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US 8,557,250 B2Granted
Methods for preparing complex multivalent immunogenic conjugates
AssigneeThe United States of America, as represented by the Secretary, Department of Health and Human Services
InventorChe-Hung Robert Lee
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Abstract
Methods for preparing complex multivalent immunogenic conjugates that include simultaneously reacting a plurality or immunogenic-distinct polysaccharides with at least one protein to make the complex multivalent immunogenic conjugates. The simultaneous reaction involves reaction of a hydrazide group on one reactant with an aldehyde or cyanate ester group on the other reactant.
Claims27
A method for making a complex multivalent immunogenic conjugate, comprising:
- reacting a plurality of immunogenic-distinct polysaccharides with a cyanylation agent resulting in a mixture of a plurality of cyanate-activated immunogenic-distinct polysaccharides;
- reacting at least one protein with hydrazine, carbohydrazide, hydrazine dichloride, a dihydrazide, or a mixture thereof under conditions sufficient to produce a solution of at least one hydrazide-activated protein;
- and
- contacting the mixture of the plurality of cyanate-activated immunogenic-distinct polysaccharides with the at least one hydrazide-activated protein at a pH of about 6 to about 8 such that the plurality of cyanate-activated immunogenic-distinct polysaccharides simultaneously react with the at least one hydrazide-activated protein resulting in a complex multivalent immunogenic conjugate that includes at least one C—N bond formed between each attached immunogenic-distinct polysaccharide and the protein.
1 more element
Dependencies are inferred from the claim text.