Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Enterobacter cloacae [ICD11:
XN3YM 
]
The structure was elucidated in this paperNCBI PubMed ID: 24530689Publication DOI: 10.1016/j.carres.2014.01.001Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: A.V. Perepelov <perepel
ioc.ac.ru>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, TEDA School of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China, Tianjin Key Laboratory for Microbial Functional Genomics, TEDA College, Nankai University, TEDA, Tianjin, China
The O-polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of Enterobacter cloacae G2277 and studied by sugar analysis along with 1D and 2D (1)H and (13)C NMR spectroscopy. The following structure of the linear pentasaccharide repeating unit was established, where a galacturonic acid (GalA) residue is mono-O-acetylated at position either 2 or 3: The O-antigen gene cluster of E. cloacae G2277 was sequenced. The gene functions were tentatively assigned by comparison with sequences in the available databases and found to be in agreement with the O-polysaccharide structure.
Lipopolysaccharide, O-polysaccharide, bacterial polysaccharide structure, O-antigen gene cluster, Enterobacter cloacae
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.11, table 1
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_133754,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_144825,IEDB_151531,IEDB_225177,IEDB_885823
Methods: 13C NMR, 1H NMR, NMR-2D, DNA sequencing, sugar analysis, acid hydrolysis, GLC, mild acid hydrolysis, de-O-acetylation, NMR-1D, function analysis of gene clusters
Biosynthesis and genetic data: genetic data
Comments, role: O-deacetylated OPS from E. cloacae G22777
Related record ID(s): 30113
NCBI Taxonomy refs (TaxIDs): 550Reference(s) to other database(s): GTC:G63812ZZ
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,2,2 aLRhap 100.2 76.3 70.6 73.1 70.7 18.0
3,4,2 aLRhap 101.9 79.5 71.2 73.4 70.5 17.9
3,4 aLRhap 100.5 79.4 71.3 73.5 70.1 17.8
3 aDGalpA 102.1 69.5 71.6 77.5 72.7 175.5
2 Ac 175.7 23.1
aDGlcpN 96.5 53.2 81.0 71.6 72.9 61.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,2,2 aLRhap 5.02 4.09 3.91 3.56 3.75 1.31
3,4,2 aLRhap 5.10 4.07 3.89 3.45 3.73 1.28
3,4 aLRhap 5.35 4.04 3.90 3.41 3.80 1.24
3 aDGalpA 5.31 3.99 3.98 4.38 4.16 -
2 Ac - 2.01
aDGlcpN 5.01 4.04 3.95 3.73 4.04 3.81-3.84
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,2,2 aLRhap 100.2/5.02 76.3/4.09 70.6/3.91 73.1/3.56 70.7/3.75 18.0/1.31
3,4,2 aLRhap 101.9/5.10 79.5/4.07 71.2/3.89 73.4/3.45 70.5/3.73 17.9/1.28
3,4 aLRhap 100.5/5.35 79.4/4.04 71.3/3.90 73.5/3.41 70.1/3.80 17.8/1.24
3 aDGalpA 102.1/5.31 69.5/3.99 71.6/3.98 77.5/4.38 72.7/4.16
2 Ac 23.1/2.01
aDGlcpN 96.5/5.01 53.2/4.04 81.0/3.95 71.6/3.73 72.9/4.04 61.4/3.81-3.84
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,2,2 | aLRhap | 5.02 | 4.09 | 3.91 | 3.56 | 3.75 | 1.31 |
| 3,4,2 | aLRhap | 5.10 | 4.07 | 3.89 | 3.45 | 3.73 | 1.28 |
| 3,4 | aLRhap | 5.35 | 4.04 | 3.90 | 3.41 | 3.80 | 1.24 |
| 3 | aDGalpA | 5.31 | 3.99 | 3.98 | 4.38 | 4.16 |
|
| 2 | Ac |
| 2.01 | |
| | aDGlcpN | 5.01 | 4.04 | 3.95 | 3.73 | 4.04 | 3.81
3.84 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,2,2 | aLRhap | 100.2 | 76.3 | 70.6 | 73.1 | 70.7 | 18.0 |
| 3,4,2 | aLRhap | 101.9 | 79.5 | 71.2 | 73.4 | 70.5 | 17.9 |
| 3,4 | aLRhap | 100.5 | 79.4 | 71.3 | 73.5 | 70.1 | 17.8 |
| 3 | aDGalpA | 102.1 | 69.5 | 71.6 | 77.5 | 72.7 | 175.5 |
| 2 | Ac | 175.7 | 23.1 | |
| | aDGlcpN | 96.5 | 53.2 | 81.0 | 71.6 | 72.9 | 61.4 |
|
There is only one chemically distinct structure:
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