Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 7515346Publication DOI: 10.1111/j.1432-1033.1994.tb18856.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Division of Biochemical Microbiology, Forschungsinstitut Borstel, Germany
The lipopolysaccharide of the recombinant strain Salmonella minnesota r595–207 expressing the genus‐specific epitope of Chlamydia lipopolysaccharide [Holst, O., Brade, L., Kosma, P. and Brade, H. (1991) J. Bacteriol. 173, 1862–1866] was sequentially de-O- and de-N-acylated by mild hydrazinolysis and treatment with 4 M KOH, respectively. The resulting mixture of compounds was separated by high-performance anion-exchange chromatography and gel-permeation chromatography, yielding four oligosaccharide phosphates two of which were readily identified by their 1H-NMR- and 13C-NMR spectra as α-Kdo-(2–4)-α-Kdo-(2–6)-β-D-GlcpN-(1–6)-α-D-GlcpN 1,4′-bisphosphate (tetrasaccharide bisphosphate; Kdo = 3-deoxy-D-manno-octulopyranosonic acid) and α-Kdo-(2–8)-α-Kdo-(2–4)-α-Kdo-(2–6)-β-D-GlcpN-(1–6)-α-D-GlcpN 1,4′-bisphosphate (pentasaccharide bisphosphate) [Holst, O., Broer, W., Thomas-Oates, J. E., Mamat, U. and Brade, H. (1993) Eur. J. Biochem. 214, 703–710]. The structures of the other two compounds were established by chemical analysis, NMR spectroscopy, and fast-atom-bombardment mass spectrometry as α-Kdo-(2–4)-α-Kdo-(2–6)-β-D-GlcpN-(1–6)-α-D-GlcpN 1-phosphate (tetrasaccharide 1-phosphate) and α-Kdo-(2–8)-α-Kdo-(2–4)-α-Kdo-(2–6)-β-D-GlcpN-(1–6)-α-D-GlcpN 1-phosphate (pentasaccharide 1-phosphate). α-Kdo-(2–4)-α-Kdo-(2–6)-β-D-GlcpN-(1–6)-α/β-D-GlcpN 4′-phosphate (pentasaccharide 4′-phosphate) and α-Kdo-(2–8)-α-Kdo-(2–4)-α-Kdo-(2–6)-β-D-GlcpN-(1–6)-α/β-D-GlcpN 4′-phosphate (pentasaccharide 4′-phosphate) were prepared from the 1,4′-bisphosphates isolated from the recombinant strain Escherichia coli F515–207 by treatment with alkaline phosphatase and purification by high-performance anion-exchange chromatography and gel-permeation chromatography. Their structures were characterised by chemical analysis, NMR spectroscopy, and fast-atom-bombardment mass spectrometry.
Structure type: oligomer
Location inside paper: Fig 3
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_141807,IEDB_151531
Methods: 13C NMR, 1H NMR
Comments, role: Parent molecule: Chlamydia LPS, recombinant, 1,4'-bisphosphate
Related record ID(s): 124506, 124507, 124509
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G02293LT, GlycomeDB:
8300
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There is only one chemically distinct structure:
Found 
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