Found 31 structures.
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1. Compound ID: 521
Structure type: oligomer
Trivial name: core-lipid A backbone
Contained glycoepitopes: IEDB_2189046
The structure is contained in the following publication(s):
- Article ID: 170
Vinogradov E, Radziejewska-Lebrecht J, Kaca W "The structure of the carbohydrate backbone of core-lipid A region of the lipopolysaccharide from Proteus mirabilis wild-type strain S1959 (serotype O3) and its Ra mutant R110/1959" -
European Journal of Biochemistry 267 (2000) 262-269
The following structure of core-lipid A region of the lipopolysaccharide (LPS) from Proteus mirabilis strain 1959 (serotype O3) and its rough mutant Rl 10/1959 (Proteus type II core) was determined using NMR and chemical analysis of the core oligosaccharide, obtained by mild acid hydrolysis of LPS, and of the products of alkaline deacylation of the LPS: [formula: see text]. Incomplete substitutions are indicated by italics. All sugars are in pyranose form, a-Hep is the residue L-glycero-a-D-manno-Hep, a-DD-Hep is the residue D-gfycero-a-D-manno-Hep. The differences with the previously reported structures are discussed.
Lipopolysaccharide, structure, strain, serotype, Proteus, Proteus mirabilis, structural analysis, region, core-lipid A region
NCBI PubMed ID: 10601875Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: evv@crc.dk
Institutions: Department of Chemistry, Carlsberg Laboratory, Copenhagen, Denmark, Department of Microbiology, University of Silesia, Katowice, Poland, Center of Microbiology and Virology, Polish Academy of Science, Lodz, Poland
Methods: NMR-2D, NMR, ESI-MS, mild acid hydrolysis, deamination, de-N-O-acetylation
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2. Compound ID: 573
Structure type: oligomer
; 526.2 [M-1]-
C20H33NO15
Trivial name: core-lipid A region
Contained glycoepitopes: IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_151531,IEDB_190606,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 173
Vinogradov E, Cedzynski M, Rozalski A, Ziolkowski A, Swierzko A "The structure of the carbohydrate backbone of the core-lipid A region of the lipopolysaccharide from Proteus vulgaris serotype O25" -
Carbohydrate Research 328(4) (2000) 533-538
The following structure of the lipid A-core region of the lipopolysaccharide (LPS) from Proteus vulgaris serotype O25 was determined by using NMR and chemical analysis of the core oligosaccharide, obtained by mild acid hydrolysis of LPS, of the products of alkaline deacylation of the LPS, and of the products of LPS deamination: [structure: see text] Terminal residues of β-GlcNAc and β-Kdo (indicated by bold italics) are present alternatively in approximately 3:2 amount, leaving no unsubstituted β-Gal. All sugars are in the pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DDHep is the residue of D-glycero-α-D-manno-Hep.
Lipopolysaccharide, LPS, structure, core, serotype, carbohydrate, Proteus, Proteus mirabilis, Proteus penneri, region, backbone, Proteus vulgaris
NCBI PubMed ID: 11093709Publication DOI: 10.1016/S0008-6215(00)00134-8Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, 100 Sussex Drive, Ottawa, Ont., Canada K 1A 0R 6, Microbiology and Virology Centre, Polish Academy of Science, Lodowa 106, PL- 93232 Lodz, Poland, Institute of Microbiology and Immunology, University of Lodz, Banacha 12: 16, PL- 90234 Lodz, Poland
Methods: NMR-2D, NMR, chemical methods
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3. Compound ID: 574
Structure type: oligomer
; 561.1 [M-1]-
C20H34O18
Trivial name: core-lipid A region
Contained glycoepitopes: IEDB_136044,IEDB_137472,IEDB_141794,IEDB_190606,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 173
Vinogradov E, Cedzynski M, Rozalski A, Ziolkowski A, Swierzko A "The structure of the carbohydrate backbone of the core-lipid A region of the lipopolysaccharide from Proteus vulgaris serotype O25" -
Carbohydrate Research 328(4) (2000) 533-538
The following structure of the lipid A-core region of the lipopolysaccharide (LPS) from Proteus vulgaris serotype O25 was determined by using NMR and chemical analysis of the core oligosaccharide, obtained by mild acid hydrolysis of LPS, of the products of alkaline deacylation of the LPS, and of the products of LPS deamination: [structure: see text] Terminal residues of β-GlcNAc and β-Kdo (indicated by bold italics) are present alternatively in approximately 3:2 amount, leaving no unsubstituted β-Gal. All sugars are in the pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DDHep is the residue of D-glycero-α-D-manno-Hep.
