A spacer-modified disaccharide as a photoaffinity reagent for the acceptor-binding area of bovine (1----4)-beta-D-galactosyltransferase: comparison of its acceptor properties with those of other 2-acetamido-2-deoxy-beta-D-glucopyranosides.
The spacer-modified disaccharide 1,10-di-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-2-azi-1,10- decanediol (10) that mimics the biantennary core heptasaccharide of N-glycoproteins has been synthesised. Compound 10 is an excellent acceptor in galactosyltransferase-catalysed galactosylation by UDP-galactose, is superior (7-8-fold) to analogues that have only one GlcNAc unit, and is an efficient photoaffinity reagent for galactosyltransferase. In the presence of UDP-Gal, no photoaffinity labelling by 10 takes place, which agrees with the mechanism of galactosyltransferase action.
Ats
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SC
Institut für Organische Chemie und Biochemie, Universität Freiburg, FRG.
Lehmann
J
J
Petry
S
S
D000818:Animals; D001665:Binding Sites / Q000502:physiology; D002240:Carbohydrate Sequence; D002417:Cattle; D004187:Disaccharides; D008969:Molecular Sequence Data; D015394:Molecular Structure; D006022:beta-N-Acetylglucosaminylglycopeptide beta-1,4-Galactosyltransferase / Q000737:chemistry*
D004187:Disaccharides; C078394:1,10-di-O-(2-acetamido-2-deoxyglucopyranosyl)-2-azi-1,10-decanediol; D006022:beta-N-Acetylglucosaminylglycopeptide beta-1,4-Galactosyltransferase