Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Acinetobacter baumannii [ICD11:
XN8LS 
]
The structure was elucidated in this paperPublication DOI: 10.1007/s11172-016-1342-yJournal NLM ID: 100912060Publisher: New York: Consultants Bureau
Correspondence: yknirel
gmail.com
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., Moscow, Russian Federation, M. M. Shemyakin and Yu. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 ul. MiklukhoMaklaya, 117997 Moscow, Russian Federation, Moscow Institute of Physics and Technology,9 Institutsky per., 141700 Dolgoprudnyi, Moscow Region, Russian Federation, State Research Center for Applied Microbiology and Biotechnology, 142279 Obolensk, Moscow Region, Russian Federation
Capsular polysaccharide (CPS) was isolated from a nosocomial pathogen Acinetobacter baumannii (A. baumannii) NIPH67 and studied by sugar analysis, Smith degradation, and 1H and 13C NMR spectroscopy. The CPS was found to contain 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid (di-N-acetylpseudaminic acid, Pse5Ac7Ac), and the structure of the linear trisaccharide repeating unit of the CPS was established as →4)-α-Psep5Ac7Ac-(2→6)-β-D-Galp-(1→3)-α-D-GalpNAc-(1→. The genetic content of the capsule biosynthesis cluster of A. baumannii NIPH67, designated KL33, is consistent with the established CPS structure, and thus the capsule of the investigated strain was assigned to K33 group. Functions of proteins including two glycosyltransferases encoded by the genes of the K33 locus were assigned based on the structure of CPS and by the comparison with related proteins of other capsular types of A. baumannii.
Acinetobacter baumannii, capsular polysaccharide, pseudaminic acid, glycosyltransferase, biotechnology, K locus, KL33 gene cluster, structure of capsular polysaccharide
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.589
Compound class: CPS
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_143260,IEDB_190606,IEDB_838988,IEDB_885822,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, acid hydrolysis, GLC, Smith degradation, composition analysis, mild alkaline degradation, GPC, function analysis of gene clusters
Related record ID(s): 11539, 11540, 11541
NCBI Taxonomy refs (TaxIDs): 1217627Reference(s) to other database(s): GTC:G41500KK
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9
3,6,5 Ac 175.0-176.0 23.2-23.4
3,6,7 Ac 175.0-176.0 23.2-23.4
3,6 aXPsep ? 101.8 33.7 71.6 48.9 72.3 55.0 68.5 1.16
3 bDGalp 105.8 71.9 73.9 69.2 73.5 62.6
2 Ac 175.0-176.0 23.2-23.4
aDGalpN 96.2 49.9 78.7 69.5 72.0 62.9
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9
3,6,5 Ac - 1.97-2.02
3,6,7 Ac - 1.97-2.02
3,6 aXPsep - - 1.62-2.16 4.17 4.32 3.90 4.16 4.18 1.16
3 bDGalp 4.48 3.52 3.63 3.99 3.79 3.45-3.55
2 Ac - 1.97-2.02
aDGalpN 5.03 4.24 3.82 4.16 4.17 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
3,6,5 Ac 23.2-23.4/1.97-2.02
3,6,7 Ac 23.2-23.4/1.97-2.02
3,6 aXPsep 33.7/1.62-2.16 71.6/4.17 48.9/4.32 72.3/3.90 55.0/4.16 68.5/4.18 1.16/1.16
3 bDGalp 105.8/4.48 71.9/3.52 73.9/3.63 69.2/3.99 73.5/3.79 62.6/3.45-3.55
2 Ac 23.2-23.4/1.97-2.02
aDGalpN 96.2/5.03 49.9/4.24 78.7/3.82 69.5/4.16 72.0/4.17 62.9/3.76
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 |
|---|
| 3,6,5 | Ac |
| 1.97
2.02 | |
| 3,6,7 | Ac |
| 1.97
2.02 | |
| 3,6 | aXPsep |
|
| 1.62
2.16 | 4.17 | 4.32 | 3.90 | 4.16 | 4.18 | 1.16 |
| 3 | bDGalp | 4.48 | 3.52 | 3.63 | 3.99 | 3.79 | 3.45
3.55 | |
| 2 | Ac |
| 1.97
2.02 | |
| | aDGalpN | 5.03 | 4.24 | 3.82 | 4.16 | 4.17 | 3.76 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 |
|---|
| 3,6,5 | Ac | 175.0
176.0 | 23.2
23.4 | |
| 3,6,7 | Ac | 175.0
176.0 | 23.2
23.4 | |
| 3,6 | aXPsep | ? | 101.8 | 33.7 | 71.6 | 48.9 | 72.3 | 55.0 | 68.5 | 1.16 |
| 3 | bDGalp | 105.8 | 71.9 | 73.9 | 69.2 | 73.5 | 62.6 | |
| 2 | Ac | 175.0
176.0 | 23.2
23.4 | |
| | aDGalpN | 96.2 | 49.9 | 78.7 | 69.5 | 72.0 | 62.9 | |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":175.5,"l":"1","c":[0,0,0]},{"s":23.3,"l":"2","c":[0,0,0]},{"s":175.5,"l":"1","c":[0,0,0]},{"s":23.3,"l":"2","c":[0,0,0]},{"s":101.8,"l":"2","c":[0,0,225]},{"s":33.7,"l":"3","c":[0,0,225]},{"s":71.6,"l":"4","c":[0,0,225]},{"s":48.9,"l":"5","c":[0,0,225]},{"s":72.3,"l":"6","c":[0,0,225]},{"s":55,"l":"7","c":[0,0,225]},{"s":68.5,"l":"8","c":[0,0,225]},{"s":1.16,"l":"9","c":[0,0,225]},{"s":105.8,"l":"1","c":[230,0,30]},{"s":71.9,"l":"2","c":[230,0,30]},{"s":73.9,"l":"3","c":[230,0,30]},{"s":69.2,"l":"4","c":[230,0,30]},{"s":73.5,"l":"5","c":[230,0,30]},{"s":62.6,"l":"6","c":[230,0,30]},{"s":175.5,"l":"1","c":[0,0,0]},{"s":23.3,"l":"2","c":[0,0,0]},{"s":96.2,"l":"1","c":[0,165,0]},{"s":49.9,"l":"2","c":[0,165,0]},{"s":78.7,"l":"3","c":[0,165,0]},{"s":69.5,"l":"4","c":[0,165,0]},{"s":72,"l":"5","c":[0,165,0]},{"s":62.9,"l":"6","c":[0,165,0]}])
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
