Immunogenic polysaccharide-protein conjugates containing poly α(2→8), α(2→9) NeuNAc capsular polysaccharides

An Escherichia coli K92 capsular polysaccharide and tetanus toxoid conjugate, wherein said polysaccharide is covalently coupled to detoxified tetanus toxin with a linker selected from the group consisting of adipic acid dihydrazide, diaminohexane, amino epsilon caproic acid, and N-hydroxysuccinimide acid anhydride-based heterobifunctional molecules, and further wherein said conjugate elicits the production of antibodies reactive with poly α(2→8)NeuNAc capsular polysaccharides of Escherichia coli K1 and group B N. meningitidis and with poly α(2→9)NeuNAc polysaccharide of Group C N. meningitides microorganisms, and antibodies reactive with tetanus toxoid protein.

A poly α(2→8), α(2→9)NeuNAc containing polysaccharide and protein conjugate comprising a poly α(2→8), α(2→9)NeuNAc capsular polysaccharide component coupled to an immunogenic carrier protein component with a linker selected from the group consisting of adipic acid dihydrazide, diaminohexane, amino epsilon caproic acid, and N-hydroxysuccinimide acid anhydride-based heterobifunctional molecules, wherein said conjugate elicits the production of antibodies reactive with poly α(2→8)NeuNAc capsular polysaccharides of Escherichia coli K1 and group B N. meningitidis and with poly α(2→9)NeuNAc polysaccharide of Group C N. meningitidis microorganisms, and antibodies reactive with said carrier protein.

A method of producing a polysaccharide-carrier protein conjugate, said conjugate effective for eliciting serum IgM and IgG antibodies immunoreactive with poly α(2→8)NeuNAc-containing polysaccharides of Escheilchia coli K1 and Group B Neisseriae meningitidis, with poly α(2→8)NeuNAc-containing capsular polysaccharide of Group C meningococci, and with said carrier protein, wherein said polysaccharide of the conjugate is the capsular polysaccharide of E. coli K92, comprising the steps of:

• a) derivatizing said K92 polysaccharide with a linker;
• and
• b) covalently binding said derivatized polysaccharide of step a) to said carrier protein to form said immunoreactive conjugate.

A method of producing a polysaccharide-carrier protein conjugate, said conjugate effective for eliciting serum IgM and IgG antibodies immunoreactive with poly α(2→8)NeuNAc-containing polysaccharides of Escherichia coli K1 and Group B Neisseriae meningitidis, with poly α(2→8)NeuNAc-containing capsular polysaccharide of Group C meningococci, and with said carrier protein, wherein said polysaccharide of the conjugate is the capsular polysaccharide of E. coli K92, comprising the steps of:

• a) derivatizing said K92 polysaccharide with a linker selected from the group consisting of adipic acid dihydrazide or diamino hexane, amino epsilon caproic acid, and N-hydroxysuccinimide acid anhydride-based heterobifunctional molecules;
• and
• b) covalently binding said derivatized polysaccharide of step a) to said carrier protein to form said immunoreactive antibody-eliciting conjugate.