Method of dissolving an oxidized polysaccharide in an aqueous solution
AssigneeActamax Surgical Materials, LLC
InventorMark E. Wagman
Life of this patent
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Abstract
A method of dissolving an oxidized polysaccharide in an aqueous solution using an oligomer additive is described. The resulting aqueous solution of the oxidized polysaccharide may be used in combination with an aqueous solution comprising an amine-containing component to prepare hydrogel tissue adhesives and sealants 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.
Claims16
A method of dissolving an oxidized polysaccharide in an aqueous solution, the method comprising the steps of:
- a) providing at least one oxidized polysaccharide in dry powder form, said oxidized polysaccharide containing aldehyde groups, and having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons, and an equivalent weight per aldehyde group of about 65 to about 1500 Daltons;
- b) providing an aqueous solution;
- c) providing at least one oligomer of the formula:
- R1-(PS)—R2 wherein:
- (i) PS is a linear polymeric segment comprising ethylene oxide monomers or a combination of ethylene oxide and propylene oxide monomers, wherein said ethylene oxide monomers comprise at least about 50 weight percent of said polymeric segment;
- (ii) R1 is at least one nucleophilic group capable of reacting with aldehyde groups to form at least one reversible covalent bond;
- (iii) R2 is at least one functional group which is not capable of reacting with an aldehyde, a primary amine, a secondary amine, or R1 to form a covalent bond, such that said oligomer does not induce gelation when mixed in the aqueous solution with (a);
- (iv) said oligomer has a weight-average molecular weight of about 200 to about 4,000 Daltons;
- and
- (v) said oligomer is water soluble;
- d) combining (a), (b), and (c) in any order to form a heterogeneous mixture;
- and
- e) agitating the mixture obtained in step (d) to effect dissolution of the oxidized polysaccharide to obtain an aqueous solution of the oxidized polysaccharide.
An aqueous composition comprising:
- a) water;
- b) at least one oxidized polysaccharide containing aldehyde groups, said oxidized polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and having an equivalent weight per aldehyde group of about 65 to about 1500 Daltons;
- and c) at least one oligomer of the formula:
- R1-(PS)—R2
- wherein:
- (i) PS is a linear polymeric segment comprising ethylene oxide monomers or a combination of ethylene oxide and propylene oxide monomers, wherein said ethylene oxide monomers comprise at least about 50 weight percent of said polymeric segment;
- (ii) R1 is at least one nucleophilic group capable of reacting with aldehyde groups to form at least one reversible covalent bond;
- (iii) R2 is at least one functional group which is not capable of reacting with an aldehyde, a primary amine, a secondary amine, or R1 to form a covalent bond, such that said oligomer does not induce gelation when mixed in the aqueous solution with (b);
- (iv) said oligomer has a weight-average molecular weight of about 200 to about 4,000 Daltons;
- and
- (v) said oligomer is water soluble.
Dependencies are inferred from the claim text.