Lipopolysaccharide, LPS, structure, core, serotype, carbohydrate, Proteus, Proteus mirabilis, Proteus penneri, region, backbone, Proteus vulgaris
NCBI PubMed ID: 11093709Publication DOI: 10.1016/S0008-6215(00)00134-8Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, 100 Sussex Drive, Ottawa, Ont., Canada K 1A 0R 6, Microbiology and Virology Centre, Polish Academy of Science, Lodowa 106, PL- 93232 Lodz, Poland, Institute of Microbiology and Immunology, University of Lodz, Banacha 12: 16, PL- 90234 Lodz, Poland
Methods: NMR-2D, NMR, chemical methods
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4. Compound ID: 590
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_2189047
The structure is contained in the following publication(s):
- Article ID: 176
Vinogradov E, Perry MB "Structural analysis of the core region of the lipopolysaccharides from eight serotypes of Klebsiella pneumoniae" -
Carbohydrate Research 335(4) (2001) 291-296
The core regions of the lipopolysaccharides (LPS) from Klebsiella pneumoniae serotypes O1, O2a, O2a,c, O3, O4, O5, O8, and O12 were analysed using NMR spectroscopy, ESI-MS spectroscopy, and chemical methods. All the LPSs had similar core structures, as shown below, differing only in the number and position of β-D-galacturonic acid substituents:where P is H or α-Hep, J, K is H or β-GalA. LPS from all serotypes contained varying proportions of structures having additional or missing phosphate substituents. The core from serotype O1 contained a minor amount of a previously described variant with α- DD-Hep-(1→2)-α-DD-Hep-(1→6)-α-GlcN-(1→ replacing the α-Hep-(1→4)-α-Kdo-(2→6)-α-GlcN-(1→ component.
Lipopolysaccharide, NMR, lipopolysaccharides, LPS, structure, core, structural, serotype, analysis, Research, acid, phosphate, NMR spectroscopy, biological, Klebsiella, structural analysis, chemical, core region, region, position, spectroscopy, method, Serotypes, component, ESI MS, ESI-MS, Klebsiella pneumoniae, methods, variant
NCBI PubMed ID: 11595223Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, 100 Sussex Drive, Ont., K1A 0R6, Ottawa, Canada
Methods: NMR-2D, NMR, ESI-MS, chemical methods
- Article ID: 179
Vinogradov E, Cedzynski M, Ziolkowski A, Swierzko A "The structure of the core region of the lipopolysaccharide from Klebsiella pneumoniae O3. 3-Deoxy-a-D-manno-octulosonic acid (a-Kdo) residue in the outer part of the core, a common structural element of Klebsiella pneumoniae O1, O2, O3, O4, O5, O8, and O12 lipopolysaccharides" -
European Journal of Biochemistry 268(6) (2001) 1722-1729
The structure of lipid A-core region of the lipopolysaccharide (LPS) from Klebsiella pneumoniae serotype O3 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of the LPS: [carbohydrate structure see text] where P is H or α-Hep; J is H or β-GalA; R is H or P (in the deacylated oligosaccharides).Screening of the LPS from K. pneumoniae O1, O2, O4, O5, O8, and O12 using deamination showed that they also contain α-Hep-(1→4)-α-Kdo-(2→6)-GlcN and α-Kdo-(2→6)-GlcN fragments
Lipopolysaccharide, NMR, lipopolysaccharides, LPS, oligosaccharide, structure, common, core, chemistry, microbiology, structural, Support, Non-U.S.Gov't, serotype, analysis, Research, acid, Kdo, lipid, Oligosaccharides, Carbohydrate Sequence, Molecular Sequence Data, hydrolysis, biological, Klebsiella, chemical, sugar, core region, region, Magnetic Resonance Spectroscopy, alkaline, fragment, Klebsiella pneumoniae, deacylated, deacylation, deamination, mass fragmentography, MS, Sugar Acids, virology
NCBI PubMed ID: 11248692Publication DOI: 10.1046/j.1432-1327.2001.02047.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Microbiology and Virology Centre, Polish Academy of Science, Lodowa, Lodz, Poland
Methods: NMR-2D, NMR, chemical analysis, MS
- Article ID: 183
Vinogradov E, Frirdich E, MacLean LL, Perry MB, Petersen BO, Duus JO, Whitfield C "Structures of lipopolysaccharides from Klebsiella pneumoniae. Eluicidation of the structure of the linkage region between core and polysaccharide O chain and identification of the residues at the non- reducing termini of the O chains" -
Journal of Biological Chemistry 277(28) (2002) 25070-25081
Deamination of LPSs from Klebsiella pneumoniae released O-chain polysaccharides together with a fragment of the core oligosaccharide. The structures of the products from serotypes O1, O2a, O2a,c, O3, O4, O5, and O12 were determined by NMR spectroscopy and chemical methods, identifying the linkage region between the O antigens and the core as well as novel residues at the non-reducing ends of the polysaccharides. All serotypes had an identical linkage between the O chain and core.
