Immunogenic polysaccharide-protein conjugates

Details Immunogenic polysaccharide-protein conjugates Immunogenic polysaccharide-protein conjugates

1981-05-27

1982-10-26

Schain, Howard E.

Drug, bio-affecting and body treating compositions

Whole live micro-organism, cell, or virus containing

Genetically modified micro-organism, cell, or virus

260112R, 260121, 424 85, 424 87, 424 88, 424 89, 424 90, 424 91, A61K 39385

Patent

active

043561705

ABSTRACT:
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 polysaccharide-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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Archives of Biochemistry & Biophysics, vol. 181, 1977, Schwartz et al., pp. 542-549.

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