Oligosaccharides and oligosaccharide-protein conjugates derived from Clostridium difficile polysaccharide PS-I, methods of synthesis and uses thereof, in particular as vaccines and diagnostic tools

US9238669B2 · kind B2 · utility

Assignee

• Max-Planck-Gesellschaft zur Föderung der Wissenschaften e.V. · US

Inventors

• Peter H. Seeberger · Potsdam, DE
• Christopher Martin · Berlin, DE
• Felix Broecker · Berlin, DE
• Chakkumkal Anish · The Hague, NL

Key dates

• Filing date: Jul 30, 2012
• Grant date: Jan 19, 2016
• Expiry date: Aug 10, 2032

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N33/56911
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

The invention relates to a synthetic oligosaccharide representing part of the repeating unit of the Clostridium difficile glycopolymer PS-I and having the sequence of the pentasaccharide a-L-Rhap-(1→3)-β-D-Glcp-(1→4)-[a-L-Rhap-(1→3]-a-D-Glcp-(1→2)-a-D-Glcp or a synthetic fragment or derivative thereof. Preferably, the claimed synthetic oligosaccharide bears at least one linker L for conjugation to a carrier protein or for immobilization on a surface. Further aspects of the invention relate to advantageous methods for synthesizing said synthetic oligosaccharide and oligosaccharide-protein conjugate as well as to uses thereof, in particular as vaccines and diagnostic tools.