lipopolysaccharides, oligosaccharide, structure, core oligosaccharide, NMR spectroscopy, O-antigens, linkage, region, O-chain, Klebsiella pneumoniae, reducing
NCBI PubMed ID: 11986326Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario K1A 0R6, Canada, Department of Microbiology, University of Guelph, Guelph, Ontario N1G 2W1, Canada, Carlsberg Laboratory, Department of Chemistry, Gamle Carlsberg Vej 10, DK-2500 Valby, Copenhagen, Denmark
Methods: NMR-2D, NMR, serological methods, genetic methods
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5. Compound ID: 591
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650
The structure is contained in the following publication(s):
- Article ID: 176
Vinogradov E, Perry MB "Structural analysis of the core region of the lipopolysaccharides from eight serotypes of Klebsiella pneumoniae" -
Carbohydrate Research 335(4) (2001) 291-296
The core regions of the lipopolysaccharides (LPS) from Klebsiella pneumoniae serotypes O1, O2a, O2a,c, O3, O4, O5, O8, and O12 were analysed using NMR spectroscopy, ESI-MS spectroscopy, and chemical methods. All the LPSs had similar core structures, as shown below, differing only in the number and position of β-D-galacturonic acid substituents:where P is H or α-Hep, J, K is H or β-GalA. LPS from all serotypes contained varying proportions of structures having additional or missing phosphate substituents. The core from serotype O1 contained a minor amount of a previously described variant with α- DD-Hep-(1→2)-α-DD-Hep-(1→6)-α-GlcN-(1→ replacing the α-Hep-(1→4)-α-Kdo-(2→6)-α-GlcN-(1→ component.
Lipopolysaccharide, NMR, lipopolysaccharides, LPS, structure, core, structural, serotype, analysis, Research, acid, phosphate, NMR spectroscopy, biological, Klebsiella, structural analysis, chemical, core region, region, position, spectroscopy, method, Serotypes, component, ESI MS, ESI-MS, Klebsiella pneumoniae, methods, variant
NCBI PubMed ID: 11595223Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, 100 Sussex Drive, Ont., K1A 0R6, Ottawa, Canada
Methods: NMR-2D, NMR, ESI-MS, chemical methods
- Article ID: 179
Vinogradov E, Cedzynski M, Ziolkowski A, Swierzko A "The structure of the core region of the lipopolysaccharide from Klebsiella pneumoniae O3. 3-Deoxy-a-D-manno-octulosonic acid (a-Kdo) residue in the outer part of the core, a common structural element of Klebsiella pneumoniae O1, O2, O3, O4, O5, O8, and O12 lipopolysaccharides" -
European Journal of Biochemistry 268(6) (2001) 1722-1729
The structure of lipid A-core region of the lipopolysaccharide (LPS) from Klebsiella pneumoniae serotype O3 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of the LPS: [carbohydrate structure see text] where P is H or α-Hep; J is H or β-GalA; R is H or P (in the deacylated oligosaccharides).Screening of the LPS from K. pneumoniae O1, O2, O4, O5, O8, and O12 using deamination showed that they also contain α-Hep-(1→4)-α-Kdo-(2→6)-GlcN and α-Kdo-(2→6)-GlcN fragments
