Method for deacetylation of biopolymers
AssigneeGalderma Holding SA
InventorsJohan Olsson, Craig Harris
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Abstract
A method for at least partial deacetylation of a biopolymer comprising acetyl groups, including: a1) providing a biopolymer including acetyl groups; a2) reacting the biopolymer including acetyl groups with hydroxylamine (NH2OH) or a salt thereof at a temperature of 100° C. or less for 2-200 hours to form an at least partially deacetylated biopolymer; and a3) recovering the at least partially deacetylated biopolymer.
Claims21
A method of preparing a hydrogel product comprising crosslinked glycosaminoglycan molecules, the method comprising:
- (a) deacetylating glycosaminoglycans using a hydroxylamine salt to produce at least partially deacetylated glycosaminoglycans, wherein the hydroxylamine salt is formed by hydroxylamine and an acid, wherein the acid is selected from:
- mineral acids selected from the group consisting of:
- sulfuric acid, hydrochloric acid, hydroiodic acid, hydrobromic acid, phosphoric acid, and mixtures thereof;
- and
- organic acids selected from the group consisting of:
- acetic acid, propionic acid, pivalic acid, citric acid, oxalic acid, malonic acid, lactic acid, benzoic acid, halogenated carboxylic acids, and mixtures thereof;
- (b) crosslinking the at least partially deacetylated glycosaminoglycans using a crosslinker, wherein the crosslinking comprises forming amide bonds between activated carboxyl groups of the at least partially deacetylated glycosaminoglycans and nucleophiles on the crosslinker, wherein the crosslinked at least partially deacetylated glycosaminoglycans comprise residual amine groups;
- (c) acylating the crosslinked at least partially deacetylated glycosaminoglycans.
A method of preparing a hydrogel product comprising crosslinked glycosaminoglycan molecules, the method comprising:
- (a) deacetylating glycosaminoglycans using a hydroxylamine or salt thereof to produce at least partially deacetylated glycosaminoglycans;
- (b) crosslinking the at least partially deacetylated glycosaminoglycans using a crosslinker comprising diaminotrehalose (DATH), wherein the crosslinking comprises forming amide bonds between activated carboxyl groups of the at least partially deacetylated glycosaminoglycans and nucleophiles on the DATH, wherein the crosslinked at least partially deacetylated glycosaminoglycans comprise residual amine groups;
- (c) acylating the crosslinked at least partially deacetylated glycosaminoglycans.
Dependencies are inferred from the claim text.