Enzymatic synthesis of homogeneous chondroitin sulfate oligosaccharides
AssigneeThe University of North Carolina at Chapel Hill
InventorsJian Liu, Jine Li, Guowei Su
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Abstract
Methods of synthesizing chondroitin sulfate oligosaccharides are provided. Enzymatic schematic approaches to synthesizing structurally defined homogenous chondroitin sulfate oligosaccharides at high yields are provided. Synthetic chondroitin sulfate oligosaccharides ranging from 3-mers to 15-mers are provided.
Claims8
A synthetic chondroitin sulfate oligosaccharide, wherein the synthetic chondroitin sulfate oligosaccharide comprises a 4-O-sulfated and/or 6-O-sulfated chondroitin oligosaccharide selected from a chondroitin sulfate D (CS-D) 13-mer, a CS-D 14-mer, and a CS-D 15-mer.
A synthetic chondroitin sulfate oligosaccharide, wherein the synthetic chondroitin sulfate oligosaccharide comprises a 4-O-sulfated and/or 6-O-sulfated chondroitin oligosaccharide selected from a chondroitin sulfate C (CS-C) or a chondroitin sulfate D (CS-D) and having a size ranging from a 13-mer to a 15-mer, and wherein the synthetic chondroitin sulfate oligosaccharide is an unnatural chondroitin sulfate oligosaccharide, wherein the unnatural chondroitin sulfate oligosaccharide comprises a 6-O-sulfo2-azido galactosamine or a 6-O-sulfo galactosamine residue.
A synthetic chondroitin sulfate oligosaccha ride, wherein the synthetic chondroitin sulfate oligosaccharide comprises a structure selected from the group consisting of:
- where R1=R2=H;
- R3=NHFTA,
- where R1=SO3H;
- R2=H;
- R3=NHFTA,
- where R1=R2=H;
- R3=NH2,
- where R1=SO3H;
- R2=H;
- R3=NH2,
- where R1=R2=H;
- R3=N3, or
- where R1=SO3H;
- R2=H;
- R3=N3;
- and
- where
- R81=SO3H;
- RD1=RF1=R2=H;
- and
- wherein R is selected from the group consisting of —H, alkyl, substituted alkyl, aryl, and substituted aryl.
Dependencies are inferred from the claim text.