Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: urinary tract infections (UTI) [ICD11:
GC08 
];
infection due to Klebsiella pneumoniae [ICD11:
XN741 ]
The structure was elucidated in this paperNCBI PubMed ID: 27182661Publication DOI: 10.1016/j.carres.2016.05.001Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: pcescutti
units.it
Institutions: Department of Life Sciences, University of Trieste, Via L. Giorgieri 1, Bdg. C11, Trieste 34127, Italy
Klebsiella pneumoniae are Gram negative opportunistic pathogens producing capsular (K) polysaccharides. Seventy-seven different K antigens have been described and they are the basis for K serotyping. Capsular polysaccharides are important virulence factors and have a relevant role for the structure of biofilm communities. Nevertheless, little information is available on the polysaccharides produced in biofilm matrices by Klebsiella spp. In the present study, a clinical isolate of Klebsiella pneumoniae was grown both on cellulose membranes deposited on agar plates, where it formed an adherent biofilm, and in liquid medium, where it formed floating biofilms (flocs). Extraction and purification of the polysaccharide fraction showed that only one main carbohydrate polymer was present in both adherent biofilms and flocs. Composition and linkage analysis, Smith degradation followed by ESI-MS, 1D and 2D NMR spectroscopy revealed that the polysaccharide belong to the type K24 and has the following structure.
NMR, polysaccharide structure, ESI-MS, Klebsiella pneumoniae, 2D NMR spectroscopy, Biofilm
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.31, EPOL Kp113
Compound class: CPS, EPS
Contained glycoepitopes: IEDB_115136,IEDB_130701,IEDB_136104,IEDB_137485,IEDB_140630,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_983930,IEDB_983931,SB_136,SB_192,SB_196,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, GLC-MS, NMR-2D, ESI-MS, acid hydrolysis, GLC, Smith degradation, composition analysis, NMR-1D, SEC
NCBI Taxonomy refs (TaxIDs): 573Reference(s) to other database(s): GTC:G51668JD, GlycomeDB:
37063
Show glycosyltransferases
NMR conditions: in D2O at 323 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,2,3,4 bDManp 100.65 71.39 73.59 67.59 77.20 ?
3,2,3 aDGlcpA 100.39 81.12 71.18 81.14 72.79 176.32
3,2 aDManp 103.17 70.57 80.47 66.62 73.97 ?
3 aDManp 100.39 79.94 71.00 67.81 73.70 ?
bDGlcp 104.73 73.03 83.01 70.12 75.95 61.54
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,2,3,4 bDManp 4.65 3.99 3.63 3.58 3.38 ?
3,2,3 aDGlcpA 5.44 3.80 4.03 3.77 4.18 -
3,2 aDManp 5.00 4.20 3.92 3.88 3.77 ?
3 aDManp 5.45 4.06 3.93 3.72 3.96 ?
bDGlcp 4.69 3.41 3.64 3.57 3.47 3.77-3.91
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,2,3,4 bDManp 100.65/4.65 71.39/3.99 73.59/3.63 67.59/3.58 77.20/3.38 ?/?
3,2,3 aDGlcpA 100.39/5.44 81.12/3.80 71.18/4.03 81.14/3.77 72.79/4.18
3,2 aDManp 103.17/5.00 70.57/4.20 80.47/3.92 66.62/3.88 73.97/3.77 ?/?
3 aDManp 100.39/5.45 79.94/4.06 71.00/3.93 67.81/3.72 73.70/3.96 ?/?
bDGlcp 104.73/4.69 73.03/3.41 83.01/3.64 70.12/3.57 75.95/3.47 61.54/3.77-3.91
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,2,3,4 | bDManp | 4.65 | 3.99 | 3.63 | 3.58 | 3.38 | ? |
| 3,2,3 | aDGlcpA | 5.44 | 3.80 | 4.03 | 3.77 | 4.18 |
|
| 3,2 | aDManp | 5.00 | 4.20 | 3.92 | 3.88 | 3.77 | ? |
| 3 | aDManp | 5.45 | 4.06 | 3.93 | 3.72 | 3.96 | ? |
| | bDGlcp | 4.69 | 3.41 | 3.64 | 3.57 | 3.47 | 3.77
3.91 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2,3,4 | bDManp | 100.65 | 71.39 | 73.59 | 67.59 | 77.20 | ? |
| 3,2,3 | aDGlcpA | 100.39 | 81.12 | 71.18 | 81.14 | 72.79 | 176.32 |
| 3,2 | aDManp | 103.17 | 70.57 | 80.47 | 66.62 | 73.97 | ? |
| 3 | aDManp | 100.39 | 79.94 | 71.00 | 67.81 | 73.70 | ? |
| | bDGlcp | 104.73 | 73.03 | 83.01 | 70.12 | 75.95 | 61.54 |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":100.65,"l":"1","c":[0,0,225]},{"s":71.39,"l":"2","c":[0,0,225]},{"s":73.59,"l":"3","c":[0,0,225]},{"s":67.59,"l":"4","c":[0,0,225]},{"s":77.2,"l":"5","c":[0,0,225]},{"s":100.39,"l":"1","c":[230,0,30]},{"s":81.12,"l":"2","c":[230,0,30]},{"s":71.18,"l":"3","c":[230,0,30]},{"s":81.14,"l":"4","c":[230,0,30]},{"s":72.79,"l":"5","c":[230,0,30]},{"s":176.32,"l":"6","c":[230,0,30]},{"s":103.17,"l":"1","c":[0,165,0]},{"s":70.57,"l":"2","c":[0,165,0]},{"s":80.47,"l":"3","c":[0,165,0]},{"s":66.62,"l":"4","c":[0,165,0]},{"s":73.97,"l":"5","c":[0,165,0]},{"s":100.39,"l":"1","c":[120,0,225]},{"s":79.94,"l":"2","c":[120,0,225]},{"s":71,"l":"3","c":[120,0,225]},{"s":67.81,"l":"4","c":[120,0,225]},{"s":73.7,"l":"5","c":[120,0,225]},{"s":104.73,"l":"1","c":[0,192,255]},{"s":73.03,"l":"2","c":[0,192,255]},{"s":83.01,"l":"3","c":[0,192,255]},{"s":70.12,"l":"4","c":[0,192,255]},{"s":75.95,"l":"5","c":[0,192,255]},{"s":61.54,"l":"6","c":[0,192,255]}])
The spectrum also has 3 signals at unknown positions (not plotted). |
There is only one chemically distinct structure:
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