Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 17603187Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: ohnonao
ps.toyaku.ac.jp
Institutions: Laboratory for Immunopharmacology of Microbial Products, School of Pharmacy, Tokyo University of Pharmacy and Life Science
Bacterial lipopolysaccharide from Escherichia coli O9 (O9 LPS) has various characteristic biological activities other than endotoxic activities. The biological activities exhibited depend on the structure of the O-antigen. The O-antigen region of O9 LPS is composed of the mannose homopolysaccharide (MHP). This structure was reported previously, but not all its proton and carbon signals were assigned. In the present study, we completely assign all proton and carbon signals of the O-antigen of O9 LPS using (1)H- and (13)C-NMR spectroscopy, including the DQF-COSY, TOCSY, NOESY, HSQC, H2BC, HSQC-TOCSY and HMBC methods
Lipopolysaccharide, NMR, O-antigen, Escherichia coli O9, high mannose type
Structure type: polymer chemical repeating unit
Location inside paper: p.995, fig.6
Trivial name: mannose homopolysaccharide
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115576,IEDB_130701,IEDB_136104,IEDB_140116,IEDB_141111,IEDB_141795,IEDB_141830,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_153756,IEDB_164174,IEDB_164175,IEDB_164176,IEDB_164480,IEDB_174840,IEDB_241100,IEDB_76933,IEDB_983930,SB_136,SB_196,SB_197,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, methylation, NMR-2D, Smith degradation, NMR-1D
Synthetic data: enzymatic
Comments, role: published polymerization frame was shifted for conformity with other records.
NCBI Taxonomy refs (TaxIDs): 1010797Reference(s) to other database(s): GTC:G87424QV, GlycomeDB:
668, CCSD:
47538
Show glycosyltransferases
NMR conditions: in D2O at 308 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
2,2,2,3 aDManp 103.9 71.61 80.32 68.11 75.20 63.01
2,2,2 aDManp 103.9 71.55 79.97 68.11 75.34 63.01
2,2 aDManp 102.5 80.37 71.97 68.87 75.41 62.90
2 aDManp 102.5 80.56 71.29 68.87 75.41 62.90
aDManp 102.5 80.60 72.02 69.03 75.28 62.90
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
2,2,2,3 aDManp 5.12 4.21 3.99 3.74 3.82 3.78-3.93
2,2,2 aDManp 5.03 4.21 3.93 3.77 3.84 3.75-3.93
2,2 aDManp 5.28 4.10 3.94 3.70 3.75 3.78-3.90
2 aDManp 5.28 4.08 3.96 3.73 3.75 3.78-3.90
aDManp 5.36 4.07 3.99 3.68 3.77 3.90
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
2,2,2,3 aDManp 103.9/5.12 71.61/4.21 80.32/3.99 68.11/3.74 75.20/3.82 63.01/3.78-3.93
2,2,2 aDManp 103.9/5.03 71.55/4.21 79.97/3.93 68.11/3.77 75.34/3.84 63.01/3.75-3.93
2,2 aDManp 102.5/5.28 80.37/4.10 71.97/3.94 68.87/3.70 75.41/3.75 62.90/3.78-3.90
2 aDManp 102.5/5.28 80.56/4.08 71.29/3.96 68.87/3.73 75.41/3.75 62.90/3.78-3.90
aDManp 102.5/5.36 80.60/4.07 72.02/3.99 69.03/3.68 75.28/3.77 62.90/3.90
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 2,2,2,3 | aDManp | 5.12 | 4.21 | 3.99 | 3.74 | 3.82 | 3.78
3.93 |
| 2,2,2 | aDManp | 5.03 | 4.21 | 3.93 | 3.77 | 3.84 | 3.75
3.93 |
| 2,2 | aDManp | 5.28 | 4.10 | 3.94 | 3.70 | 3.75 | 3.78
3.90 |
| 2 | aDManp | 5.28 | 4.08 | 3.96 | 3.73 | 3.75 | 3.78
3.90 |
| | aDManp | 5.36 | 4.07 | 3.99 | 3.68 | 3.77 | 3.90 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 2,2,2,3 | aDManp | 103.9 | 71.61 | 80.32 | 68.11 | 75.20 | 63.01 |
| 2,2,2 | aDManp | 103.9 | 71.55 | 79.97 | 68.11 | 75.34 | 63.01 |
| 2,2 | aDManp | 102.5 | 80.37 | 71.97 | 68.87 | 75.41 | 62.90 |
| 2 | aDManp | 102.5 | 80.56 | 71.29 | 68.87 | 75.41 | 62.90 |
| | aDManp | 102.5 | 80.60 | 72.02 | 69.03 | 75.28 | 62.90 |
|
There is only one chemically distinct structure:
Found 
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