Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: gastroenteritis [ICD11:
1A40.0 
];
wound infections [ICD11:
NF0A.3 ]
The structure was elucidated in this paperNCBI PubMed ID: 23623959Publication DOI: 10.1016/j.carres.2013.03.025Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: E. Katzenellenbogen <katzenel
iitd.pan.wroc.pl>
Institutions: L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, 53-114 Wroclaw, Poland
Mild acid degradation of the lipopolysaccharide of Edwardsiella tarda PCM 1156 afforded an O-polysaccharide, which was isolated by gel-permeation chromatography on Sephadex G-50 and studied by sugar and methylation analyses along with (1)H NMR and (13)C NMR spectroscopy, including 2D (1)H,(1)H COSY, TOCSY, ROESY, (1)H,(13)C HSQC, and HMBC experiments. The following structure of the linear tetrasaccharide repeating unit of the O-polysaccharide was established: [structure: see text].
Lipopolysaccharide, O-antigen, bacterial polysaccharide structure, Edwardsiella tarda
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.46
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_145669,IEDB_150092,IEDB_151531,IEDB_152206,IEDB_152214,IEDB_174333,IEDB_885822,IEDB_983930,SB_44,SB_67,SB_72,SB_86
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, sugar analysis, acid hydrolysis, GLC, GPC
NCBI Taxonomy refs (TaxIDs): 636Reference(s) to other database(s): GTC:G10865HJ
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,6,2 Ac 176.1 23.2
3,3,6 aDGalpN 98.3 51.2 69.5 76.9 71.6 62.0
3,3 aDManp 103.8 71.2 71.8 67.6 72.9 67.1
3 aLFucp 101.1 68.4 79.3 72.9 68.0 16.4
2 Ac 175.9 23.6
bDGlcpN 102.7 56.7 81.6 70.1 76.8 62.2
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,6,2 Ac - 2.05
3,3,6 aDGalpN 4.88 4.17 4.04 4.18 4.01 3.75-3.83
3,3 aDManp 5.08 4.09 3.91 3.84 3.92 3.65-4.02
3 aLFucp 5.02 3.84 3.90 3.89 4.34 1.16
2 Ac - 2.04
bDGlcpN 4.76 3.88 3.72 3.54 3.48 3.77-3.96
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,6,2 Ac 23.2/2.05
3,3,6 aDGalpN 98.3/4.88 51.2/4.17 69.5/4.04 76.9/4.18 71.6/4.01 62.0/3.75-3.83
3,3 aDManp 103.8/5.08 71.2/4.09 71.8/3.91 67.6/3.84 72.9/3.92 67.1/3.65-4.02
3 aLFucp 101.1/5.02 68.4/3.84 79.3/3.90 72.9/3.89 68.0/4.34 16.4/1.16
2 Ac 23.6/2.04
bDGlcpN 102.7/4.76 56.7/3.88 81.6/3.72 70.1/3.54 76.8/3.48 62.2/3.77-3.96
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,6,2 | Ac |
| 2.05 | |
| 3,3,6 | aDGalpN | 4.88 | 4.17 | 4.04 | 4.18 | 4.01 | 3.75
3.83 |
| 3,3 | aDManp | 5.08 | 4.09 | 3.91 | 3.84 | 3.92 | 3.65
4.02 |
| 3 | aLFucp | 5.02 | 3.84 | 3.90 | 3.89 | 4.34 | 1.16 |
| 2 | Ac |
| 2.04 | |
| | bDGlcpN | 4.76 | 3.88 | 3.72 | 3.54 | 3.48 | 3.77
3.96 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,6,2 | Ac | 176.1 | 23.2 | |
| 3,3,6 | aDGalpN | 98.3 | 51.2 | 69.5 | 76.9 | 71.6 | 62.0 |
| 3,3 | aDManp | 103.8 | 71.2 | 71.8 | 67.6 | 72.9 | 67.1 |
| 3 | aLFucp | 101.1 | 68.4 | 79.3 | 72.9 | 68.0 | 16.4 |
| 2 | Ac | 175.9 | 23.6 | |
| | bDGlcpN | 102.7 | 56.7 | 81.6 | 70.1 | 76.8 | 62.2 |
|
There is only one chemically distinct structure:
Found 
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