Lipopolysaccharide, NMR, lipopolysaccharides, LPS, oligosaccharide, structure, common, core, chemistry, microbiology, structural, Support, Non-U.S.Gov't, serotype, analysis, Research, acid, Kdo, lipid, Oligosaccharides, Carbohydrate Sequence, Molecular Sequence Data, hydrolysis, biological, Klebsiella, chemical, sugar, core region, region, Magnetic Resonance Spectroscopy, alkaline, fragment, Klebsiella pneumoniae, deacylated, deacylation, deamination, mass fragmentography, MS, Sugar Acids, virology
NCBI PubMed ID: 11248692Publication DOI: 10.1046/j.1432-1327.2001.02047.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Microbiology and Virology Centre, Polish Academy of Science, Lodowa, Lodz, Poland
Methods: NMR-2D, NMR, chemical analysis, MS
- Article ID: 183
Vinogradov E, Frirdich E, MacLean LL, Perry MB, Petersen BO, Duus JO, Whitfield C "Structures of lipopolysaccharides from Klebsiella pneumoniae. Eluicidation of the structure of the linkage region between core and polysaccharide O chain and identification of the residues at the non- reducing termini of the O chains" -
Journal of Biological Chemistry 277(28) (2002) 25070-25081
Deamination of LPSs from Klebsiella pneumoniae released O-chain polysaccharides together with a fragment of the core oligosaccharide. The structures of the products from serotypes O1, O2a, O2a,c, O3, O4, O5, and O12 were determined by NMR spectroscopy and chemical methods, identifying the linkage region between the O antigens and the core as well as novel residues at the non-reducing ends of the polysaccharides. All serotypes had an identical linkage between the O chain and core.
lipopolysaccharides, oligosaccharide, structure, core oligosaccharide, NMR spectroscopy, O-antigens, linkage, region, O-chain, Klebsiella pneumoniae, reducing
NCBI PubMed ID: 11986326Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario K1A 0R6, Canada, Department of Microbiology, University of Guelph, Guelph, Ontario N1G 2W1, Canada, Carlsberg Laboratory, Department of Chemistry, Gamle Carlsberg Vej 10, DK-2500 Valby, Copenhagen, Denmark
Methods: NMR-2D, NMR, serological methods, genetic methods
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6. Compound ID: 664
Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_151531
The structure is contained in the following publication(s):
- Article ID: 184
Vinogradov E, Sidorczyk Z "The structure of the carbohydrate backbone of the rough type lipopolysaccharides from Proteus penneri strains 12, 13, 37 and 44" -
Carbohydrate Research 337(9) (2002) 835-840
The following structure of the lipid A-core backbone of the rough type lipopolysaccharides (LPS) from Proteus penneri strains 12, 13, 37, and 44 was determined using NMR and mass spectroscopy and chemical analysis of the oligosaccharides obtained by mild-acid hydrolysis, alkaline O,N-deacylation, O-deacylation with hydrazine, and deamination of the LPSs:where K=H, R=PxXEtN, R(1)=α-Hep-(1→2)-α-DDHep, and R(2)=α-GalN (strains 12 and 13) or β-GlcNAc-(1→4)-α-GlcN (strains 37 and 44). LPS from each strain contained several structural variants. LPS from strain 12 contained a variant with R(1)=α-DDHep, whereas LPS from strains 13, 37, and 44 contained structures with K=amide of β-GalA with putrescine or spermidine. The phosphate group at O-1 of the α-GlcN residue in the lipid part was partially substituted with Arap4N.
