Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: urinary tract infections (UTI) [ICD11:
GC08 
];
septicemia [ICD11:
MA15.Y ];
infection due to Klebsiella pneumoniae [ICD11:
XN741 ]
The structure was elucidated in this paperNCBI PubMed ID: 25999015Publication DOI: 10.1016/j.ijbiomac.2015.04.077Journal NLM ID: 7909578Publisher: Butterworth-Heinemann
Correspondence: S.S. Islam <sirajul_1999
yahoo.com>
Institutions: Department of Microbiology, Vidyasagar University, Midnapore, West Bengal, India, Omics Laboratory, Department of Biotechnology, University of North Bengal, Siliguri, West Bengal, India, Department of Chemistry and Chemical Technology, Vidyasagar University, Midnapore, West Bengal, India, Immunology and Microbiology Laboratory, Department of Human Physiology with Community Health, Vidyasagar University, Midnapore, West Bengal, India
An exopolysaccharide (KNPS) of an average molecular weight approximately 1.8x10(5) Da was isolated from the culture medium of Klebsiella pneumoniae PB12. Structural characterization of KNPS was carried out using sugar and methylation analysis, Smith degradation and 1D/2D NMR experiments. Sugar analysis showed that the KNPS composed of arabinose, galactose, 3-O-methyl-galctose and glucose in a molar ratio of nearly 4:3:1:1. The proposed repeating unit of the KNPS has a backbone chain consisting of two (1→6)-galactopyranosyl residues, two (1→5)-arabinofuranosyl residues, one (1→6)-glucopyranosyl residue and one (1→3)-arabinopyranosyl residue, out of which one (1→6)-galactopyranosyl residue was branched at O-2 position with a (1→2)-linked-galactopyranosyl residue terminated with non reducing arabinofuranosyl residue and one (1→5)-arabinofuranosyl residue branched at O-3 position with non reducing end 3-O-Me-galactopyranosyl residue. KNPS was found non-toxic toward human lymphocyte up to the dosage of 100 mug/ml. KNPS enhanced malondialdehyde (MDA), reactive oxygen species (ROS), and have the potential to alter the ratio of oxidized glutathione (GSSG) and reduced glutathione (GSH) levels in the cellular system.
NMR, exopolysaccharide, Klebsiella pneumoniae PB12
Structure type: polymer chemical repeating unit
Location inside paper: p.416, table 1
Compound class: EPS
Contained glycoepitopes: IEDB_131186,IEDB_135818,IEDB_136044,IEDB_136906,IEDB_136907,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88
Methods: 13C NMR, 1H NMR, methylation, NMR-2D, PCR, GC-MS, sugar analysis, acid hydrolysis, GLC, GC, Smith degradation, statistical analysis, dialysis, biological activity assays
Related record ID(s): 1976
NCBI Taxonomy refs (TaxIDs): 573Reference(s) to other database(s): GTC:G38836YL
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
5,3,6,5,6 bDGlcp 102.7 73.2 75.7 69.8 75.9 67.9
5,3,6,5,2,2 bLAraf 101.5 76.6 74.1 84.1 64.7
5,3,6,5,2 aDGalp 99.5 76.6 72.5 72.6 73.4 61.1
