Immunogenic polysaccharide-protein conjugates

Details Immunogenic polysaccharide-protein conjugates Immunogenic polysaccharide-protein conjugates

A - Human Necessities

61

K

167/135

A61K 39/385 (2006.01)

Patent

CA 1181344

TITLE IMMUNOGENIC POLYSACCHARIDE - PROTEIN CONJUGATES INVENTORS Harold J. Jennings Czeslaw Lugowski ABSTRACT OF DISCLOSURE Antigenic polysaccharides are modified to generate a terminally-located aldehyde group by controlled oxidation of vicinal hydroxyl groups, e.g. of unlinked terminal non- reducing sialic acid residues. In some cases where there is a reducing end group, e.g. of the type N-acetylmannosamine residue, it can be made into the most susceptible site for oxidation by initially reducing it to its open chain hydroxyl form, e.g. N-acetylmannosaminitol. The vicinal hydroxyl oxidation is controlled to yield a reactive aldehyde group which is then covalently linked to a free amino group of a selected protein by reductive amination. The resulting poly- saccharide-protein conjugates are soluble and have been found to have enhanced antigenicity compared to the polysaccharide alone. This terminal aldehyde:free amine group reductive amination can be applied to various polysaccharide antigens and various well-tolerated proteins, preferably protein immunogens. For example, meningococcal group A, B and C polysaccharides have been linked to tetanus toxoid to give soluble conjugates which have been found to have advantageous immunogenic properties.

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