2-O-Methyl-D-galactose residue was enzymatically transferred to give 2'-O-methyllactosaminide in high yield. UDP-Fuc and UDP-Man showed potent inhibitory activities against beta-1,4-galactosyltransferase. Structural requirement and steric allowance for the ground and transition states of the enzyme reaction were discussed.
authors.affiliation: Department of Life Science, Faculty of Bioscience and Biotechnology, Tokyo Institute of Technology, Yokohama, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Endo
authors.forename: Y
authors.initials: Y
authors.lastname: Kajihara
authors.forename: H
authors.initials: H
authors.lastname: Kodama
authors.forename: H
authors.initials: H
authors.lastname: Hashimoto
mesh_terms: D005643:Fucose / Q000494:pharmacology*; D005700:Galactosyltransferases / Q000037:antagonists & inhibitors / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D014531:Uridine Diphosphate Galactose / Q000378:metabolism* / Q000494:pharmacology; D014539:Uridine Diphosphate Sugars / Q000494:pharmacology*
chemical_list: D014539:Uridine Diphosphate Sugars; C042056:uridine diphosphate mannose; D005643:Fucose; D014531:Uridine Diphosphate Galactose; D005700:Galactosyltransferases; C067546:N-acetylglucosamine 4-beta-galactosyltransferase