Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Klebsiella [ICD11:
XN620 
];
infection due to Shigella flexneri [ICD11:
XN7Y2 ];
infection due to Salmonella enterica [ICD11:
XN5VC ]
NCBI PubMed ID: 21621752Publication DOI: 10.1016/j.carres.2011.04.033Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: G. Widmalm <gw
organ.su.se>
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden
The computer program casper uses (1)H and (13)C NMR chemical shift data of mono- to trisaccharides for the prediction of chemical shifts of oligo- and polysaccharides. In order to improve the quality of these predictions the (1)H and (13)C, as well as (31)P when applicable, NMR chemical shifts of 30 mono-, di-, and trisaccharides were assigned. The reducing sugars gave two distinct sets of NMR resonances due to the α- and β-anomeric forms. In total 35 (1)H and (13)C NMR chemical shift data sets were obtained from the oligosaccharides. One- and two-dimensional NMR experiments were used for the chemical shift assignments and special techniques were employed in some cases such as 2D (1)H,(13)C-HSQC Hadamard Transform methodology which was acquired approximately 45 times faster than a regular t(1) incremented (1)H,(13)C-HSQC experiment and a 1D (1)H,(1)H-CSSF-TOCSY experiment which was able to distinguish spin-systems in which the target protons were only 3.3Hz apart. The (1)H NMR chemical shifts were subsequently refined using total line-shape analysis with the PERCH NMR software. The acquired NMR data were then utilized in the casper program (http://www.casper.organ.su.se/casper/) for NMR chemical shift predictions of the O-antigen polysaccharides from Klebsiella O5, Shigella flexneri serotype X, and Salmonella arizonae O62. The data were compared to experimental data of the polysaccharides from the two former strains and the lipopolysaccharide of the latter strain showing excellent agreement between predicted and experimental (1)H and (13)C NMR chemical shifts.
Lipopolysaccharide, chemical shift prediction, chemical shift filter, Hadamard matrix
Structure type: oligomer
Location inside paper: p.1313, table 2, 23b
Contained glycoepitopes: IEDB_130701,IEDB_137485,IEDB_141793,IEDB_144983,IEDB_152206,IEDB_983930,SB_198,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, NMR-2D, 31P NMR, NMR-1D, computer analysis with CASPER
Comments, role: the synthetic oligosaccharide
Related record ID(s): 26334, 26948, 26949, 26950, 26951, 26952, 26953, 26954, 26955, 26956, 26957, 26958, 26959, 26960, 26961, 26962, 26963, 26964, 26966, 26967, 26968, 26969, 26970, 26971, 26972
NCBI Taxonomy refs (TaxIDs): 576,
623,
59203Reference(s) to other database(s): GTC:G71124KE
Show glycosyltransferases
NMR conditions: in D2O at 343 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
6 aDManp 100.54 70.84 71.51 67.79 73.59 61.91
bDManp 94.67 72.03 74.08 67.54 75.26 66.99
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
6 aDManp 4.914 3.992 3.849 3.681 3.702 3.771-3.889
bDManp 4.883 3.949 3.642 3.649 3.506 3.806-3.925
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
6 aDManp 100.54/4.914 70.84/3.992 71.51/3.849 67.79/3.681 73.59/3.702 61.91/3.771-3.889
bDManp 94.67/4.883 72.03/3.949 74.08/3.642 67.54/3.649 75.26/3.506 66.99/3.806-3.925
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 6 | aDManp | 4.914 | 3.992 | 3.849 | 3.681 | 3.702 | 3.771
3.889 |
| | bDManp | 4.883 | 3.949 | 3.642 | 3.649 | 3.506 | 3.806
3.925 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 6 | aDManp | 100.54 | 70.84 | 71.51 | 67.79 | 73.59 | 61.91 |
| | bDManp | 94.67 | 72.03 | 74.08 | 67.54 | 75.26 | 66.99 |
|
There is only one chemically distinct structure:
Found 
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