Found 3 records.
Displayed records from 1 to 3
Expand all records
Collapse all records
Show all as text (SweetDB notation)
Show all graphically (SNFG notation)
Zhang M, Li X, Yang W, Rao C, Xia Y, Wang S, Mao X, Li Q, Yan J
Structural characterization of a novel pentasaccharide repeating unit from Burkholderia pseudomallei strain BPC006 and its role in diagnosis and immunogenicity
Journal of Pharmaceutical and Biomedical Analysis 205 (2021)
114340
Burkholderia pseudomallei BPC006
(NCBI TaxID 1229785,
species name lookup)
Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Burkholderia pseudomallei [ICD11:
XN3LD 
]
The structure was elucidated in this paperNCBI PubMed ID: 34474230Publication DOI: 10.1016/j.jpba.2021.114340Journal NLM ID: 8309336Publisher: London: Elsevier
Correspondence: (J. Yan <zijie1011
yeah.net>
Institutions: Department of Clinical Microbiology and Immunology, College of Pharmacy and Medical Laboratory, Army Medical University (Third Military Medical University), Chongqing 400038, PR China
Burkholderia pseudomallei causes melioidosis - an infectious disease with high mortality. Its varied clinical manifestations and resistance to many antibiotics make it a potential biothreat agent and calls for a robust diagnostic assay and effective vaccines. Bacterial cell surface polysaccharides are considered a valuable target for diagnostics and as protective antigen candidates. This study characterized the structure of polysaccharides of B. pseudomallei clinical strain from Hainan, China. A novel structural domain [→3-(α-D-Manp-1→3-α-D-Manp)2-2Me-α-L-6dTalp-1→] was identified by chemical analysis, gas chromatography-mass spectrometry (GC-MS), and 1D/2D nuclear magnetic resonance (NMR) spectroscopy. Immunofluorescence and enzyme-linked immunosorbent assay (ELISA) showed that the serum antibodies against the purified polysaccharide antigen could recognize and bind specifically to B. pseudomallei strains. Additionally, the assays revealed cross-reactivity with polysaccharides from different clinical strains. The polysaccharide antigen also exhibited a strong reaction with the sera from melioidosis patients. Thus, the pentasaccharide repeating unit residue could be a potential candidate antigen for the melioidosis serodiagnosis and vaccine development.
polysaccharide, Burkholderia pseudomallei, Structural characterization, immunological characteristics
Structure type: structural motif or average structure
Location inside paper: abstract, p. 114340-6, table 3, BPC006-BPPI-b1 fraction
Trivial name: antigen epitope
Compound class: surface polysaccharide
Contained glycoepitopes: IEDB_115576,IEDB_130701,IEDB_140116,IEDB_144983,IEDB_152206,IEDB_164174,IEDB_76933,IEDB_983930,SB_197,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, NMR-2D, methylation, GC-MS, ELISA, anion-exchange chromatography, composition analysis, GPC, UV, extraction, statistical analysis, immunization, immunofluorescence analyses
Comments, role: NMR temperature was not specified. Possible error in the NMR assignment (Table 1): the same subspectrum is attributed to multiple aDManp residues in different structural surrounding.
