Abstract
Various types of protein glycosylation have been identified from prokaryotes. Recent investigations have revealed the presence of N-linked glycoproteins in the pathogenic bacterium, Campylobacter jejuni. The structure of this glycan is unique, consisting of 5 GalNAc and 1 Glc, in addition to 2,4-diacetamido-2,4,6-trideoxy-d-glucopyranose (bacillosamine; Bac), which is N-glycosidically linked to the side chain of asparagine (Asn). We synthesized Bac from a 2-azido-2-deoxy-D-galactose derivative, which was further converted to the Asn-linked form.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Asparagine / chemistry*
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Bacterial Proteins / chemical synthesis
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Bacterial Proteins / chemistry
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Campylobacter jejuni / chemistry
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Carbohydrate Sequence
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Glycoproteins / chemical synthesis
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Glycoproteins / chemistry
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Glycosylation
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Hexosamines / chemical synthesis*
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Hexosamines / chemistry
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Models, Chemical
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Molecular Sequence Data
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Molecular Structure
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Polysaccharides, Bacterial / analysis
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Polysaccharides, Bacterial / chemistry
Substances
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Bacterial Proteins
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Glycoproteins
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Hexosamines
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Polysaccharides, Bacterial
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Asparagine
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4-deoxyneosamine C