Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Bordetella [ICD11:
XN9W3 
];
infection due to Bordetella pertussis [ICD11:
XN23B ]
The structure was elucidated in this paperNCBI PubMed ID: 32899371Publication DOI: 10.3390/ijms21176433Journal NLM ID: 101092791Publisher: Basel, Switzerland: MDPI
Correspondence: tomasz.niedziela
iitd.pan.wroc.pl
Institutions: Hirszfeld Institute of Immunology and Experimental Therapy, 53-114 Wroclaw, Poland
Whooping cough is a highly contagious disease caused predominantly by Bordetella pertussis, but it also comprises of a pertussis-like illness caused by B. holmesii. The virulence factors of B. holmesii and their role in the pathogenesis remain unknown. Lipopolysaccharide is the main surface antigen of all Bordetellae. Data on the structural features of the lipopolysaccharide (LPS) of B. holmesii are scarce. The poly- and oligosaccharide components released by mild acidic hydrolysis of the LPS were separated and investigated by 1H and 13C NMR spectroscopy, mass spectrometry, and chemical methods. The structures of the O-specific polysaccharide and the core oligosaccharide of B. holmesii ATCC 51541 have been identified for the first time. The novel pentasaccharide repeating unit of the B. holmesii O-specific polysaccharide has the following structure: {→2)-α-L-Rhap-(1→6)-α-D-Glcp-(1→4)-[β-D-GlcpNAc-(1→3]-α-D-Galp-(1→3)-α-D-GlcpNAc-(1→}n. The SDS-PAGE and serological cross-reactivities of the B. holmesii LPS suggested the similarity between the core oligosaccharides of B. holmesii ATCC 51541 and B. pertussis strain 606. The main oligosaccharide fraction contained a nonasaccharide. The comparative analysis of the NMR spectra of B. holmesii core oligosaccharide fraction with this of the B. pertussis strain 606 indicated that the investigated core oligosaccharides were identical.
Lipopolysaccharide, core, O-antigen, NMR spectroscopy, Bordetella pertussis, pertussis, Bordetella holmesii, Whooping Cough
Structure type: oligomer
Location inside paper: Fig.10, table 3
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_115136,IEDB_120354,IEDB_123890,IEDB_130650,IEDB_137777,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140630,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_2189047,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, gel filtration, NMR-2D, GC-MS, SDS-PAGE, sugar analysis, mild acid hydrolysis, MALDI-TOF MS, serological methods, HF treatment
Related record ID(s): 32216
NCBI Taxonomy refs (TaxIDs): 1247649,
520Reference(s) to other database(s): GTC:G75140DD
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7
5,3,2 aDGlcpA 101.2 72.1 71.6 72.2 73.9 176.7
5,3,7 aDGlcpN 96.0 54.1 69.8 69.4 72.2 60.2
5,3 aXLDmanHepp 99.7 79.8 70.4 66.5 72.1 67.9 70.3
5,4,4,4 aXLDmanHepp 101.2 70.1 70.5 65.9 72.5 68.5 62.7
5,4,4 aDGlcpN 97.3 54.5 70.3 74.9 71.9 60.5