5,3,6,5 aDGalp 97.7 75.9 70.8 69.7 70.8 66.4
5,3,6 aLAraf 106.8 81.4 76.6 84.0 65.4
5,3 aDGalp 97.7 69.3 70.8 69.7 70.8 66.4
5 bLArap 102.2 71.9 84.1 70.8 63.7
3,3 Me 59.9
3 bDGalp 103.3 70.8 81.4 68.0 76.6 60.8
aLAraf 109.4 81.5 81.8 84.0 65.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
5,3,6,5,6 bDGlcp 4.46 3.30 4.46 3.38 3.42 3.69-4.13
5,3,6,5,2,2 bLAraf 5.05 3.92 3.91 3.90 3.97-3.98
5,3,6,5,2 aDGalp 5.10 3.92 3.63 3.74 3.81 3.69-4.13
5,3,6,5 aDGalp 5.16 4.09 3.70 4.02 3.99 3.69-4.13
5,3,6 aLAraf 5.17 4.15 3.92 4.09 3.97-3.98
5,3 aDGalp 5.16 3.55 3.70 4.02 3.99 3.69-4.13
5 bLArap 5.02 3.89 4.09 3.88 3.97-3.98
3,3 Me 3.45
3 bDGalp 4.42 3.50 4.09 3.89 3.98 3.69-4.13
aLAraf 5.20 4.15 3.85 4.09 3.97-3.98
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
5,3,6,5,6 bDGlcp 102.7/4.46 73.2/3.30 75.7/4.46 69.8/3.38 75.9/3.42 67.9/3.69-4.13
5,3,6,5,2,2 bLAraf 101.5/5.05 76.6/3.92 74.1/3.91 84.1/3.90 64.7/3.97-3.98
5,3,6,5,2 aDGalp 99.5/5.10 76.6/3.92 72.5/3.63 72.6/3.74 73.4/3.81 61.1/3.69-4.13
5,3,6,5 aDGalp 97.7/5.16 75.9/4.09 70.8/3.70 69.7/4.02 70.8/3.99 66.4/3.69-4.13
5,3,6 aLAraf 106.8/5.17 81.4/4.15 76.6/3.92 84.0/4.09 65.4/3.97-3.98
5,3 aDGalp 97.7/5.16 69.3/3.55 70.8/3.70 69.7/4.02 70.8/3.99 66.4/3.69-4.13
5 bLArap 102.2/5.02 71.9/3.89 84.1/4.09 70.8/3.88 63.7/3.97-3.98
3,3 Me 59.9/3.45
3 bDGalp 103.3/4.42 70.8/3.50 81.4/4.09 68.0/3.89 76.6/3.98 60.8/3.69-4.13
aLAraf 109.4/5.20 81.5/4.15 81.8/3.85 84.0/4.09 65.4/3.97-3.98
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 5,3,6,5,6 | bDGlcp | 4.46 | 3.30 | 4.46 | 3.38 | 3.42 | 3.69
4.13 |
| 5,3,6,5,2,2 | bLAraf | 5.05 | 3.92 | 3.91 | 3.90 | 3.97
3.98 | |
| 5,3,6,5,2 | aDGalp | 5.10 | 3.92 | 3.63 | 3.74 | 3.81 | 3.69
4.13 |
| 5,3,6,5 | aDGalp | 5.16 | 4.09 | 3.70 | 4.02 | 3.99 | 3.69
4.13 |
| 5,3,6 | aLAraf | 5.17 | 4.15 | 3.92 | 4.09 | 3.97
3.98 | |
| 5,3 | aDGalp | 5.16 | 3.55 | 3.70 | 4.02 | 3.99 | 3.69
4.13 |
| 5 | bLArap | 5.02 | 3.89 | 4.09 | 3.88 | 3.97
3.98 | |
| 3,3 | Me | 3.45 | |
| 3 | bDGalp | 4.42 | 3.50 | 4.09 | 3.89 | 3.98 | 3.69
4.13 |
| | aLAraf | 5.20 | 4.15 | 3.85 | 4.09 | 3.97
3.98 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 5,3,6,5,6 | bDGlcp | 102.7 | 73.2 | 75.7 | 69.8 | 75.9 | 67.9 |
| 5,3,6,5,2,2 | bLAraf | 101.5 | 76.6 | 74.1 | 84.1 | 64.7 | |
| 5,3,6,5,2 | aDGalp | 99.5 | 76.6 | 72.5 | 72.6 | 73.4 | 61.1 |
| 5,3,6,5 | aDGalp | 97.7 | 75.9 | 70.8 | 69.7 | 70.8 | 66.4 |
| 5,3,6 | aLAraf | 106.8 | 81.4 | 76.6 | 84.0 | 65.4 | |
| 5,3 | aDGalp | 97.7 | 69.3 | 70.8 | 69.7 | 70.8 | 66.4 |
| 5 | bLArap | 102.2 | 71.9 | 84.1 | 70.8 | 63.7 | |
| 3,3 | Me | 59.9 | |
| 3 | bDGalp | 103.3 | 70.8 | 81.4 | 68.0 | 76.6 | 60.8 |
| | aLAraf | 109.4 | 81.5 | 81.8 | 84.0 | 65.4 | |
|
There is only one chemically distinct structure:
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Found 1 record.
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