Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Campylobacter jejuni [ICD11:
XN4Q5 
]
The structure was elucidated in this paperNCBI PubMed ID: 17675288Publication DOI: 10.1074/jbc.M704413200Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: harold.jarrell
nrc-cnrc.gc.ca; christine.szymanski
nrc-cnrc.gc.ca
Institutions: Molecular Pathogenesis, National Research Council of Canada, Ottawa, Ontario K1A 0R6
In this study we investigated the commonality and biosynthesis of the O-methyl phosphoramidate (MeOPN) group found on the capsular polysaccharide (CPS) of Campylobacter jejuni. High resolution magic angle spinning NMR spectroscopy was used as a rapid, high throughput means to examine multiple isolates, analyse the cecal contents of colonized chickens and to screen a library of CPS mutants for the presence of MeOPN. Sixty-eight percent of C. jejuni strains were found to express the MeOPN with a high prevalence among isolates from enteritis, Guillain Barre and Miller-Fisher syndrome patients. In contrast, MeOPN was not observed for any of the Campylobacter coli strains examined. The MeOPN was detected on C. jejuni retrieved from cecal contents of colonized chickens demonstrating that the modification is expressed by bacteria inhabiting the avian gastrointestinal tract. In C. jejuni 11168H, the cj1
biosynthesis, capsular polysaccharide, Campylobacter, Campylobacter jejuni, NMR spectroscopy, capsule, Campylobacter coli
Structure type: polymer chemical repeating unit
Location inside paper: p.28568, fig.1, Table 2
Compound class: CPS
Contained glycoepitopes: IEDB_115136,IEDB_120354,IEDB_137473,IEDB_140630,IEDB_149136
Methods: 13C NMR, 1H NMR, 31P NMR, NMR-1D, genetic methods, biochemical methods, CE-ESI-MS, HR-MAS NMR
Biosynthesis and genetic data: genetic data, biochemical data
3D data: molecular modeling
Related record ID(s): 21871, 21872, 21873
NCBI Taxonomy refs (TaxIDs): 197
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7
4,5 bDRibf 106.1 81.1 70.7 84.0 62.9
4,2 Ac 175.1 23.0
4,3 %Subst 54.6
4 bDGalfN 105.1 61.6 78.8 81.7 78.5 61.8
3,3 Me 60.7
3,4 %Subst 54.6
3,6 Me 59.3
3 bXDLglcHepp 97.9 71.8 82.2 74.6 70.8 78.2 62.8
aDGlcpA 98.8 73.2 73.2 76.2 72.5 171.3
6 xDGroN 61.2 53.9 61.2
6 xXEtN 42.5 60.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7
4,5 bDRibf 5.36 4.19 4.32 4.13 3.72-3.89
4,2 Ac - 2.05
4,3 %Subst 3.77-3.78
4 bDGalfN 5.08 4.28 4.93 4.33 3.86 3.75-3.89
3,3 Me 3.61
3,4 %Subst 3.77-3.78
3,6 Me 3.55
3 bXDLglcHepp 5.58 3.64 3.64 4.33 4.43 3.78 3.88
aDGlcpA 5.12 3.94 4.08 3.93 4.33 -
6 xDGroN 3.66-3.73 4.05 3.66-3.73
6 xXEtN 3.22-3.54 3.69
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7
4,5 bDRibf 106.1/5.36 81.1/4.19 70.7/4.32 84.0/4.13 62.9/3.72-3.89
4,2 Ac 23.0/2.05
4,3 %Subst 54.6/3.77-3.78
4 bDGalfN 105.1/5.08 61.6/4.28 78.8/4.93 81.7/4.33 78.5/3.86 61.8/3.75-3.89
3,3 Me 60.7/3.61
3,4 %Subst 54.6/3.77-3.78
3,6 Me 59.3/3.55
3 bXDLglcHepp 97.9/5.58 71.8/3.64 82.2/3.64 74.6/4.33 70.8/4.43 78.2/3.78 62.8/3.88
aDGlcpA 98.8/5.12 73.2/3.94 73.2/4.08 76.2/3.93 72.5/4.33
6 xDGroN 61.2/3.66-3.73 53.9/4.05 61.2/3.66-3.73
6 xXEtN 42.5/3.22-3.54 60.4/3.69
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 |
|---|
| 4,5 | bDRibf | 5.36 | 4.19 | 4.32 | 4.13 | 3.72
3.89 | |
| 4,2 | Ac |
| 2.05 | |
| 4,3 | %Subst | 3.77
3.78 | |
| 4 | bDGalfN | 5.08 | 4.28 | 4.93 | 4.33 | 3.86 | 3.75
3.89 | |
| 3,3 | Me | 3.61 | |
| 3,4 | %Subst | 3.77
3.78 | |
| 3,6 | Me | 3.55 | |
| 3 | bXDLglcHepp | 5.58 | 3.64 | 3.64 | 4.33 | 4.43 | 3.78 | 3.88 |
| | aDGlcpA | 5.12 | 3.94 | 4.08 | 3.93 | 4.33 |
| |
| 6 | xDGroN | 3.66
3.73 | 4.05 | 3.66
3.73 | |
| 6 | xXEtN | 3.22
3.54 | 3.69 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 |
|---|
| 4,5 | bDRibf | 106.1 | 81.1 | 70.7 | 84.0 | 62.9 | |
| 4,2 | Ac | 175.1 | 23.0 | |
| 4,3 | %Subst | 54.6 | |
| 4 | bDGalfN | 105.1 | 61.6 | 78.8 | 81.7 | 78.5 | 61.8 | |
| 3,3 | Me | 60.7 | |
| 3,4 | %Subst | 54.6 | |
| 3,6 | Me | 59.3 | |
| 3 | bXDLglcHepp | 97.9 | 71.8 | 82.2 | 74.6 | 70.8 | 78.2 | 62.8 |
| | aDGlcpA | 98.8 | 73.2 | 73.2 | 76.2 | 72.5 | 171.3 | |
| 6 | xDGroN | 61.2 | 53.9 | 61.2 | |
| 6 | xXEtN | 42.5 | 60.4 | |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