5,4,6 aDGalpNA 94.4 50.5 66.7 69.7 72.3 175.1
5,4 bDGlcp 101.4 73.4 76.4 79.0 73.0 67.3
5 aXLDmanHepp 97.8 73.3 76.7 71.7 71.4 68.9 62.7
4,0,0 xXEtN 62.2 40.0
4,0 P
4 P
aXKdop
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7
5,3,2 aDGlcpA 4.95 3.52 3.67 3.38 4.01 -
5,3,7 aDGlcpN 5.12 3.28 3.86 3.44 3.70 3.72-3.78
5,3 aXLDmanHepp 5.39 3.85 3.91 3.84 3.45 4.17 3.70
5,4,4,4 aXLDmanHepp 5.27 3.96 3.74 3.81 3.54 3.94 3.62
5,4,4 aDGlcpN 5.48 3.33 3.94 3.63 3.74 3.73-3.78
5,4,6 aDGalpNA 5.17 3.47 4.04 4.16 4.33 -
5,4 bDGlcp 4.40 3.27 3.55 3.44 3.66 3.76-3.89
5 aXLDmanHepp 5.07 3.90 3.84 4.23 3.53 3.93 3.65-3.67
4,0,0 xXEtN 4.07 3.17
4,0 P
4 P
aXKdop
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7
5,3,2 aDGlcpA 101.2/4.95 72.1/3.52 71.6/3.67 72.2/3.38 73.9/4.01
5,3,7 aDGlcpN 96.0/5.12 54.1/3.28 69.8/3.86 69.4/3.44 72.2/3.70 60.2/3.72-3.78
5,3 aXLDmanHepp 99.7/5.39 79.8/3.85 70.4/3.91 66.5/3.84 72.1/3.45 67.9/4.17 70.3/3.70
5,4,4,4 aXLDmanHepp 101.2/5.27 70.1/3.96 70.5/3.74 65.9/3.81 72.5/3.54 68.5/3.94 62.7/3.62
5,4,4 aDGlcpN 97.3/5.48 54.5/3.33 70.3/3.94 74.9/3.63 71.9/3.74 60.5/3.73-3.78
5,4,6 aDGalpNA 94.4/5.17 50.5/3.47 66.7/4.04 69.7/4.16 72.3/4.33
5,4 bDGlcp 101.4/4.40 73.4/3.27 76.4/3.55 79.0/3.44 73.0/3.66 67.3/3.76-3.89
5 aXLDmanHepp 97.8/5.07 73.3/3.90 76.7/3.84 71.7/4.23 71.4/3.53 68.9/3.93 62.7/3.65-3.67
4,0,0 xXEtN 62.2/4.07 40.0/3.17
4,0 P
4 P
aXKdop
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 |
|---|
| 5,3,2 | aDGlcpA | 4.95 | 3.52 | 3.67 | 3.38 | 4.01 |
| |
| 5,3,7 | aDGlcpN | 5.12 | 3.28 | 3.86 | 3.44 | 3.70 | 3.72
3.78 | |
| 5,3 | aXLDmanHepp | 5.39 | 3.85 | 3.91 | 3.84 | 3.45 | 4.17 | 3.70 |
| 5,4,4,4 | aXLDmanHepp | 5.27 | 3.96 | 3.74 | 3.81 | 3.54 | 3.94 | 3.62 |
| 5,4,4 | aDGlcpN | 5.48 | 3.33 | 3.94 | 3.63 | 3.74 | 3.73
3.78 | |
| 5,4,6 | aDGalpNA | 5.17 | 3.47 | 4.04 | 4.16 | 4.33 |
| |
| 5,4 | bDGlcp | 4.40 | 3.27 | 3.55 | 3.44 | 3.66 | 3.76
3.89 | |
| 5 | aXLDmanHepp | 5.07 | 3.90 | 3.84 | 4.23 | 3.53 | 3.93 | 3.65
3.67 |
| 4,0,0 | xXEtN | 4.07 | 3.17 | |
| 4,0 | P | |
| 4 | P | |
| | aXKdop | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 |
|---|
| 5,3,2 | aDGlcpA | 101.2 | 72.1 | 71.6 | 72.2 | 73.9 | 176.7 | |
| 5,3,7 | aDGlcpN | 96.0 | 54.1 | 69.8 | 69.4 | 72.2 | 60.2 | |
| 5,3 | aXLDmanHepp | 99.7 | 79.8 | 70.4 | 66.5 | 72.1 | 67.9 | 70.3 |
| 5,4,4,4 | aXLDmanHepp | 101.2 | 70.1 | 70.5 | 65.9 | 72.5 | 68.5 | 62.7 |
| 5,4,4 | aDGlcpN | 97.3 | 54.5 | 70.3 | 74.9 | 71.9 | 60.5 | |
| 5,4,6 | aDGalpNA | 94.4 | 50.5 | 66.7 | 69.7 | 72.3 | 175.1 | |
| 5,4 | bDGlcp | 101.4 | 73.4 | 76.4 | 79.0 | 73.0 | 67.3 | |
| 5 | aXLDmanHepp | 97.8 | 73.3 | 76.7 | 71.7 | 71.4 | 68.9 | 62.7 |
| 4,0,0 | xXEtN | 62.2 | 40.0 | |
| 4,0 | P | |
| 4 | P | |
| | aXKdop | |
|
There is only one chemically distinct structure:
report error
Found 1 record.
Displayed record 1