Related record ID(s): 10445, 10446, 10447
NCBI Taxonomy refs (TaxIDs): 1229785
Show glycosyltransferases
NMR conditions: in D2O
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3 aDManp
2 Me 55.46
aL6dTalp 100.39 76.69 72.92 68.44 70.48 14.29
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3 aDManp
2 Me 3.35
aL6dTalp 5.23 3.68 4.08 4.09 4.30 1.18
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3 aDManp
2 Me 55.46/3.35
aL6dTalp 100.39/5.23 76.69/3.68 72.92/4.08 68.44/4.09 70.48/4.30 14.29/1.18
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3 | aDManp | |
| 2 | Me | 3.35 | |
| | aL6dTalp | 5.23 | 3.68 | 4.08 | 4.09 | 4.30 | 1.18 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3 | aDManp | |
| 2 | Me | 55.46 | |
| | aL6dTalp | 100.39 | 76.69 | 72.92 | 68.44 | 70.48 | 14.29 |
|
There is only one chemically distinct structure:
Expand this record
Collapse this record
Frame NW, Allas MJ, Pequegnat B, Vinogradov E, Liao VC, Al-Abdul-Wahid S, Arroyo L, Allen-Vercoe E, Lowary TL, Monteiro MA
Structure and synthesis of a vaccine and diagnostic target for Enterocloster bolteae, an autism-associated gut pathogen - Part II
Carbohydrate Research 526 (2023)
108805
Enterocloster bolteae 16351
(previously named: Clostridium bolteae 16351)
(Ancestor NCBI TaxID 208479,
species name lookup)
Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: diarrhea [ICD11:
ME05.1 , ICD11:
SA55 ];
autism spectrum disorder (ASD) [ICD11:
6A02 ]
The structure was elucidated in this paperNCBI PubMed ID: 37023666Publication DOI: 10.1016/j.carres.2023.108805Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: T.L. Lowary <tlowary
gate.sinica.edu.tw>; M.A. Monteiro <monteiro
uoguelph.ca>
Institutions: Department of Chemistry, University of Guelph, Guelph, ON, N1G 2W1, Canada, Department of Chemistry, University of Alberta, Edmonton, AB, T6G 2G2, Canada, Institute of Biological Chemistry, Academia Sinica, Nangang, Taipei, 11529, Taiwan, National Research Council Canada, Ottawa, ON, N1A 0R6, Canada, NMR Centre, University of Guelph, Guelph, ON, N1G 2W1, Canada, Department of Clinical Studies, University of Guelph, N1G 2W1, Guelph, ON, Canada, Department of Microbiology, University of Guelph, N1G 2W1, Guelph, ON, Canada, Institute of Biochemical Sciences, National Taiwan University, Taipei, 106, Taiwan
Enterocloster bolteae (formerly known as Clostridium bolteae) is a gastro-intestinal pathogenic bacterium often detected in the fecal microbiome of children in the autism spectrum. E. bolteae excretes metabolites that are thought to act as neurotoxins. This study is an update of our first E. bolteae investigation that discovered an immunogenic polysaccharide. Through a combination of chemical derivatizations/degradations, spectrometry and spectroscopy techniques, a polysaccharide composed of disaccharide repeating blocks comprised of 3-linked β-d-ribofuranose and 4-linked α-l-rhamnopyranose, [→3)-β-D-Ribf-(1→4)-α-L-Rhap-(1→]n, was identified. To confirm the structure, and to provide material for subsequent investigations, the chemical synthesis of a corresponding linker-equipped tetrasaccharide, β-D-Ribf-(1→4)-α-L-Rhap-(1→3)-β-D-Ribf-(1→4)-α-L-Rhap-(1→O(CH2)8N3, is also described. Research tools based on this immunogenic glycan structure can form the foundation for serotype classification, diagnostic/vaccine targets and clinical studies into the hypothesized role of E. bolteae in the onset/augmentation of autism related conditions in children.
