Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 ]
The structure was elucidated in this paperNCBI PubMed ID: 21978611Publication DOI: 10.1016/j.carres.2011.09.008Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: olga.ovchinnikova
gmail.com
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
An O-polysaccharide and oligosaccharides were isolated by GPC following mild acid degradation of the lipopolysaccharide of Providencia alcalifaciens O28. The O-polysaccharide was studied by sugar and methylation analyses, (1)H and (13)C NMR spectroscopy, including 2D ROESY and H-detected (1)H,(13)C HSQC and HMBC experiments, and the following structure of the branched pentasaccharide repeating unit was established: [see formula in text]. This structure was confirmed by ESI MS of the isolated tridecasaccharide consisting of the lipopolysaccharide core and one O-polysaccharide repeat. The ESI mass spectrum also enabled inferring the composition of the core oligosaccharide.
Lipopolysaccharide, core oligosaccharide, O-polysaccharide, Providencia alcalifaciens, bacterial polysaccharide structure
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.2640
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115136,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_140630,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_145669,IEDB_150092,IEDB_151531,IEDB_152214,IEDB_174333,IEDB_423096,IEDB_490056,SB_86
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, sugar analysis, ESI-MS, acid hydrolysis
Related record ID(s): 26297
NCBI Taxonomy refs (TaxIDs): 126385Reference(s) to other database(s): GTC:G56557XJ
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,2 Ac 175.9 23.9
3,3,4,3 aDGlcpA 102.1 73.1 74.2 73.6 74.9 177.7
3,3,4 aLFucp 99.8 68.6 78.4 73.5 68.1 17.0
3,3 bDGlcpN 100.8 57.4 77.4 74.4 76.8 61.1
3 aLFucp 101.1 67.9 78.7 70.8 68.1 16.7
2 Ac 176.0 24.1
bDGlcpN 102.0 57.4 81.5 71.0 77.3 63.7
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,2 Ac - 1.97
3,3,4,3 aDGlcpA 5.21 3.60 3.80 3.52 4.05 -
3,3,4 aLFucp 5.02 4.00 3.87 3.91 4.84 1.26
3,3 bDGlcpN 4.56 3.85 4.05 3.73 3.50 3.86-3.99
3 aLFucp 5.00 3.77 3.95 3.85 4.23 1.14
2 Ac - 2.08
bDGlcpN 4.69 3.64 3.74 3.19 3.40 3.60-3.92
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,2 Ac 23.9/1.97
3,3,4,3 aDGlcpA 102.1/5.21 73.1/3.60 74.2/3.80 73.6/3.52 74.9/4.05
3,3,4 aLFucp 99.8/5.02 68.6/4.00 78.4/3.87 73.5/3.91 68.1/4.84 17.0/1.26
3,3 bDGlcpN 100.8/4.56 57.4/3.85 77.4/4.05 74.4/3.73 76.8/3.50 61.1/3.86-3.99
3 aLFucp 101.1/5.00 67.9/3.77 78.7/3.95 70.8/3.85 68.1/4.23 16.7/1.14
2 Ac 24.1/2.08
bDGlcpN 102.0/4.69 57.4/3.64 81.5/3.74 71.0/3.19 77.3/3.40 63.7/3.60-3.92
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,2 | Ac |
| 1.97 | |
| 3,3,4,3 | aDGlcpA | 5.21 | 3.60 | 3.80 | 3.52 | 4.05 |
|
| 3,3,4 | aLFucp | 5.02 | 4.00 | 3.87 | 3.91 | 4.84 | 1.26 |
| 3,3 | bDGlcpN | 4.56 | 3.85 | 4.05 | 3.73 | 3.50 | 3.86
3.99 |
| 3 | aLFucp | 5.00 | 3.77 | 3.95 | 3.85 | 4.23 | 1.14 |
| 2 | Ac |
| 2.08 | |
| | bDGlcpN | 4.69 | 3.64 | 3.74 | 3.19 | 3.40 | 3.60
3.92 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,2 | Ac | 175.9 | 23.9 | |
| 3,3,4,3 | aDGlcpA | 102.1 | 73.1 | 74.2 | 73.6 | 74.9 | 177.7 |
| 3,3,4 | aLFucp | 99.8 | 68.6 | 78.4 | 73.5 | 68.1 | 17.0 |
| 3,3 | bDGlcpN | 100.8 | 57.4 | 77.4 | 74.4 | 76.8 | 61.1 |
| 3 | aLFucp | 101.1 | 67.9 | 78.7 | 70.8 | 68.1 | 16.7 |
| 2 | Ac | 176.0 | 24.1 | |
| | bDGlcpN | 102.0 | 57.4 | 81.5 | 71.0 | 77.3 | 63.7 |
|
There is only one chemically distinct structure:
Found 
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