An efficient synthesis of sialoglycoconjugates on a peptidase-sensitive polymer support

A novel method for the enzymatic synthesis of oligosaccharide derivatives on a alpha-chymotrypsin-sensitive polymer support is described. The primer polymer having N-acetyl-D-glucosamine (GlcNAc) residue through a phenylalanine-containing spacer moiety was successfully elongated with galactosyl and sialyltransferases to give a glycopolymer bearing sialyl alpha(2 --> 6) N-acetyllactosamine branches in high yield. Subsequent hydrolysis with alpha-chymotrypsin proceeded smoothly and afforded a versatile sialotrisaccharide derivative having a terminal amino group which can he used for creating neoglycoconjugates.