polysaccharide, diarrhea, microbiome, Clostridium bolteae, autism, Enterocloster bolteae
Structure type: polymer chemical repeating unit
Location inside paper: table 1, abstract, p. 108805-10
Compound class: surface polysaccharide
Methods: 13C NMR, 1H NMR, NMR-2D, methylation, GC-MS, sugar analysis, TLC, chemical synthesis, HPLC, glycosylation, optical rotation measurement, HR-ESI-MS
Related record ID(s): 22384
NCBI Taxonomy refs (TaxIDs): 208479
Show glycosyltransferases
NMR conditions: in D2O at 293 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4 bDRibf 109.6 75.4 78.5 82.1 63.8
aLRhap 102.1 71.7 71.4 80.5 69.0 18.2
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4 bDRibf 5.29 4.22 4.11 4.12 3.69-3.80
aLRhap 4.89 3.97 3.90 3.53 3.92 1.33
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4 bDRibf 109.6/5.29 75.4/4.22 78.5/4.11 82.1/4.12 63.8/3.69-3.80
aLRhap 102.1/4.89 71.7/3.97 71.4/3.90 80.5/3.53 69.0/3.92 18.2/1.33
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 4 | bDRibf | 5.29 | 4.22 | 4.11 | 4.12 | 3.69
3.80 | |
| | aLRhap | 4.89 | 3.97 | 3.90 | 3.53 | 3.92 | 1.33 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 4 | bDRibf | 109.6 | 75.4 | 78.5 | 82.1 | 63.8 | |
| | aLRhap | 102.1 | 71.7 | 71.4 | 80.5 | 69.0 | 18.2 |
|
There is only one chemically distinct structure:
Expand this record
Collapse this record
Frame NW, Allas MJ, Pequegnat B, Vinogradov E, Liao VC, Al-Abdul-Wahid S, Arroyo L, Allen-Vercoe E, Lowary TL, Monteiro MA
Structure and synthesis of a vaccine and diagnostic target for Enterocloster bolteae, an autism-associated gut pathogen - Part II
Carbohydrate Research 526 (2023)
108805
|
b-D-Ribf-(1-4)-a-L-Rhap-(1-3)-b-D-Ribf-(1-4)-a-L-Rhap-(1--/(CH2)8N3, 8-azidooctyl/ |
Show graphically |
Enterocloster bolteae 16351
(previously named: Clostridium bolteae 16351)
(Ancestor NCBI TaxID 208479,
species name lookup)
Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: diarrhea [ICD11:
ME05.1 , ICD11:
SA55 ];
autism spectrum disorder (ASD) [ICD11:
6A02 ]
The structure was elucidated in this paperNCBI PubMed ID: 37023666Publication DOI: 10.1016/j.carres.2023.108805Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: T.L. Lowary <tlowary
gate.sinica.edu.tw>; M.A. Monteiro <monteiro
uoguelph.ca>
Institutions: Department of Chemistry, University of Guelph, Guelph, ON, N1G 2W1, Canada, Department of Chemistry, University of Alberta, Edmonton, AB, T6G 2G2, Canada, Institute of Biological Chemistry, Academia Sinica, Nangang, Taipei, 11529, Taiwan, National Research Council Canada, Ottawa, ON, N1A 0R6, Canada, NMR Centre, University of Guelph, Guelph, ON, N1G 2W1, Canada, Department of Clinical Studies, University of Guelph, N1G 2W1, Guelph, ON, Canada, Department of Microbiology, University of Guelph, N1G 2W1, Guelph, ON, Canada, Institute of Biochemical Sciences, National Taiwan University, Taipei, 106, Taiwan
Enterocloster bolteae (formerly known as Clostridium bolteae) is a gastro-intestinal pathogenic bacterium often detected in the fecal microbiome of children in the autism spectrum. E. bolteae excretes metabolites that are thought to act as neurotoxins. This study is an update of our first E. bolteae investigation that discovered an immunogenic polysaccharide. Through a combination of chemical derivatizations/degradations, spectrometry and spectroscopy techniques, a polysaccharide composed of disaccharide repeating blocks comprised of 3-linked β-d-ribofuranose and 4-linked α-l-rhamnopyranose, [→3)-β-D-Ribf-(1→4)-α-L-Rhap-(1→]n, was identified. To confirm the structure, and to provide material for subsequent investigations, the chemical synthesis of a corresponding linker-equipped tetrasaccharide, β-D-Ribf-(1→4)-α-L-Rhap-(1→3)-β-D-Ribf-(1→4)-α-L-Rhap-(1→O(CH2)8N3, is also described. Research tools based on this immunogenic glycan structure can form the foundation for serotype classification, diagnostic/vaccine targets and clinical studies into the hypothesized role of E. bolteae in the onset/augmentation of autism related conditions in children.
