Sugar-based polymers
AssigneeUniversity of Iowa Research Foundation
InventorsJonathan S. Dordick, David G. Rethwisch, Damodar R. Patil, Brett D. Martin, Robert J. Linhardt
Life of this patent
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Abstract
Sugar-containing poly(acrylate)-based hydrogels and methods of preparing these hydrogels are disclosed. Poly(sugar acrylate)s are chemeoenzymatically prepared and crosslinked to form hydrogels, which are water absorbant.
Claims20
A chemoenzymatic method for making a poly(sugar acrylate) comprising the steps of:
- (a) in the presence of hydrolytic enzyme selected from the group consisting of alkaline protease, aminoacylase fungal amylase, bacterial protease, lipase, subtilisin, and mixtures thereof, reacting vinyl acrylate with a non-reducing sugar selected from the group consisting of .alpha.- or .beta.-alkyl or .alpha.- or .beta.-haloglucosides, .alpha.- or .beta.-alkyl or .alpha.- or .beta.-halo-galactosides, .alpha.- or .beta.-alkyl- or .alpha.- or .beta.-halo-mannosides, sucrose, fructose, mannose, trehalose, raffinose and mixtures thereof, to form an acryloyl ester of the sugar;
- (b) heating the acroyloyl ester of the sugar so that it autopolymerizes to form a poly(sugar acrylate);
- and
- (c) isolating the resulting poly(sugar acrylate).
A chemoenzymatic method for making a poly(sugar acrylate) comprising the steps of:
- (a) in the presence of hydrolytic enzyme selected from the group consisting of alkaline protease, aminoacylase, fungal amylase, bacterial protease, lipase and subtilisin, reacting vinyl acrylate with a sugar selected from the group consisting of .alpha.- or .beta.-phenyl-glucosides, .alpha.- or .beta.-(2-nitrophenyl)-glucosides, .alpha.- or .beta.-phenyl-galactosides, .alpha.- or .beta.-(2-nitrophenyl)-galactosides, .alpha.- or .beta.-phenyl-mannosides, .alpha.- or .beta.-(2-nitrophenyl)-mannosides, and mixtures thereof to form an acryloyl ester of the sugar;
- (b) heating the acryloyl ester of the sugar so that it autopolymerizes to form a poly(sugar acrylate);
- and
- (c) isolating the resulting poly(sugar acrylate).
A method of making an acryloyl ester of sugar which is useful in the synthesis of poly(sugar acrylates), comprising the steps of:
- providing sugar selected from the group consisting of .alpha.- or .beta.-alkylglucosides, .alpha.- or .beta.-haloglucosides, .alpha.- or .beta.-alkylgalactosides, .alpha.- or .beta.-halogalactosides, .alpha.- or .beta.-alkylmannosides, .alpha.- or .beta.-halomannosides, sucrose, fructose, mannose, trehalose, raffinose and mixtures thereof,
- providing hydrolytic enzyme selected from the group consisting of alkaline protease, aminoacylase, fungal amylase, bacterial protease, lipase, subtilisin and mixtures thereof;
- providing an acylating compound comprising vinyl acrylate;
- mixing the sugar, hydrolytic enzyme and acylating compound to form the acryloyl ester of the sugar;
- and
- isolating the resulting acryloyl ester.
A method of making an acryloyl ester of sugar, which is useful in the synthesis of poly(sugar acrylates), comprising the steps of:
- providing a sugar selected from the group consisting of .alpha.- or .beta.-phenyl-glucosides, .alpha.- or .beta.-(2-nitrophenyl)-glucosides, -glucosides, .alpha.- or .beta.-phenyl-galactosides, .alpha.- or .beta.-(2-nitrophenyl)-galactosides, .alpha.- or .beta.-phenyl-mannosides, .alpha.- or .beta.-(2-nitrophenyl)-mannosides and mixtures thereof;
- providing hydrolytic enzyme selected from the group consisting of alkaline protease, aminoacylase, fungal amylase, bacterial protease, lipase, subtilisin and mixtures thereof;
- providing an acylating compound comprising vinyl acrylate;
- mixing the sugar, hydrolytic enzyme, and acylating compound to form the acryloyl ester of the sugar;
- and
- isolating the resulting acryloyl ester.
Dependencies are inferred from the claim text.