Synthesis and immunogenicity of a glycopolymer conjugate

Bioconjug Chem. 2011 Feb 16;22(2):274-81. doi: 10.1021/bc100397b. Epub 2010 Dec 27.

Abstract

A protective β-mannan trisaccharide epitope from the Candida albicans cell wall phosphomannan has been synthesized and activated for copolymerization with acrylamide. The resulting glycopolymer displayed 33 trisaccharide haptens and was derivatized for conjugation to the immunogenic carrier protein, chicken serum albumin. The resulting conjugate achieves a high degree of oligosaccharide substitution while limiting the sites of substitution on the protein. The murine immune response against this conjugate was compared with the response to a trisaccharide-tetanus toxoid conjugate vaccine. The glycopolymer was shown to induce a more robust immune response with higher trisaccharide-specific antibody titers and with a significantly larger proportion of responding mice developing antibodies that bound the target, native cell wall antigen of C. albicans.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylamide / chemistry
  • Animals
  • Candida albicans / chemistry*
  • Candida albicans / cytology
  • Chickens
  • Epitopes / chemistry*
  • Epitopes / immunology
  • Female
  • Glycoconjugates / chemical synthesis*
  • Glycoconjugates / chemistry
  • Glycoconjugates / immunology
  • Mannans / chemical synthesis*
  • Mannans / chemistry
  • Mannans / immunology
  • Mice
  • Molecular Conformation
  • Molecular Structure
  • Serum Albumin / chemistry
  • Tetanus Toxoid / chemical synthesis
  • Tetanus Toxoid / chemistry
  • Tetanus Toxoid / immunology
  • Trisaccharides / chemical synthesis*
  • Trisaccharides / chemistry
  • Trisaccharides / immunology
  • Vaccination
  • Vaccines, Conjugate / chemistry
  • Vaccines, Conjugate / immunology

Substances

  • Epitopes
  • Glycoconjugates
  • Mannans
  • Serum Albumin
  • Tetanus Toxoid
  • Trisaccharides
  • Vaccines, Conjugate
  • Acrylamide
  • phosphomannan