Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: infection due to Acinetobacter baumannii [ICD11:
XN8LS 
]
The structure was elucidated in this paperPublication DOI: 10.1007/s11172-015-1000-9Journal NLM ID: 100912060Publisher: New York: Consultants Bureau
Correspondence: yknirel
gmail.com; nikvol
obolensk.org; popova_nastya86
mail.ru; striker198126
aliyun.com; mm_shn
mail.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, 142279, Moscow Region, Russian Federation, Moscow Institute of Physics and Technology, 9 Institutskii per., Dolgoprudny, 141700, Moscow Region, Russian Federation, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, Economic-Technological Development Area, Tianjin, 300457, People´s Republic of China, M. M. Shemyakin and Yu. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 ul. Miklikho-Maklaya, 117997, Moscow, Russian
A glycopolymer classified as an O-specific polysaccharide had earlier been isolated from the multi-drug resistant nosocomial pathogen Acinetobacter baumannii LUH5533 (serogroup O1) and its chemical structure had been established. In the present work, we found that the glycopolymer was a capsular polysaccharide (CPS), its structure was revised, and 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto-non-2-ulosonic acid (di-N-acetyllegionaminic acid) was identified as its component, which had been overlooked earlier. The revised structure is consistent with predicted functions of genes in the CPS biosynthesis cluster classified into the KL7 or PSgc1 group, which is present in the LUH 5533 genome.
Acinetobacter baumannii, capsular polysaccharide structure, legionaminic acid, polysaccharide biosynthesis gene claster
Structure type: polymer chemical repeating unit
Location inside paper: p.1197, polysaccharide 2
Compound class: CPS
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,SB_7
Methods: 13C NMR, 1H NMR, NMR-2D, de-O-acylation, sugar analysis, GLC, mild acid hydrolysis, Smith degradation, NMR-1D, GPC, bioinformatic analysis
Comments, role: A. baumannii LUH5533 (laboratory stock number G4765).;
Related record ID(s): 30865, 30866
NCBI Taxonomy refs (TaxIDs): 470Reference(s) to other database(s): GTC:G59392AM
Show glycosyltransferases
NMR conditions: in D2O at 353 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9
3,2 Ac 174.4-175.2 23.1-23.9
3,6,6,5 Ac 174.4-175.2 23.1-23.9
3,6,6,7 Ac 174.4-175.2 23.1-23.9
3,6,6 aXLegp ? 102.0 41.7 70.1 53.6 72.9 55.3 68.6 19.6
3,6 aDGalp 99.7 69.8 70.8 70.8 71.0 65.0
3 aDGlcpN 94.6 53.2 81.3 72.2 69.8 67.0
2 Ac 174.4-175.2 23.1-23.9
bDGalpN 102.0 52.4 75.9 64.8 76.2 62.1
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9
3,2 Ac - 1.95-2.05
3,6,6,5 Ac - 1.95-2.05
3,6,6,7 Ac - 1.95-2.05
3,6,6 aXLegp - - 1.64-2.73 3.59 3.68 3.95 3.85 3.98 1.15
3,6 aDGalp 4.99 3.85 3.92 4.02 4.04 3.54-3.92
3 aDGlcpN 4.99 4.11 3.74 3.95 3.74 3.71-4.03
2 Ac - 1.95-2.05
bDGalpN 4.63 4.02 3.82 4.10 3.65 3.76
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9
3,2 Ac 23.1-23.9/1.95-2.05
3,6,6,5 Ac 23.1-23.9/1.95-2.05
3,6,6,7 Ac 23.1-23.9/1.95-2.05
3,6,6 aXLegp 41.7/1.64-2.73 70.1/3.59 53.6/3.68 72.9/3.95 55.3/3.85 68.6/3.98 19.6/1.15
3,6 aDGalp 99.7/4.99 69.8/3.85 70.8/3.92 70.8/4.02 71.0/4.04 65.0/3.54-3.92
3 aDGlcpN 94.6/4.99 53.2/4.11 81.3/3.74 72.2/3.95 69.8/3.74 67.0/3.71-4.03
2 Ac 23.1-23.9/1.95-2.05
bDGalpN 102.0/4.63 52.4/4.02 75.9/3.82 64.8/4.10 76.2/3.65 62.1/3.76
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 |
|---|
| 3,2 | Ac |
| 1.95
2.05 | |
| 3,6,6,5 | Ac |
| 1.95
2.05 | |
| 3,6,6,7 | Ac |
| 1.95
2.05 | |
| 3,6,6 | aXLegp |
|
| 1.64
2.73 | 3.59 | 3.68 | 3.95 | 3.85 | 3.98 | 1.15 |
| 3,6 | aDGalp | 4.99 | 3.85 | 3.92 | 4.02 | 4.04 | 3.54
3.92 | |
| 3 | aDGlcpN | 4.99 | 4.11 | 3.74 | 3.95 | 3.74 | 3.71
4.03 | |
| 2 | Ac |
| 1.95
2.05 | |
| | bDGalpN | 4.63 | 4.02 | 3.82 | 4.10 | 3.65 | 3.76 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 |
|---|
| 3,2 | Ac | 174.4
175.2 | 23.1
23.9 | |
| 3,6,6,5 | Ac | 174.4
175.2 | 23.1
23.9 | |
| 3,6,6,7 | Ac | 174.4
175.2 | 23.1
23.9 | |
| 3,6,6 | aXLegp | ? | 102.0 | 41.7 | 70.1 | 53.6 | 72.9 | 55.3 | 68.6 | 19.6 |
| 3,6 | aDGalp | 99.7 | 69.8 | 70.8 | 70.8 | 71.0 | 65.0 | |
| 3 | aDGlcpN | 94.6 | 53.2 | 81.3 | 72.2 | 69.8 | 67.0 | |
| 2 | Ac | 174.4
175.2 | 23.1
23.9 | |
| | bDGalpN | 102.0 | 52.4 | 75.9 | 64.8 | 76.2 | 62.1 | |
|
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
