US 6,489,309 B1 · Polysaccharide conjugates of biomolecules

Abstract

Compounds that are modified polysaccharides having pendant aldehyde functionalities are disclosed. Each of the aldehyde functionalities is attached through a linker to a position corresponding to a hydrogen atom of a different hydroxyl group of unmodified polysaccharide. Also disclosed is a method for introducing an amine-reactive functionality into a dextran. The method comprises (a) reacting the dextran with an alkylating agent having a functionality that reacts with an hydroxyl group of the dextran thereby forming an alkylated dextran wherein the alkylating agent has an olefin group and (b) treating the alkylated dextran to convert the olefin group to an amine-reactive functionality. A polysaccharide can be conjugated to a biomolecule by carrying out the above method and reacting the amine-reactive functionality with an amine functionality on the biomolecule to produce polysaccharide conjugated to the biomolecule.

Claims11

Dependent claims

A polymer comprising a sequence of repeating monosaccharide units, each of which is independently selected from monosaccharide units of the formula:

wherein one of the A's is a bond to the C1 glycosidic carbon of another of said units and the other A's are independently selected from the group consisting of H and QL, wherein L is a linking group linking O and Q and Q is C(Z)═D wherein D is O or CR1R2 wherein R1 and R2 are independently H, alkyl or aryl and Z is H or C(Y)═O wherein Y is R3, OR3 or NR3R4 wherein R3 and R4 are independently H, alkyl or aryl and wherein any of L, R1, R2, R3 and R4 may be taken together to form a ring with the proviso that at least two of the A's in said polymer are QL.

Dependencies are inferred from the claim text.

Polysaccharide conjugates of biomolecules

Life of this patent

Polysaccharide conjugates of biomolecules

Life of this patent

Abstract

Claims11