Abstract
The chemical synthesis of alpha-L-Fucp-(1 --> 3)-beta-D-GalpNAc-(1 --> 4)-beta-D-GlcpNAc-(1 --> 3)-alpha-D-GalpO(CH2)5NH2, beta-D-GalpNAc-(1 --> 4)-[alpha-L-Fucp-(1 --> 3)-]beta-D-GlcpNAc-(1 --> 3)-alpha-D-GalpO(CH2)5NH2, and alpha-L-Fucp-(1 --> 3)-beta-D-GalpNAc-(1 --> 4)-[alpha-L-Fucp-(1 --> 3)-]beta-D-GlcpNAc-(1 --> 3)-alpha-D-GalpO(CH2)5NH2 is described. These structures represent fucosylated oligosaccharide fragments of the glycocalyx glycan of the cercarial stage of the parasite Schistosoma mansoni, and in protein-conjugated form they are potential diagnostics in the search for antibodies raised against the glycan in the serum of infected humans.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antibodies, Protozoan / blood
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Catalysis
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Chemical Phenomena
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Chemistry, Physical
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Fucose / analogs & derivatives
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Fucose / chemistry
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Galactose / analogs & derivatives
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Galactose / chemistry
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Glucose / analogs & derivatives
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Glucose / chemistry
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Glycosylation
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Humans
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Oligosaccharides / chemical synthesis*
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Oligosaccharides / chemistry*
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Polysaccharides / chemical synthesis*
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Polysaccharides / chemistry
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Schistosoma mansoni / chemistry*
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Spectrophotometry, Infrared
Substances
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Antibodies, Protozoan
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Oligosaccharides
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Polysaccharides
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Fucose
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Glucose
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Galactose