Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Acinetobacter baumannii [ICD11:
XN8LS 
]
The structure was elucidated in this paperNCBI PubMed ID: 34555685Publication DOI: 10.1016/j.carres.2021.108439Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: johanna.kenyon
qut.edu.au
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, M. M. Shemyakin & Y. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, Moscow Region, Russia, Moscow Institute of Physics and Technology, Dolgoprudny, Moscow Region, Russia, School of Life and Environmental Sciences, The University of Sydney, Sydney, Australia, Centre for Immunology and Infection Control, School of Biomedical Sciences, Faculty of Health, Queensland University of Technology. Brisbane, Australia
K87 capsular polysaccharide (CPS) was isolated from Acinetobacter baumannii isolate LUH5547 that carries the KL87 capsule biosynthesis gene cluster at the chromosomal K locus. Studies by sugar analysis, selective chemical cleavages, and 1D and 2D 1H and 13C NMR spectroscopy showed that the CPS has a branched heptasaccharide repeat (K unit) containing one residue each of d-glucose (d-Glсp), d-glucuronic acid (d-GlсpA), N-acetyl-d-glucosamine (d-GlсpNAc), 6-deoxy-l-talose (l-6dTalp), and three residues of l-rhamnose (l-Rhap). The following structure of the CPS was established: →3)-α-L-Rhap-(1→2)-α-L-Rhap-(1→3)-α-L-6dTalp-(1→3)-β-D-GlcpNAc-(1→2↑1β-D-GlcpA-(4←1)-α-D-Glcp(2←1)-α-L-Rhap The position of a minor O-acetyl group present in the CPS was not determined. Functions of enzymes coded by genes in the KL87 gene cluster were tentatively assigned and found to be consistent with the CPS structure.
biosynthesis, structure, capsular, polysaccharide, group, Acinetobacter, Acinetobacter baumannii, capsular polysaccharide, 6-deoxy-L-talose, K locus, K87
Structure type: polymer chemical repeating unit
Location inside paper: abstract, Fig. 5, Chart 1, DPS, K87
Compound class: CPS
Contained glycoepitopes: IEDB_115136,IEDB_133754,IEDB_135813,IEDB_136105,IEDB_137340,IEDB_140630,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_225177,IEDB_423153,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, sugar analysis, GLC, Smith degradation, de-O-acetylation, HPLC, GPC, bioinformatic analysis
Biosynthesis and genetic data: Gtr130,Gtr129,Gtr158, Gtr159, Gtr74, Gtr29, Wzy(K87)[ItrA3]
Comments, role: The position of a OAc-group was not determined. NMR data of the O-deacetylated K87 CPS.
Related record ID(s): 10995, 10996, 10997, 10998, 10999, 11000
NCBI Taxonomy refs (TaxIDs): 470
Show glycosyltransferases
NMR conditions: in D2O at 323 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,2,2,4,2 aLRhap 102.0 71.7 71.5 73.3 70.3 17.8-17.9
3,3,2,2,4 aDGlcp 100.0 78.2 72.4 72.8 73.0 61.1
3,3,2,2 bDGlcpA 104.8 74.5 77.2 78.3 76.1 174.1
3,3,2 aLRhap 102.4 79.3 81.0 72.0 70.5 17.8-17.9
3,3 aLRhap 97.7 79.8 71.1 73.5 70.5 18.0
3 aL6dTalp 103.2 71.1 72.0 70.3 68.8 16.7
2 Ac 175.5-175.8 23.3-23.5
bDGlcpN 103.2 56.8 82.8 69.7 77.0 62.0
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,2,2,4,2 aLRhap 4.86 3.98 3.76 3.44 4.00 1.25
3,3,2,2,4 aDGlcp 5.42 3.55 3.68 3.72 3.54 3.69-3.77
3,3,2,2 bDGlcpA 4.78 3.39 3.77 3.81 3.95 -
3,3,2 aLRhap 5.16 4.40 3.92 3.56 3.75 1.25
3,3 aLRhap 5.08 4.01 3.95 3.48 3.75 1.30
3 aL6dTalp 4.97 3.74 3.87 3.88 4.28 1.23
2 Ac - 2.02-2.06
bDGlcpN 4.75 3.85 3.66 3.53 3.49 3.78-3.95
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,2,2,4,2 aLRhap 102.0/4.86 71.7/3.98 71.5/3.76 73.3/3.44 70.3/4.00 17.8-17.9/1.25
3,3,2,2,4 aDGlcp 100.0/5.42 78.2/3.55 72.4/3.68 72.8/3.72 73.0/3.54 61.1/3.69-3.77
3,3,2,2 bDGlcpA 104.8/4.78 74.5/3.39 77.2/3.77 78.3/3.81 76.1/3.95
3,3,2 aLRhap 102.4/5.16 79.3/4.40 81.0/3.92 72.0/3.56 70.5/3.75 17.8-17.9/1.25
3,3 aLRhap 97.7/5.08 79.8/4.01 71.1/3.95 73.5/3.48 70.5/3.75 18.0/1.30
3 aL6dTalp 103.2/4.97 71.1/3.74 72.0/3.87 70.3/3.88 68.8/4.28 16.7/1.23
2 Ac 23.3-23.5/2.02-2.06
bDGlcpN 103.2/4.75 56.8/3.85 82.8/3.66 69.7/3.53 77.0/3.49 62.0/3.78-3.95
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,2,2,4,2 | aLRhap | 4.86 | 3.98 | 3.76 | 3.44 | 4.00 | 1.25 |
| 3,3,2,2,4 | aDGlcp | 5.42 | 3.55 | 3.68 | 3.72 | 3.54 | 3.69
3.77 |
| 3,3,2,2 | bDGlcpA | 4.78 | 3.39 | 3.77 | 3.81 | 3.95 |
|
| 3,3,2 | aLRhap | 5.16 | 4.40 | 3.92 | 3.56 | 3.75 | 1.25 |
| 3,3 | aLRhap | 5.08 | 4.01 | 3.95 | 3.48 | 3.75 | 1.30 |
| 3 | aL6dTalp | 4.97 | 3.74 | 3.87 | 3.88 | 4.28 | 1.23 |
| 2 | Ac |
| 2.02
2.06 | |
| | bDGlcpN | 4.75 | 3.85 | 3.66 | 3.53 | 3.49 | 3.78
3.95 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,2,2,4,2 | aLRhap | 102.0 | 71.7 | 71.5 | 73.3 | 70.3 | 17.8
17.9 |
| 3,3,2,2,4 | aDGlcp | 100.0 | 78.2 | 72.4 | 72.8 | 73.0 | 61.1 |
| 3,3,2,2 | bDGlcpA | 104.8 | 74.5 | 77.2 | 78.3 | 76.1 | 174.1 |
| 3,3,2 | aLRhap | 102.4 | 79.3 | 81.0 | 72.0 | 70.5 | 17.8
17.9 |
| 3,3 | aLRhap | 97.7 | 79.8 | 71.1 | 73.5 | 70.5 | 18.0 |
| 3 | aL6dTalp | 103.2 | 71.1 | 72.0 | 70.3 | 68.8 | 16.7 |
| 2 | Ac | 175.5
175.8 | 23.3
23.5 | |
| | bDGlcpN | 103.2 | 56.8 | 82.8 | 69.7 | 77.0 | 62.0 |
|
There is only one chemically distinct structure:
report error
Found 1 record.
Displayed record 1
