Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 9266698Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden, Karolinska Institute, Department of Immunology, Microbiology, Pathology and Infectious Diseases, Division of Clinical Bacteriology, Huddinge University Hospital, Huddinge, Sweden
The structure of the O-antigen polysaccharide from Escherichia coli O138 has been determined. NMR spectroscopy, together with component and methylation analyses, of native and reduced polysaccharide were the principal methods used. The sequence of the sugar residues could be determined by NOESY and heteronuclear multiple bond connectivity (HMBC) NMR experiments. It is concluded that the polysaccharide is composed of tetrasaccharide repeating units with the following structure: [structure: see text].
Lipopolysaccharide, NMR, LPS, structure, structural, polysaccharide, O-antigen, O antigen, Escherichia, Escherichia coli, polysaccharides, structural studies
Structure type: suggested polymer biological repeating unit
Location inside paper: abstract
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_135813,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_143253,IEDB_151531,IEDB_225177,IEDB_885823
Methods: methylation, NMR-2D, NMR, composition analysis, borohydride reduction
Comments, role: chemical repeat frame is different in the paper
Related record ID(s): 20683
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G81543UB, GlycomeDB:
28124
Show glycosyltransferases
NMR conditions: in D2O at 323 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,3 aLRhap 101.7 79.9 70.5 73.1 69.9 17.4
3,4 aLRhap 102.0 70.8 78.6 72.1 70.1 17.3
3,2 Ac 175.3 22.7
3 aDGalpNA 99.6 50.4 68.5 77.0 71.0 179.2
2 Ac 175.5 23.1
bDGlcpN 103.5 55.6 82.0 71.3 76.2 61.2
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,3 aLRhap 5.21 4.08 3.88 3.31 3.76 1.26
3,4 aLRhap 5.11 4.13 3.82 3.48 3.66 1.24
3,2 Ac - 2.01
3 aDGalpNA 5.29 4.26 4.09 4.42 4.48 -
2 Ac - 1.98
bDGlcpN 4.67 3.77 3.69 3.64 3.41 3.74-3.88
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,3 aLRhap 101.7/5.21 79.9/4.08 70.5/3.88 73.1/3.31 69.9/3.76 17.4/1.26
3,4 aLRhap 102.0/5.11 70.8/4.13 78.6/3.82 72.1/3.48 70.1/3.66 17.3/1.24
3,2 Ac 22.7/2.01
3 aDGalpNA 99.6/5.29 50.4/4.26 68.5/4.09 77.0/4.42 71.0/4.48
2 Ac 23.1/1.98
bDGlcpN 103.5/4.67 55.6/3.77 82.0/3.69 71.3/3.64 76.2/3.41 61.2/3.74-3.88
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,3 | aLRhap | 5.21 | 4.08 | 3.88 | 3.31 | 3.76 | 1.26 |
| 3,4 | aLRhap | 5.11 | 4.13 | 3.82 | 3.48 | 3.66 | 1.24 |
| 3,2 | Ac |
| 2.01 | |
| 3 | aDGalpNA | 5.29 | 4.26 | 4.09 | 4.42 | 4.48 |
|
| 2 | Ac |
| 1.98 | |
| | bDGlcpN | 4.67 | 3.77 | 3.69 | 3.64 | 3.41 | 3.74
3.88 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,3 | aLRhap | 101.7 | 79.9 | 70.5 | 73.1 | 69.9 | 17.4 |
| 3,4 | aLRhap | 102.0 | 70.8 | 78.6 | 72.1 | 70.1 | 17.3 |
| 3,2 | Ac | 175.3 | 22.7 | |
| 3 | aDGalpNA | 99.6 | 50.4 | 68.5 | 77.0 | 71.0 | 179.2 |
| 2 | Ac | 175.5 | 23.1 | |
| | bDGlcpN | 103.5 | 55.6 | 82.0 | 71.3 | 76.2 | 61.2 |
|
There is only one chemically distinct structure:
Found 
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