Hydrogel tissue adhesive formed from aminated polysaccharide and aldehyde-functionalized multi-arm polyether
First Claim
1. A kit comprising:
- a) at least one aminated polysaccharide containing primary amine groups, said at least one aminated polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per primary amine group of about 100 to about 3400 Daltons, wherein the at least one aminated polysaccharide is aminated dextran or aminated carboxymethyldextran; and
b) at least one water-dispersible, aldehyde-functionalized multi-arm polyether having at least three arms wherein at least three of the arms are terminated with an aldehyde group, wherein said water-dispersible, aldehyde-functionalized multi-arm polyether has a number-average molecular weight of about 450 to about 200,000 Daltons.
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Abstract
A hydrogel tissue adhesive formed by reacting an aminated polysaccharide with a water-dispersible, aldehyde-functionalized multi-arm polyether is described. The hydrogel tissue adhesive may be useful as a general tissue adhesive and sealant for medical and veterinary applications such as wound closure, supplementing or replacing sutures or staples in internal surgical procedures such as intestinal anastomosis and vascular anastomosis, tissue repair, ophthalmic procedures, drug delivery, and to prevent post-surgical adhesions. Additionally, due to the presence of the aminated polysaccharide, the hydrogel tissue adhesive may also promote wound healing and blood coagulation, and provide antimicrobial properties.
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Citations
16 Claims
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1. A kit comprising:
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a) at least one aminated polysaccharide containing primary amine groups, said at least one aminated polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per primary amine group of about 100 to about 3400 Daltons, wherein the at least one aminated polysaccharide is aminated dextran or aminated carboxymethyldextran; and b) at least one water-dispersible, aldehyde-functionalized multi-arm polyether having at least three arms wherein at least three of the arms are terminated with an aldehyde group, wherein said water-dispersible, aldehyde-functionalized multi-arm polyether has a number-average molecular weight of about 450 to about 200,000 Daltons. - View Dependent Claims (2, 3, 4, 5, 6, 7)
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8. A dried hydrogel product formed by a process comprising the steps of:
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a) combining (i) a first solution or dispersion comprising at least one aminated polysaccharide containing primary amine groups in a first solvent, said aminated polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per primary amine group of about 100 to about 3400 Daltons, wherein the at least one aminated polysaccharide is aminated dextran or aminated carboxymethyldextran;
with (ii) a second solution or dispersion comprising at least one water-dispersible, aldehyde-functionalized multi-arm polyether having at least three arms in a second solvent, wherein at least three of the arms of said multi-arm polyether are terminated by an aldehyde group, said water-dispersible, aldehyde-functionalized multi-arm polyether having a number-average molecular weight of about 450 to about 200,000 Daltons, to form a hydrogel, wherein the first solvent is either the same as or different from the second solvent; andb) treating the hydrogel to remove at least a portion of said first solvent and said second solvent to form the dried hydrogel. - View Dependent Claims (9, 10)
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11. A method for coating an anatomical site on tissue of a living organism comprising:
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a) applying to the anatomical site at least one aminated polysaccharide containing primary amine groups, said at least one aminated polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per primary amine group of about 100 to about 3400 Daltons, wherein the at least one aminated polysaccharide is aminated dextran or aminated carboxymethyldextran;
followed byb) applying to the anatomical site at least one water-dispersible, aldehyde-functionalized multi-arm polyether having at least three arms wherein at least three of the arms are terminated with an aldehyde group, wherein said water-dispersible, aldehyde-functionalized multi-arm polyether has a number-average molecular weight of about 450 to about 200,000 Daltons;
orc) applying to the anatomical site the polyether of step b) followed by applying to the anatomical site the aminated polysaccharide of step a) and mixing the polyether and the aminated polysaccharide on the anatomical site;
ord) premixing the aminated polysaccharide of step a) and the polyether of step b) to form a mixture and applying the mixture to the anatomical site. - View Dependent Claims (12, 13)
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14. A composition comprising the reaction product of:
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a) at least one aminated polysaccharide containing primary amine groups, said at least one aminated polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per primary amine group of about 100 to about 3400 Daltons, wherein the at least one aminated polysaccharide is aminated dextran or aminated carboxymethyldextran; and b) at least one water-dispersible, aldehyde-functionalized multi-arm polyether having at least three arms wherein at least three of the arms are terminated with an aldehyde group, wherein said water-dispersible, aldehyde-functionalized multi-arm polyether has a number-average molecular weight of about 450 to about 200,000 Daltons. - View Dependent Claims (15, 16)
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Specification