Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Acinetobacter baumannii [ICD11:
XN8LS 
]
The structure was elucidated in this paperNCBI PubMed ID: 9691449Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: s.g.wilkinson
chem.hull.ac.uk
Institutions: School of Chemistry, University of Hull, UK
The polymeric O-antigen was isolated from the lipopolysaccharide of the reference of the reference strain for Acinetobacter baumannii serogroup O-7. Both the lipopolysaccharide and the isolated polymer reacted with the homologous antiserum. Monosaccharide analyses and NMR spectra showed that the polymer had a hexasaccharide repeating unit constructed from residues of L-rhamnose (4) and N-acetyl-D-glucosamine (2). The following structure for the repeating unit was established by means of detailed interpretation of the NMR spectra, methylation analysis, and chemical degradations. The tetrasaccharide backbone is identical to that for the O-10 antigen of A. baumannii, which has α-D-ManpNAc as the lateral substituent in place of the disaccharide present in the O-7 antigen. [formula: see text]
Lipopolysaccharide, antigen, LPS, structure, O-antigen, Acinetobacter, Acinetobacter baumannii, L-rhamnose, O-7 antigen
Structure type: polymer chemical repeating unit
Location inside paper: Abstract, p.260
Compound class: CPS, O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_133754,IEDB_135813,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_151531,IEDB_225177,IEDB_885823
Methods: methylation, NMR, Smith degradation, de-N-acetylation
Related record ID(s): 522, 523
NCBI Taxonomy refs (TaxIDs): 470Reference(s) to other database(s): GTC:G32499RM, GlycomeDB:
25211
Show glycosyltransferases
NMR conditions: in D2O at 343 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,2,2,2 Ac 175.33 23.21
3,2,2 aDGlcpN 96.86 54.06 80.37 69.28 72.90 61.40
3,2,3,4 bLRhap 101.49 71.56 72.46 72.97 73.09 17.63
3,2,3,2 Ac 174.59 22.91
3,2,3 bDGlcpN 103.62 56.94 74.79 78.26 75.40 62.05
3,2 aLRhap 100.09 76.60 78.98 73.68 70.64 17.55
3 aLRhap 101.67 78.60 71.04 73.30 69.95 17.58
aLRhap 101.7 71.51 78.60 72.46 69.95 17.40
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,2,2,2 Ac - 2.05
3,2,2 aDGlcpN 4.95 4.04 3.78 3.64 4.12 3.9
3,2,3,4 bLRhap 4.86 4.07 3.58 3.38 3.39 1.32
3,2,3,2 Ac - 2.04
3,2,3 bDGlcpN 4.74 3.71 3.71 3.63 3.51 3.82-3.94
3,2 aLRhap 4.9 4.24 3.96 3.58 3.74 1.30
3 aLRhap 5.13 4.07 3.91 3.44 3.75 1.30
aLRhap 4.91 3.85 3.80 3.55 4.04 1.27
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,2,2,2 Ac 23.21/2.05
3,2,2 aDGlcpN 96.86/4.95 54.06/4.04 80.37/3.78 69.28/3.64 72.90/4.12 61.40/3.9
3,2,3,4 bLRhap 101.49/4.86 71.56/4.07 72.46/3.58 72.97/3.38 73.09/3.39 17.63/1.32
3,2,3,2 Ac 22.91/2.04
3,2,3 bDGlcpN 103.62/4.74 56.94/3.71 74.79/3.71 78.26/3.63 75.40/3.51 62.05/3.82-3.94
3,2 aLRhap 100.09/4.9 76.60/4.24 78.98/3.96 73.68/3.58 70.64/3.74 17.55/1.30
3 aLRhap 101.67/5.13 78.60/4.07 71.04/3.91 73.30/3.44 69.95/3.75 17.58/1.30
aLRhap 101.7/4.91 71.51/3.85 78.60/3.80 72.46/3.55 69.95/4.04 17.40/1.27
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,2,2,2 | Ac |
| 2.05 | |
| 3,2,2 | aDGlcpN | 4.95 | 4.04 | 3.78 | 3.64 | 4.12 | 3.9 |
| 3,2,3,4 | bLRhap | 4.86 | 4.07 | 3.58 | 3.38 | 3.39 | 1.32 |
| 3,2,3,2 | Ac |
| 2.04 | |
| 3,2,3 | bDGlcpN | 4.74 | 3.71 | 3.71 | 3.63 | 3.51 | 3.82
3.94 |
| 3,2 | aLRhap | 4.9 | 4.24 | 3.96 | 3.58 | 3.74 | 1.30 |
| 3 | aLRhap | 5.13 | 4.07 | 3.91 | 3.44 | 3.75 | 1.30 |
| | aLRhap | 4.91 | 3.85 | 3.80 | 3.55 | 4.04 | 1.27 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2,2,2 | Ac | 175.33 | 23.21 | |
| 3,2,2 | aDGlcpN | 96.86 | 54.06 | 80.37 | 69.28 | 72.90 | 61.40 |
| 3,2,3,4 | bLRhap | 101.49 | 71.56 | 72.46 | 72.97 | 73.09 | 17.63 |
| 3,2,3,2 | Ac | 174.59 | 22.91 | |
| 3,2,3 | bDGlcpN | 103.62 | 56.94 | 74.79 | 78.26 | 75.40 | 62.05 |
| 3,2 | aLRhap | 100.09 | 76.60 | 78.98 | 73.68 | 70.64 | 17.55 |
| 3 | aLRhap | 101.67 | 78.60 | 71.04 | 73.30 | 69.95 | 17.58 |
| | aLRhap | 101.7 | 71.51 | 78.60 | 72.46 | 69.95 | 17.40 |
|
There is only one chemically distinct structure:
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