Photoreactive polysaccharide, photocrosslinked polysaccharide product and method of making same and medical materials made from the crosslinked polysaccharide
A photoreactive polysaccharide which comprises a polysaccharide bound to a glycidyl ester via a covalent bond, a photocrosslinked-polysaccharide prepared by using the photoreactive polysaccharide, and medical products comprising the photocrosslinked-polysaccharide.
1. A photoreactive polysaccharide comprising:
a polysaccharide covalently bonded to a glycidyl ester represented by the formula (1) by opening the epoxy group:
wherein
represents a residue of a photoreactive compound having the carboxyl group identified, and an unsaturated carbon double bond;
and wherein the polysaccharide is a hyaluronic acid; and,
a photoreactive compound is selected from the group consisting of: cinnamic acid, thiopheneacrylic acid and cinnamilideneacetic acid.
2. The photoreactive polysaccharide according to claim 1 , wherein the photoreactive compound is cinnamic acid.
3. The photoreactive polysaccharide of claim 1 wherein the polysaccharide is covalently bonded to the glycidyl ester by an ester bond to a carboxyl group of the polysaccharide.
4. A photocrosslinked-polysaccharide produced by crosslinking the photoreactive polysaccharide according to claim 1 .
5. A photocrosslinked-polysaccharide produced by crosslinking the photoreactive polysaccharide according to claim 2 .
6. A photocrosslinked-polysaccharide produced by crosslinking the photoreactive polysaccharide according to claim 3 .
7. A photocrosslinked-polysaccharide in a gel state produced by irradiating a solution of the photoreactive polysaccharide according to claims 1 with light.
8. A photocrosslinked-polysaccharide in a sponge state produced by freezing or freeze-drying a solution of the photoreactive polysaccharide according to claim 1 , and irradiating the resulting frozen solution or freeze-dried product with light.
9. A photocrosslinked-polysaccharide having both properties of a gel-state product and a sponge-state product produced by: (a) irradiating a solution of the photoreactive polysaccharide according to claim 1 with light to obtain a gel-state product; freezing the gel-state product; and, irradiating the frozen gel-state product with light while keeping the frozen state; or, (b) irradiating a solution of the photoreactive polysaccharide according to claim 1 with light to obtain a gel-state product; freeze-drying the gel-state product; and, irradiating the freeze-dried gel state product with light.
10. A photocrosslinked-polysaccharide in the state of a film produced by drying a solution of the photoreactive polysaccharide according to claim 1 to obtain a film thereof, and irradiating the film with light.
11. A photocrosslinked-polysaccharide produced by the steps comprising:
irradiating a solution of the photoreactive polysaccharide according to claim 1 with light to obtain a gel-state product;
freezing the gel-state product;
irradiating the frozen gel-state product with light while keeping the frozen state to obtain a composition with both properties of gel-state product and sponge-state product; and,
drying the composition, and irradiating the composition thus dried with light.
12. A medical product which comprises the photocrosslinked-polysaccharide according to any one of claims 4 to 11 .
13. The medical product according to claim 12 , which is an antiadhesive agent.
14. The medical product according to claim 12 , which is a substrate for sustained drug release.
15. The medical product according to claim 12 , which is a substrate for culturing cells.