Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Acinetobacter baumannii [ICD11:
XN8LS 
]
The structure was elucidated in this paperNCBI PubMed ID: 35843396Publication DOI: 10.1016/j.ijbiomac.2022.07.085Journal NLM ID: 7909578Publisher: Butterworth-Heinemann
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
Acinetobacter baumannii isolate LUH5552 carries the KL89 capsule biosynthesis gene cluster. Capsular polysaccharide (CPS) isolated from LUH5552 was analyzed by sugar analysis, Smith degradation, and one- and two-dimensional 1H and 13C NMR spectroscopy. The K89 CPS structure has not been seen before in A. baumannii CPS structures resolved to date and includes a 3-acetamido-3,6-dideoxy-D-galactose (D-Fucp3NAc) residue which is rare amongst A. baumannii CPS. The K89 CPS has a →3)-α-D-GalpNAc-(1→3)-β-D-GlcpNAc-(1→ main chain with a β-D-Glcp-(1→2)-β-D-Fucp3NAc-(1→6)-D-Glcp side branch that is α-(1→4) linked to D-GalpNAc. The roles of the Wzy polymerase and the four glycosyltransferases encoded by the KL89 gene cluster in the biosynthesis of the K89 CPS were assigned. Two glycosyltransferases, Gtr121 and Gtr122, link the d-Fucp3NAc to its neighboring sugars.
Acinetobacter baumannii, 6-dideoxy-D-galactose, polysaccharide structure, 3-Acetamido-3, capsule, K locus
Structure type: polymer chemical repeating unit
Location inside paper: p. 520, Fig. 5A, p. 519, table 2, K89 CPS
Compound class: CPS
Contained glycoepitopes: IEDB_130648,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_1391965,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_423113,IEDB_885822,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, Smith degradation, GPC, bioinformatic analysis, NaBH4 reduction
Biosynthesis and genetic data: WzyK89, Gtr121,Gtr122,Gtr162, Gtr50, WzyK89[ItrA3]
Related record ID(s): 8596, 8597, 8598, 8599
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
3,2 Ac 174.6-175.3 23.4-23.9
3,4,6,2 bDGlcp 103.5 74.8 77.1 71.2 77.5 62.5
3,4,6,3 Ac 174.6-175.3 23.4-23.9
3,4,6 bDFucp3N 103.7 75.7 55.8 71.8 73.0 17.0
3,4 aDGlcp 99.9 73.1 73.4 70.0 71.8 69.0
3 aDGalpN 98.5 50.1 77.5 76.0 73.0 61.2
2 Ac 174.6-175.3 23.4-23.9
bDGlcpN 103.9 55.3 79.5 72.8 77.1 62.2
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,2 Ac - 2.01-2.08
3,4,6,2 bDGlcp 4.58 3.32 3.48 3.38 3.43 3.74-3.94
3,4,6,3 Ac - 2.01-2.08
3,4,6 bDFucp3N 4.61 3.84 4.15 3.68 3.85 1.28
3,4 aDGlcp 5.02 3.51 3.84 3.82 4.20 4.03-4.15
3 aDGalpN 5.42 4.39 3.82 4.36 3.90 3.84-3.86
2 Ac - 2.01-2.08
bDGlcpN 4.59 3.69 3.76 3.59 3.42 3.75-3.93
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,2 Ac 23.4-23.9/2.01-2.08
3,4,6,2 bDGlcp 103.5/4.58 74.8/3.32 77.1/3.48 71.2/3.38 77.5/3.43 62.5/3.74-3.94
3,4,6,3 Ac 23.4-23.9/2.01-2.08
3,4,6 bDFucp3N 103.7/4.61 75.7/3.84 55.8/4.15 71.8/3.68 73.0/3.85 17.0/1.28
3,4 aDGlcp 99.9/5.02 73.1/3.51 73.4/3.84 70.0/3.82 71.8/4.20 69.0/4.03-4.15
3 aDGalpN 98.5/5.42 50.1/4.39 77.5/3.82 76.0/4.36 73.0/3.90 61.2/3.84-3.86
2 Ac 23.4-23.9/2.01-2.08
bDGlcpN 103.9/4.59 55.3/3.69 79.5/3.76 72.8/3.59 77.1/3.42 62.2/3.75-3.93
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,2 | Ac |
| 2.01
2.08 | |
| 3,4,6,2 | bDGlcp | 4.58 | 3.32 | 3.48 | 3.38 | 3.43 | 3.74
3.94 |
| 3,4,6,3 | Ac |
| 2.01
2.08 | |
| 3,4,6 | bDFucp3N | 4.61 | 3.84 | 4.15 | 3.68 | 3.85 | 1.28 |
| 3,4 | aDGlcp | 5.02 | 3.51 | 3.84 | 3.82 | 4.20 | 4.03
4.15 |
| 3 | aDGalpN | 5.42 | 4.39 | 3.82 | 4.36 | 3.90 | 3.84
3.86 |
| 2 | Ac |
| 2.01
2.08 | |
| | bDGlcpN | 4.59 | 3.69 | 3.76 | 3.59 | 3.42 | 3.75
3.93 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2 | Ac | 174.6
175.3 | 23.4
23.9 | |
| 3,4,6,2 | bDGlcp | 103.5 | 74.8 | 77.1 | 71.2 | 77.5 | 62.5 |
| 3,4,6,3 | Ac | 174.6
175.3 | 23.4
23.9 | |
| 3,4,6 | bDFucp3N | 103.7 | 75.7 | 55.8 | 71.8 | 73.0 | 17.0 |
| 3,4 | aDGlcp | 99.9 | 73.1 | 73.4 | 70.0 | 71.8 | 69.0 |
| 3 | aDGalpN | 98.5 | 50.1 | 77.5 | 76.0 | 73.0 | 61.2 |
| 2 | Ac | 174.6
175.3 | 23.4
23.9 | |
| | bDGlcpN | 103.9 | 55.3 | 79.5 | 72.8 | 77.1 | 62.2 |
|
There is only one chemically distinct structure:
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Found 1 record.
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