Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Acinetobacter baumannii [ICD11:
XN8LS 
]
The structure was elucidated in this paperNCBI PubMed ID: 9774431Publication DOI: 10.1074/jbc.273.43.28122Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: oholst
fz-borstel.de
Institutions: Division of Medical and Biochemical Microbiology, Research Center Borstel, Center for Medicine and Biosciences, D-23845 Borstel, Germany, Department of Chemistry, Carlsberg Laboratory, DK-2500 Valby, Denmark, Department of Mass Spectrometry, Bijvoet Center for Biomolecular Research, Utrecht University,NL-3584 CA Utrecht, The Netherlands
For the first time, the tetrasaccharide Kdo a2→5 Kdo a2→5 (Kdo a2→4)Kdo (Kdo is 3-deoxy-Dmanno-oct-2-ulopyranosonic acid) has been identified in a bacterial lipopolysaccharide (LPS), i.e. in the core region of LPS from Acinetobacter baumannii NCTC 10303. The LPS was analyzed using compositional analysis, mass spectrometry, and NMR spectroscopy. The disaccharide DGlcpN b1→6 DGlcpN, phosphorylated at O-1 and O-4', was identified as the carbohydrate backbone of the lipid A. The Kdo tetrasaccharide is attached to O-6' of this disaccharide and is further substituted by short L-rhamnoglycans of varying length and by the disaccharide DGlcpNAc a1→4 DGlcpNA (GlcpNA, 2-amino-2-deoxy-glucopyranosuronic acid). The core region is not substituted by phosphate residues and represents a novel core type of bacterial LPS. The complete carbohydrate backbone of the LPS is shown in Structure I as follows: [see formula in text] where Rha is rhamnose. Except were indicated, monosaccharides possess the D-configuration. Sugars marked with an asterisk are present in non-stoichiometric amounts.
LPS, structure, core, acid, Acinetobacter, Acinetobacter baumannii, 3-deoxy-D-manno-oct-2-ulopyranosonic
Structure type: oligomer
Location inside paper: fig.1, oligosaccharide 5
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_135394,IEDB_141807,IEDB_150908,IEDB_151531
Methods: NMR-2D, NMR, MS, composition analysis
Comments, role: signal 2 (53.8) in the #0,6,6,5,4_bL4dthrHexp4enA 13C NMR spectrum were replaced by ? due to NMR simulation
3D data: 3D data
Related record ID(s): 343, 5528, 5688, 5689, 5690, 5691, 5693, 5694
NCBI Taxonomy refs (TaxIDs): 470Reference(s) to other database(s): GlycomeDB:
36791
Show glycosyltransferases
NMR conditions: in D2O at 300 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
0,6,6,4 aXKdop 175.8 100.9 35.4 66.7 67.7 72.7 71.6 63.6
0,6,6,5,4 bL4dthrHexp4enA 98.0 ? 67.5 107.5 146.5 170.0
0,6,6,5 aXKdop 177.0 101.1 35.4 74.0 65.4 72.7 71.8 63.6
0,6,6 aXKdop 175.8 103.2 33.7 73.1 69.5 73.6 70.2 64.5
0,6,4 P
0,6 bDGlcpN 102.2 56.7 74.3 74.1 74.9 63.6
0 aDGlcpN 93.5 55.9 72.1 70.7 72.9 70.8
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
0,6,6,4 aXKdop - - 1.942-2.142 3.938 4.381 3.572 3.775 3.526-3.832
0,6,6,5,4 bL4dthrHexp4enA 5.202 2.931 4.123 5.723 - -
0,6,6,5 aXKdop - - 1.981-2.482 4.491 4.191 4.273 3.922 3.741-3.841
0,6,6 aXKdop - - 1.942-2.142 3.938 4.381 3.572 3.775 3.526-3.832
0,6,4 P
0,6 bDGlcpN 4.631 2.863 3.696 3.613 3.635 3.355-3.832
0 aDGlcpN 5.461 3.052 3.696 3.522 4.069 3.657-4.227
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8
0,6,6,4 aXKdop 35.4/1.942-2.142 66.7/3.938 67.7/4.381 72.7/3.572 71.6/3.775 63.6/3.526-3.832
0,6,6,5,4 bL4dthrHexp4enA 98.0/5.202 ?/2.931 67.5/4.123 107.5/5.723
0,6,6,5 aXKdop 35.4/1.981-2.482 74.0/4.491 65.4/4.191 72.7/4.273 71.8/3.922 63.6/3.741-3.841
0,6,6 aXKdop 33.7/1.942-2.142 73.1/3.938 69.5/4.381 73.6/3.572 70.2/3.775 64.5/3.526-3.832
0,6,4 P
0,6 bDGlcpN 102.2/4.631 56.7/2.863 74.3/3.696 74.1/3.613 74.9/3.635 63.6/3.355-3.832
0 aDGlcpN 93.5/5.461 55.9/3.052 72.1/3.696 70.7/3.522 72.9/4.069 70.8/3.657-4.227
P
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 |
|---|
| 0,6,6,4 | aXKdop |
|
| 1.942
2.142 | 3.938 | 4.381 | 3.572 | 3.775 | 3.526
3.832 |
| 0,6,6,5,4 | bL4dthrHexp4enA | 5.202 | 2.931 | 4.123 | 5.723 |
|
| |
| 0,6,6,5 | aXKdop |
|
| 1.981
2.482 | 4.491 | 4.191 | 4.273 | 3.922 | 3.741
3.841 |
| 0,6,6 | aXKdop |
|
| 1.942
2.142 | 3.938 | 4.381 | 3.572 | 3.775 | 3.526
3.832 |
| 0,6,4 | P | |
| 0,6 | bDGlcpN | 4.631 | 2.863 | 3.696 | 3.613 | 3.635 | 3.355
3.832 | |
| 0 | aDGlcpN | 5.461 | 3.052 | 3.696 | 3.522 | 4.069 | 3.657
4.227 | |
| | P | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 |
|---|
| 0,6,6,4 | aXKdop | 175.8 | 100.9 | 35.4 | 66.7 | 67.7 | 72.7 | 71.6 | 63.6 |
| 0,6,6,5,4 | bL4dthrHexp4enA | 98.0 | ? | 67.5 | 107.5 | 146.5 | 170.0 | |
| 0,6,6,5 | aXKdop | 177.0 | 101.1 | 35.4 | 74.0 | 65.4 | 72.7 | 71.8 | 63.6 |
| 0,6,6 | aXKdop | 175.8 | 103.2 | 33.7 | 73.1 | 69.5 | 73.6 | 70.2 | 64.5 |
| 0,6,4 | P | |
| 0,6 | bDGlcpN | 102.2 | 56.7 | 74.3 | 74.1 | 74.9 | 63.6 | |
| 0 | aDGlcpN | 93.5 | 55.9 | 72.1 | 70.7 | 72.9 | 70.8 | |
| | P | |
|
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The spectrum also has 1 signal at unknown position (not plotted). |
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
