Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: gastroenteritis [ICD11:
1A40.0 
];
meningitis [ICD11:
1D01 ];
infection due to Citrobacter freundii [ICD11:
XN0M3 ]
The structure was elucidated in this paperNCBI PubMed ID: 19576576Publication DOI: 10.1016/j.carres.2009.06.005Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: katzenel
iitd.pan.wroc.pl (E. Katzenellenbogen)
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation, L.Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wrocław, Poland, Department of Medical Biochemistry, Wrocław Medical University, Wrocław, Poland
The lipopolysaccharide of Citrobacter freundii O22 (strain PCM 1555) was degraded under mild acidic conditions and the O-polysaccharide released was isolated by gel chromatography. Sugar and methylation analyses along with 1H and 13C NMR spectroscopy, including two-dimensional 1H,1H ROESY and 1H,13C HMBC experiments, showed that the repeating unit of the O-polysaccharide has the following structure: where Abe is abequose (3,6-dideoxy-d-xylo-hexose). SDS-PAGE and immunoblotting revealed that the O-antigen of C. freundii O22 is serologically indistinguishable from those of Salmonella group B serovars (Typhimurium, Brandenburg, Sandiego, Paratyphi B) but not related to other abequose-containing O-antigens tested (Citrobacter werkmanii O38 and Salmonella Kentucky) or colitose (l enantiomer of abequose)-containing O-antigen of Escherichia coli O111.
Lipopolysaccharide, endotoxin, O-Specific polysaccharide structure, serological classification, Citrobacter, Citrobacter freundii
Structure type: suggested polymer biological repeating unit
Location inside paper: abstract, p.1727, fig.2, 1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_127517,IEDB_130701,IEDB_135509,IEDB_135513,IEDB_135514,IEDB_135611,IEDB_136093,IEDB_136105,IEDB_136775,IEDB_136906,IEDB_137472,IEDB_137486,IEDB_141794,IEDB_144983,IEDB_151528,IEDB_152206,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983930,SB_44,SB_67,SB_7,SB_72
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, SDS-PAGE, sugar analysis, acid hydrolysis, serological methods
Related record ID(s): 2157, 6380, 6552, 8628, 20089, 22467, 22845, 23593, 24020, 24021
NCBI Taxonomy refs (TaxIDs): 546Reference(s) to other database(s): GTC:G42214IC, GlycomeDB:
25593
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,3 aXAbep 101.9 64.8 34.4 69.7 68.3 17.0
3,4 aDManp 101.1 81.0 79.0 67.7 74.8 62.0
3 aLRhap 103.3 71.8 70.5 83.0 69.4 18.6
aDGalp 102.8 69.4 78.6 70.6 72.8 62.5
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,3 aXAbep 5.11 4.04 1.68-2.02 3.88 4.12 1.19
3,4 aDManp 5.33 4.02 4.05 4.05 3.98 3.83-3.87
3 aLRhap 5.06 4.08 3.98 3.56 3.94 1.34
aDGalp 5.18 3.92 3.96 4.07 4.10 3.72-3.74
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,3 aXAbep 101.9/5.11 64.8/4.04 34.4/1.68-2.02 69.7/3.88 68.3/4.12 17.0/1.19
3,4 aDManp 101.1/5.33 81.0/4.02 79.0/4.05 67.7/4.05 74.8/3.98 62.0/3.83-3.87
3 aLRhap 103.3/5.06 71.8/4.08 70.5/3.98 83.0/3.56 69.4/3.94 18.6/1.34
aDGalp 102.8/5.18 69.4/3.92 78.6/3.96 70.6/4.07 72.8/4.10 62.5/3.72-3.74
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,3 | aXAbep | 5.11 | 4.04 | 1.68
2.02 | 3.88 | 4.12 | 1.19 |
| 3,4 | aDManp | 5.33 | 4.02 | 4.05 | 4.05 | 3.98 | 3.83
3.87 |
| 3 | aLRhap | 5.06 | 4.08 | 3.98 | 3.56 | 3.94 | 1.34 |
| | aDGalp | 5.18 | 3.92 | 3.96 | 4.07 | 4.10 | 3.72
3.74 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,3 | aXAbep | 101.9 | 64.8 | 34.4 | 69.7 | 68.3 | 17.0 |
| 3,4 | aDManp | 101.1 | 81.0 | 79.0 | 67.7 | 74.8 | 62.0 |
| 3 | aLRhap | 103.3 | 71.8 | 70.5 | 83.0 | 69.4 | 18.6 |
| | aDGalp | 102.8 | 69.4 | 78.6 | 70.6 | 72.8 | 62.5 |
|
There is only one chemically distinct structure:
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