Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: nosocomial infections [ICD11:
XB25 
];
infection due to Acinetobacter baumannii [ICD11:
XN8LS ]
The structure was elucidated in this paperNCBI PubMed ID: 29100177Publication DOI: 10.1016/j.carres.2017.10.005Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: decastro
unina.it; ruth.hall
sydney.edu.au
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Institute of Health and Biomedical Innovation, Queensland University of Technology, Brisbane, Australia, School of Life and Environmental Sciences, The University of Sydney, Sydney, Australia, Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia, Department of Chemical Sciences, University of Naples, Naples, Italy, Department of Agricultural Sciences, University of Naples, Naples, Italy
Structures of capsular polysaccharides of Acinetobacter baumannii isolates carrying KL13 and KL73 gene clusters were established. The closely related KL73 and KL13 gene clusters differ only by one gene in the module responsible for synthesis of the non-2-ulosonic acids. The K13 and K73 polysaccharides differ only in a single side-chain sugar, which is either 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-altro- or -d-glycero-l-altro-non-2-ulosonic acid [di-N-acetylated forms of acinetaminic acid (Aci5Ac7Ac) or 8-epiacinetaminic acid (8eAci5Ac7Ac), respectively]. The KL13 also is closely related to the KL12 gene cluster, which contains a different wzy gene encoding the K unit polymerase. Accordingly, the otherwise near identical K units are linked differently via an α-d-FucpNAc-(1→4)-d-Galp linkage in K13 and K73 or an α-d-FucpNAc-(1→3)-d-GalpNAc linkage in K12. This finding confirms the predicted substrate of the ItrB3 initiating transferase as d-FucpNAc. Glycosyltransferases predicted to catalyse the linkage of d-Galp or d-GalpNAc to l-FucpNAc in the growing K13 and K73 or K12 units, respectively, differ by only two amino acids.
Acinetobacter baumannii, capsular polysaccharide, capsular polysaccharide structure, 5, 7-Di-N-acetyl-8-epiacinetaminic acid, Capsule biosynthesis gene cluster, Non-2-ulosonic acid 5, 7-Di-N-acetylacinetaminic acid
Structure type: polymer chemical repeating unit
Location inside paper: p.152, table 1, p.153, chart 1, K13 CPS
Trivial name: K13 CPS
Compound class: CPS
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_151528,IEDB_190606,SB_7
Biosynthesis and genetic data: genetic data
Comments, role: K13 CPS
Related record ID(s): 11920, 12120, 12122
NCBI Taxonomy refs (TaxIDs): 933263Reference(s) to other database(s): GTC:G01535IF
Show glycosyltransferases
NMR conditions: in D2O at 328 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9
3,3,6,5 Ac 174.6-175.8 23.3-23.6
3,3,6,7 Ac 174.6-175.8 23.3-23.6
3,3,6 aXAcip ? 100.9 40.9 68.7 55.0 74.8 54.8 67.5 19.9
3,3 aDGalp 102.5 69.6 69.9 77.8 70.9 61.8
3,2 Ac 174.6-175.8 23.3-23.6
3 aLFucpN 100.0 49.5 77.5 72.1 68.3 16.7
2 Ac 174.6-175.8 23.3-23.6
aDFucpN 99.0 50.0 74.7 72.4 68.1 16.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9
3,3,6,5 Ac - 2.01-2.10
3,3,6,7 Ac - 2.01-2.10
3,3,6 aXAcip - - 1.66-2.41 3.85 3.86 3.46 4.18 4.14 1.22
3,3 aDGalp 5.11 3.85 3.97 4.05 4.12 3.37-3.60
3,2 Ac - 2.01-2.10
3 aLFucpN 5.03 4.34 4.03 4.00 4.16 1.28
2 Ac - 2.01-2.10
aDFucpN 4.85 4.38 3.99 3.85 4.61 1.19
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9
3,3,6,5 Ac 23.3-23.6/2.01-2.10
3,3,6,7 Ac 23.3-23.6/2.01-2.10
3,3,6 aXAcip 40.9/1.66-2.41 68.7/3.85 55.0/3.86 74.8/3.46 54.8/4.18 67.5/4.14 19.9/1.22
3,3 aDGalp 102.5/5.11 69.6/3.85 69.9/3.97 77.8/4.05 70.9/4.12 61.8/3.37-3.60
3,2 Ac 23.3-23.6/2.01-2.10
3 aLFucpN 100.0/5.03 49.5/4.34 77.5/4.03 72.1/4.00 68.3/4.16 16.7/1.28
2 Ac 23.3-23.6/2.01-2.10
aDFucpN 99.0/4.85 50.0/4.38 74.7/3.99 72.4/3.85 68.1/4.61 16.4/1.19
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 |
|---|
| 3,3,6,5 | Ac |
| 2.01
2.10 | |
| 3,3,6,7 | Ac |
| 2.01
2.10 | |
| 3,3,6 | aXAcip |
|
| 1.66
2.41 | 3.85 | 3.86 | 3.46 | 4.18 | 4.14 | 1.22 |
| 3,3 | aDGalp | 5.11 | 3.85 | 3.97 | 4.05 | 4.12 | 3.37
3.60 | |
| 3,2 | Ac |
| 2.01
2.10 | |
| 3 | aLFucpN | 5.03 | 4.34 | 4.03 | 4.00 | 4.16 | 1.28 | |
| 2 | Ac |
| 2.01
2.10 | |
| | aDFucpN | 4.85 | 4.38 | 3.99 | 3.85 | 4.61 | 1.19 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 |
|---|
| 3,3,6,5 | Ac | 174.6
175.8 | 23.3
23.6 | |
| 3,3,6,7 | Ac | 174.6
175.8 | 23.3
23.6 | |
| 3,3,6 | aXAcip | ? | 100.9 | 40.9 | 68.7 | 55.0 | 74.8 | 54.8 | 67.5 | 19.9 |
| 3,3 | aDGalp | 102.5 | 69.6 | 69.9 | 77.8 | 70.9 | 61.8 | |
| 3,2 | Ac | 174.6
175.8 | 23.3
23.6 | |
| 3 | aLFucpN | 100.0 | 49.5 | 77.5 | 72.1 | 68.3 | 16.7 | |
| 2 | Ac | 174.6
175.8 | 23.3
23.6 | |
| | aDFucpN | 99.0 | 50.0 | 74.7 | 72.4 | 68.1 | 16.4 | |
|
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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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