Published in

Wiley, European Journal of Organic Chemistry, 27(2014), p. 5915-5924, 2014

DOI: 10.1002/ejoc.201402701

Links

Tools

Export citation

Search in Google Scholar

A Strategy for Multivalent Presentation of Carba Analogues fromN. meningitidisA Capsular Polysaccharide: Multivalent Presentation of Carbasugars

This paper is available in a repository.
This paper is available in a repository.

Full text: Download

Green circle
Preprint: archiving allowed
Orange circle
Postprint: archiving restricted
Red circle
Published version: archiving forbidden
Data provided by SHERPA/RoMEO

Abstract

Neisseria meningitidis is a Gram-negative encapsulated bacterium that is a major cause of meningitis and meningococcal septicemia. Serogroup A (MenA) is most often implicated in epidemic disease in the sub-Saharan region of Africa. However, the development and manufacture of an efficient polysaccharide-based vaccine against MenA is greatly hampered by the poor immunogenicity and instability of its capsular polisaccharide (CPS). We report the synthesis of stable MenA CPS carba analogues, and an easy strategy to access multivalent carbohydrate structures based on iron oxide nanoparticles (SPIONs). A 1-O-tetraethyleneglycol-phosphate linker attached to the carba analogues was used to attach them to the metal surface. We evaluated the positive multivalent effect of the antigen presentation by MRI analysis, which showed that the conjugated monomer and dimer analogues could be recognised by the polyclonal anti-MenA antibody.