Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: septicemia [ICD11:
MA15.Y 
];
infection due to Vibrio vulnificus [ICD11:
XN44G ]
The structure was elucidated in this paperNCBI PubMed ID: 19185290Publication DOI: 10.1016/j.carres.2008.12.017Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: D.A. Rowe-Magnus <dean.rowe-magnus
sri.utoronto.ca>
Institutions: Institute for Biological Sciences, National Research Council, 100 Sussex Dr., Ottawa, Ont., Canada K1A 0R6, Department of Molecular and Cellular Biology, University of Guelph, 488 Gordon Street, New Science Complex, Guelph, ON, Canada N1G 2W1, Division of Clinical Integrative Biology, Sunnybrook Health Sciences Centre, 2075 Bayview Avenue, S1-26A, Toronto, Ontario, Canada M4N 3N5, Department of Laboratory Medicine and Pathobiology, Faculty of Medicine, University of Toronto, Toronto, Canada
The structure of the lipopolysaccharide core of Vibrio vulnificus type strain 27562 is presented. LPS hydrolysis gave two oligosaccharides, OS-1 and OS-2, as well as lipid A. NMR spectroscopic data corresponded to the presence of one Kdo residue, one β-glucopyranose, three heptoses, one glyceric acid, one acetate, three PEtN, and one 5,7-diacylamido-3,5,7,9-tetradeoxynonulosonic acid residue (pseudaminic acid, Pse) in OS1. OS2 differed form OS 1 by the absence of glyceric acid, acetate, and Pse residues. Lipid A was analyzed for fatty acid composition and the following fatty acids were found: C14:0, C12:0-3OH, C16:0, C16:1, C14:0-3OH, C18:0, C18:1 in a ratio of 1:3:3:1:2.5:0.6:0.8.
Lipopolysaccharide, structure, core, Vibrio vulnificus
Structure type: oligomer
Location inside paper: p.487, scheme 1, 6
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, sugar analysis, dephosphorylation, 31P NMR, ESI-MS, mild acid hydrolysis, alkaline degradation, GC, NMR-1D, immunoblotting, PAGE, N-acetylation, partial de-O-acylation
Comments, role: extracted from seafood
Related record ID(s): 23871, 24249, 24250, 24251, 24252, 24254, 24255
NCBI Taxonomy refs (TaxIDs): 672Reference(s) to other database(s): GlycomeDB:
37433
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9
0,6,6,5,3,2 aXLDmanHepp
0,6,6,5,3 aXLDmanHepp
0,6,6,5,4,6,5 Ac
0,6,6,5,4,6,7 Ac
0,6,6,5,4,6 bXPsep ? 102.0 37.3 67.4 49.5 74.2 54.8 69.9 17.8
0,6,6,5,4 bDGlcp
0,6,6,5 aXDDmanHepp
0,6,6 ?XKdop
0,6 bDGlcpN
0 aDGlcpN
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9
0,6,6,5,3,2 aXLDmanHepp
0,6,6,5,3 aXLDmanHepp
0,6,6,5,4,6,5 Ac
0,6,6,5,4,6,7 Ac
0,6,6,5,4,6 bXPsep - - 1.61-2.58 3.89 4.20 3.94 4.04 4.11 1.22
0,6,6,5,4 bDGlcp
0,6,6,5 aXDDmanHepp
0,6,6 ?XKdop
0,6 bDGlcpN
0 aDGlcpN
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9
0,6,6,5,3,2 aXLDmanHepp
0,6,6,5,3 aXLDmanHepp
0,6,6,5,4,6,5 Ac
0,6,6,5,4,6,7 Ac
0,6,6,5,4,6 bXPsep 37.3/1.61-2.58 67.4/3.89 49.5/4.20 74.2/3.94 54.8/4.04 69.9/4.11 17.8/1.22
0,6,6,5,4 bDGlcp
0,6,6,5 aXDDmanHepp
0,6,6 ?XKdop
0,6 bDGlcpN
0 aDGlcpN
P
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 |
|---|
| 0,6,6,5,3,2 | aXLDmanHepp | |
| 0,6,6,5,3 | aXLDmanHepp | |
| 0,6,6,5,4,6,5 | Ac | |
| 0,6,6,5,4,6,7 | Ac | |
| 0,6,6,5,4,6 | bXPsep |
|
| 1.61
2.58 | 3.89 | 4.20 | 3.94 | 4.04 | 4.11 | 1.22 |
| 0,6,6,5,4 | bDGlcp | |
| 0,6,6,5 | aXDDmanHepp | |
| 0,6,6 | ?XKdop | |
| 0,6 | bDGlcpN | |
| 0 | aDGlcpN | |
| | P | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 |
|---|
| 0,6,6,5,3,2 | aXLDmanHepp | |
| 0,6,6,5,3 | aXLDmanHepp | |
| 0,6,6,5,4,6,5 | Ac | |
| 0,6,6,5,4,6,7 | Ac | |
| 0,6,6,5,4,6 | bXPsep | ? | 102.0 | 37.3 | 67.4 | 49.5 | 74.2 | 54.8 | 69.9 | 17.8 |
| 0,6,6,5,4 | bDGlcp | |
| 0,6,6,5 | aXDDmanHepp | |
| 0,6,6 | ?XKdop | |
| 0,6 | bDGlcpN | |
| 0 | aDGlcpN | |
| | P | |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":102,"l":"2","c":[0,165,0]},{"s":37.3,"l":"3","c":[0,165,0]},{"s":67.4,"l":"4","c":[0,165,0]},{"s":49.5,"l":"5","c":[0,165,0]},{"s":74.2,"l":"6","c":[0,165,0]},{"s":54.8,"l":"7","c":[0,165,0]},{"s":69.9,"l":"8","c":[0,165,0]},{"s":17.8,"l":"9","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
