Glycoconjugate Journal

, Volume 10, Issue 2, pp 142–151 | Cite as

Synthesis of polymeric neoglycoconjugates based onN-substituted polyacrylamides

  • Nicolai V. Bovin
  • Elena Yu. Korchagina
  • Tatyana V. Zemlyanukhina
  • Nargiz E. Byramova
  • Oksana E. Galanina
  • Alexandr E. Zemlyakov
  • Alexandr E. Ivanov
  • Vitaly P. Zubov
  • Larisa V. Mochalova
Papers

Abstract

Several types of polymeric glycoconjugates,N-substituted polyacrylamides, have been synthesized by the reaction of activated polymers with ω-aminoalkylglycosides: (i) (carbohydrate-spacer)n-polyacrylamide, ‘pseudopolysaccharides’; (ii) (carbohydrate-spacer)n-phosphatidylethanolaminem-polyacrylamide, neoglycolipids, derivatives of phosphatidylethanolamine; (iii) (carbohydrate-spacer)n-biotinm-polyacrylamide, biotinylated probes; (iv) (carbohydrate-spacer)n-polyacrylamide-(macroporous glass), affinity sorbents based on macroporous glass, covalently coated with polyacrylamide. An almost quantitative yield in the conjugation reaction makes it possible to insert in the conjugate a predetermined quantity of the ligand(s).

Pseudopolysaccharides proved to be a suitable form of antigen for activation of polystyrene and poly(vinyl chloride) plates (ELISA) and nitrocellulose membranes (dot blot), being advantageous over traditional neoglycoproteins. Polyvalent glycolipids insert well in biological membranes: their physical properties, particularly solubility, can be changed in a desired direction. Biotinylated derivatives were used as probes for detection and analysis of lectins.

Abbreviations

sp

spacer arm

PAA

polyacrylamide

PE

phosphatidylethanolamine

Biot

biotin

MPGlass

macroporous glass 200 Å

ELISA

enzyme-linked immunosorbent assay

HPLC

high-performance liquid chromatography

AIBN

azodiisobutyronitrile

BSA

bovine serum albumin

DMG

3,6-di-O-methyl-d-glucose

TLC

thin-layer chromatography

DMF

dimethylformamide

DMSO

dimethylsulfoxide

RI

refractive index

PBS

phosphate buffered saline (0.14m NaCl, 0.01m sodium phosphate, pH 7.3)

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Copyright information

© Chapman & Hall 1993

Authors and Affiliations

  • Nicolai V. Bovin
    • 1
  • Elena Yu. Korchagina
    • 1
  • Tatyana V. Zemlyanukhina
    • 1
  • Nargiz E. Byramova
    • 1
  • Oksana E. Galanina
    • 1
  • Alexandr E. Zemlyakov
    • 1
  • Alexandr E. Ivanov
    • 1
  • Vitaly P. Zubov
    • 1
  • Larisa V. Mochalova
    • 1
  1. 1.Shemyakin Institute of Bioorganic ChemistryAcademy of Sciences, MoscowMoscowRussian Federation

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