Granted Patent B2

US 12,583,945 · App. 18/512,798 · Granted Mar 24, 2026

Inventors: Jeffrey Arnold (Andover, MA); David A. Ralph (Columbus, OH)

Assignee: Navidea Biopharmaceuticals, Inc.

C08B37/0021A61K51/065

Abstract

Claims (16)

1 . A substantially pure compound comprising:

a carbohydrate backbone to which amine terminated leashes have been appended and one or more chelator moieties attached thereto without crosslinking, wherein the chelator is 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) or diethylenetriaminepentaacetic acid (DTPA).

2 . The compound of claim 1 , wherein the compound is a compound of Formula (II):

wherein

each X is independently H, L1-A, or L2-R;

each L1 and L2 are independently linkers;

each A independently comprises a chelator moiety, or H;

each R independently comprises a CD206 targeting moiety or H; and

n is an integer greater than zero;

wherein at least one R is a CD206 targeting moiety and at least one A is a chelator moiety.

3 . The compound of of claim 1 , wherein at least about 60% of the compound is between about 8 kDa and about 30 kDa.

4 . The compound of claim 1 , wherein the carbohydrate backbone is about 3.5 kDa.

5 . The compound of claim 1 , wherein the functionalized carbohydrate backbone is an amine dextran, an alkynyl dextran, or a thiol dextran.

6 . The compound of claim 1 wherein the functionalized carbohydrate backbone is an amine dextran, and only one carboxylic acid on the chelator is covalently bonded to an amine in the chelator-dextran compound.

7 . The compound of claim 5 , wherein the functionalized carbohydrate backbone is the following formula (III):

8 . The compound of claim 6 , wherein the carbohydrate backbone and chelator are covalently bonded with a group chosen from the following formulas (IV)-(VI):

Assignments (4)

Continuity (3)

References Cited (22)