Chemistry - A European Journal · 2017 · 17 citations · 28 references
PharmacyBiochemistryChemistryBiomaterialsCarbohydrate ChemistryPolymer ChemistryCarbohydrate SynthesisGlycan StructureMonosaccharide ChemistryMonosaccharide StructurePolysaccharide PropertiesPolysaccharide StructureBiological Activity FeaturesOrthogonal Protecting Group StrategyOrthogonal Protecting GroupsPolysaccharide Materials
Abstract Herein we report a chemical synthesis towards new modified hyaluronic acid oligomers by using only commercially available d ‐glucose and d ‐glucosamine hydrochloride. The various protected hyaluronic acid disaccharides were synthesized bearing new functional groups at C‐6 of the β‐ d ‐glucuronic acid moiety with a view to structure‐related biological activity tests. The orthogonal protecting group pattern allows ready access to the corresponding higher oligomers. Also, 1 H NMR studies of the new derivatives demonstrated the effect of the various functional groups on the intramolecular electronic environment.
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D. B. DESS, J. C. Martin · Journal of the American Chemical Society · 1991 · 2.1K citations
Oxidation of α,β-un saturated aldehydes
Balkrishna S. Bal, Wayne E. Childers, Harold W. Pinnick · Tetrahedron · 1981 · 1.1K citations
THE POLYSACCHARIDE OF THE VITREOUS HUMOR
Karl Meyer, John W. Palmer · Journal of Biological Chemistry · 1934 · 1K citations · Full text