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Bausteine von Oligosacchariden, CVI. Darstellung synthetischer Antigene von LD ‐Heptose‐haltigen Trisacchariden der Core‐Region von Lipopolysacchariden durch Copolymerisation mit Acrylamid
Author(s) -
Paulsen Hans,
Höffgen Elisabeth C.
Publication year - 1993
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199319930189
Subject(s) - chemistry , trisaccharide , acrylamide , heptose , acylation , copolymer , glycoside , polymer chemistry , stereochemistry , polymer , biochemistry , organic chemistry , catalysis , mutant , gene
Building Units of Oligosaccharides, CVI. – Preparation of Synthetic Antigens Composed of LD ‐Heptose‐Containing Trisaccharides of the Core Region of Lipopolysaccharides by Copolymerization with Acrylamide The allyl glycosides of the trisaccharide L ‐α‐ D ‐Hep‐(1→3)‐α‐ D ‐Hep‐(1→5)‐Kdo in the α form 3 and β form 6 and furthermore of L ‐α‐ D ‐Hep‐(1→7)‐ L ‐α‐ D ‐Hep‐(1→3)‐ L ‐α‐ D ‐Hep in the α form 20 were synthesized. The allyl glycosides were coupled with a cysteamin spacer in a radical‐addition reaction followed by an acylation with acryloyl chloride. The products could be copolymerized with acrylamide to afford the polymers 21 , 22 and 23 with the trisaccharide structure as an immunological determinant.