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

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
36
Issue
52
Identifiers
DOI: 10.1016/0040-4039(95)02056-x

Abstract

Abstract A novel method for the enzymatic synthesis of oligosaccharide derivatives on a α-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 α(2→6) N-acetyllactosamine branches in high yield. Subsequent hydrolysis with α-chymotrypsin proceeded smoothly and afforded a versatile sialotrisaccharide derivative having a terminal amino group which can be used for creating neoglycoconjugates.

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