AN EFFICIENT SYNTHESIS OF SIALOGLYCOCONJUGATES ON A PEPTIDASE-SENSITIVE POLYMER SUPPORT

Citation
K. Yamada et Si. Nishimura, AN EFFICIENT SYNTHESIS OF SIALOGLYCOCONJUGATES ON A PEPTIDASE-SENSITIVE POLYMER SUPPORT, Tetrahedron letters, 36(52), 1995, pp. 9493-9496
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
52
Year of publication
1995
Pages
9493 - 9496
Database
ISI
SICI code
0040-4039(1995)36:52<9493:AESOSO>2.0.ZU;2-8
Abstract
A novel method for the enzymatic synthesis of oligosaccharide derivati ves on a alpha-chymotrypsin-sensitive polymer support is described. Th e primer polymer having N-acetyl-D-glucosamine (GlcNAc) residue throug h 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. Subs equent hydrolysis with alpha-chymotrypsin proceeded smoothly and affor ded a versatile sialotrisaccharide derivative having a terminal amino group which can he used for creating neoglycoconjugates.