Sulfur-containing glycans and polysaccharides and methods of chemoenzymatic synthesis thereof
AssigneesThe Board of Regents of the University of Oklahoma, Rensselaer Polytechnic Institute
InventorsPaul L. DeAngelis, Dixy E, Green, Robert J. Linhardt, Xing Zhang, Victor Schuitz
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Abstract
Described herein are sulfur-containing glycosaminoglycans, and methods of making and using them. For example, heparosan and hyaluronan analogs are described which incorporate one or more sulfur-containing sugar units that include one or more free sulfhydryls and/or one or more thio-glycosidic linkages. In some embodiments, the glycosaminoglycans are included in pharmaceutical or bioadhesive compositions.
Claims36
A composition comprising a polymer, wherein the polymer comprises at least one of the following repeat structures:
- a) (-4-GlcA-1-beta-S-4-GlcNAc-1-alpha-)n;
- b) S-4-GlcNAc-1-alpha-(-4-GlcA-1-beta-O-4-GlcNAc-1-alpha-)n;
- c) (-4-GlcA-1-beta-O-3-GlcNAc(4S)-1-beta-)n;
- d) GlcNAc(4S)-1-beta-(-4-GlcA-1-beta-O-3-GlcNAc-1-beta-)n,
- wherein n is a positive integer greater than or equal to 1;
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A method of chemoenzymatically producing a glycosaminoglycan polymer having a repeat structure comprising at least one sulfur-containing sugar unit, the method comprising the steps of:
- combining a recombinant glycosaminoglycan synthase or glycosyltransferase with at least one of the following:
- a) two UDP-sugars, wherein at least one of the UDP-sugars is a UDP-sulfur-containing sugar;
- b) a functional acceptor and at least two UDP-sugars, wherein at least one of the UDP-sugars is a UDP-sulfur-containing sugar;
- c) a functional acceptor and one UDP-sulfur-containing sugar;
- whereby the recombinant glycosaminoglycan synthase polymerizes the at least two sugars to provide a glycosaminoglycan polymer having a repeat structure, wherein the repeat structure comprises at least one sulfur-containing sugar.
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Dependencies are inferred from the claim text.