A spacer-modified disaccharide as a photoaffinity reagent for the acceptor-binding area of bovine (1 → 4)-β-d-galactosyltransferase: comparison of its acceptor properties with those of other 2-acetamido-2-deoxy-β-d-glucopyranosides
摘要:
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 the mechanism of galactosyltransferase action.