Methyl 3-amino-3-deoxy-β-D-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-β-D-glucopyranoside: An inhibitor of UDP-D-galactose: β-D-galactopyranosyl-[1 → 4)-2-acetamido-2-deoxy-D-glucose (1 → 3)-α-D-galactopyranosyltransferase

Article abstract of DOI:10.1016/0008-6215(95)00165-P

UDP-D-galactose: β-D-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-D-glucose α-(1 → 3)-D-galactopyranosyltransferase [E.C. 2.4.1.151] transfers D-galactosyl-residues from the sugar nucleotide with retention of configuration. We report here that synthetic methyl 3'-amino-3'-deoxy-N-acetyllactosaminide (9), where the hydroxyl group normally undergoing galactosylation has been replaced by amino group, is an inhibitor for this enzyme with K(i) = 104 μM. The mode of inhibition is not competitive, but appears to be specific, since other glycosyltransferases were not affected by 9.