polysaccharide, diarrhea, microbiome, Clostridium bolteae, autism, Enterocloster bolteae
Structure type: oligomer ; 750.3266 [M+Na]+
Location inside paper: table 1, abstract, p. 108805-9, Fig. 5, structure 3
Aglycon: (CH2)8N3, 8-azidooctyl
Trivial name: synthetic tetrasaccharide
Compound class: surface polysaccharide
Methods: 13C NMR, 1H NMR, NMR-2D, methylation, GC-MS, sugar analysis, TLC, chemical synthesis, HPLC, glycosylation, optical rotation measurement, HR-ESI-MS
Synthetic data: chemical
Related record ID(s): 22229
NCBI Taxonomy refs (TaxIDs): 208479
Show glycosyltransferases
NMR conditions: in D2O at 293 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,3,4 bDRibf 109.4 76.0 71.8 83.8 63.9
4,3 aLRhap 100.9-102.1 71.7-71.8 71.4-71.7 80.5-80.8 68.2 18.3
4 bDRibf 109.7 75.4 78.5 82.0 63.9
aLRhap 100.9-102.1 71.7-71.8 71.4-71.7 80.5-80.8 68.2 18.3
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4,3,4 bDRibf 5.31 4.15 4.17 4.03 3.72-3.82
4,3 aLRhap 4.80-4.90 3.91-3.99 3.83-3.92 3.55 3.76-3.95 1.33-1.34
4 bDRibf 5.31 4.23 4.13 4.13 3.72
aLRhap 4.80-4.90 3.91-3.99 3.83-3.92 3.55 3.76-3.95 1.33-1.34
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4,3,4 bDRibf 109.4/5.31 76.0/4.15 71.8/4.17 83.8/4.03 63.9/3.72-3.82
4,3 aLRhap 100.9-102.1/4.80-4.90 71.7-71.8/3.91-3.99 71.4-71.7/3.83-3.92 80.5-80.8/3.55 68.2/3.76-3.95 18.3/1.33-1.34
4 bDRibf 109.7/5.31 75.4/4.23 78.5/4.13 82.0/4.13 63.9/3.72
aLRhap 100.9-102.1/4.80-4.90 71.7-71.8/3.91-3.99 71.4-71.7/3.83-3.92 80.5-80.8/3.55 68.2/3.76-3.95 18.3/1.33-1.34
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 4,3,4 | bDRibf | 5.31 | 4.15 | 4.17 | 4.03 | 3.72
3.82 | |
| 4,3 | aLRhap | 4.80
4.90 | 3.91
3.99 | 3.83
3.92 | 3.55 | 3.76
3.95 | 1.33
1.34 |
| 4 | bDRibf | 5.31 | 4.23 | 4.13 | 4.13 | 3.72 | |
| | aLRhap | 4.80
4.90 | 3.91
3.99 | 3.83
3.92 | 3.55 | 3.76
3.95 | 1.33
1.34 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 4,3,4 | bDRibf | 109.4 | 76.0 | 71.8 | 83.8 | 63.9 | |
| 4,3 | aLRhap | 100.9
102.1 | 71.7
71.8 | 71.4
71.7 | 80.5
80.8 | 68.2 | 18.3 |
| 4 | bDRibf | 109.7 | 75.4 | 78.5 | 82.0 | 63.9 | |
| | aLRhap | 100.9
102.1 | 71.7
71.8 | 71.4
71.7 | 80.5
80.8 | 68.2 | 18.3 |
|
There is only one chemically distinct structure:
Expand this record
Collapse this record
Total list of record IDs on all result pages of the current query:
Execution: 9 sec
report error