Lipopolysaccharide, lipopolysaccharides, structure, core, strain, carbohydrate, type, Proteus, Proteus penneri, backbone, rough
NCBI PubMed ID: 11996837Publication DOI: 10.1016/S0008-6215(02)00037-XJournal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, 100 Sussex Drive, Ottawa, Ont., Canada K 1A 0R 6, Department of General Microbiology, Institute of Microbiology, Immunology, University of Lodz, 90- 237 Lodz, Banacha 12/ 16, Poland
Methods: NMR-2D, NMR, alkaline de-O-N-acylation, chemical analysis, mild acid hydrolysis, MS, de-O-acylation with hydrazine
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7. Compound ID: 766
|
a-D-Glcp-(1-4)-a-D-GalpNAc-(1-2)-D-gro-a-D-manHepp-(1-6)-D-2,5anhMana |
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Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130648,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_2189046,IEDB_885822,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 201
Vinogradov EV, Sidorczyk Z, Knirel YA "Structure of the core part of the lipopolysaccharides from Proteus penneri strains 7, 8, 14, 15, and 21" -
Carbohydrate Research 337(7) (2002) 643-649
The core-lipid A region of the lipopolysaccharides from Proteus penneri strains 7, 8, 14, 15, and 21 was studied using NMR spectroscopy, ESI MS, and chemical analysis after alkaline deacylation, deamination, and mild-acid hydrolysis of the lipopolysaccharides. The following general structure of the major core oligosaccharides is proposed: [see formula in text], where all sugars are in the pyranose form and have the D configuration unless otherwise stated, Hep and DDHep=L-glycero- and D-glycero-D-manno-heptose, respectively, K=H, and Q=H in strain 8 or α-Glc in strains 7, 14, 15, and 21. In addition, several minor structural variants are present, including those lacking Arap4N in strains 7 and 15 and having the α-GlcN residue N-acylated to a various degree with glycine in strains 7, 8, 14, and 21. In strain 14, there are also core oligosaccharides with K=amide of b-D-GalpA with putrescine, spermidine, or 4-azaheptane-1,7-diamine; remarkably, these structural variants lack either the PxXEtN group or the α-Hep-(1→2)-α-DDHep disaccharide fragment at α-D-GalpA. While structural features of the inner core part are shared by Proteus strains studied earlier, the outermost Q-(1→4)-α-GalNAc-(1→2)-α-DDHep-(1→6)-α-GlcN oligosaccharide unit has not been hitherto reported.
Lipopolysaccharide, lipopolysaccharides, structure, core, strain, Proteus, Proteus penneri
NCBI PubMed ID: 11909598Publication DOI: 10.1016/S0008-6215(02)00024-1Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Institute for Biological Sciences, National Research Council, Ottawa, Canada, Department of General Microbiology, Institute of Microbiology and Immunology, University of Lodz, Lodz, Poland
Methods: NMR-2D, NMR, chemical analysis, ESI-MS
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8. Compound ID: 1397
|
b-D-Galp-(1-4)-b-D-Glcp-(1-6)-+
|
a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-D-2,5anhMana |
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Structure type: oligomer
Trivial name: GBSIII-PS
Contained glycoepitopes: IEDB_136044,IEDB_136794,IEDB_137472,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_190606,IEDB_983931,SB_116,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_39,SB_6,SB_68,SB_7,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 436
Zou W, Laferriere CA, Jennings HJ "Oligosaccharide fragments of the type III group B streptococcal polysaccharide derived from S-pneumoniae type 14 capsular polysaccharide by a chemoenzymatic method" -
Carbohydrate Research 309(3) (1998) 297-301
Partial N-deacetylation fo the GlcNAc residues in S. pneumoniae type 14 capsular polysaccharide (Pn14-PS) backbone was achieved by treatment with base, and the product was subsequently enzymatically sialylated at the 3-O-positions of the terminal galactose residues. The resultant, partially N-deacetylated type III Group B streptococcus capsular polysaccharide (GBSIII-PS) was subjected to nitrous acid deamination, which resulted in the degradation of GBSIII-PS polysaccharide into oligosaccharides containing increasing numbers of the identical repeating units. The oligosaccharides were then separated by passage through a Superdex 30 column and characterized by ESIMS and NMR spectroscopic analysis
Oligosaccharides, capsular polysaccharide, type III group B streptococcus
NCBI PubMed ID: 9742691Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: harry.jnnings@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada K1A 0R6
Methods: 1H NMR, ESI-MS, deamination
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9. Compound ID: 1398
|
b-D-Galp-(1-4)-b-D-Glcp-(1-6)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+
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a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-2,5anhMana |
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Structure type: oligomer
Trivial name: GBSIII-PS
Contained glycoepitopes: IEDB_136044,IEDB_136794,IEDB_137472,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_151531,IEDB_190606,IEDB_983931,SB_116,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_39,SB_6,SB_68,SB_7,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 436
Zou W, Laferriere CA, Jennings HJ "Oligosaccharide fragments of the type III group B streptococcal polysaccharide derived from S-pneumoniae type 14 capsular polysaccharide by a chemoenzymatic method" -
Carbohydrate Research 309(3) (1998) 297-301
Partial N-deacetylation fo the GlcNAc residues in S. pneumoniae type 14 capsular polysaccharide (Pn14-PS) backbone was achieved by treatment with base, and the product was subsequently enzymatically sialylated at the 3-O-positions of the terminal galactose residues. The resultant, partially N-deacetylated type III Group B streptococcus capsular polysaccharide (GBSIII-PS) was subjected to nitrous acid deamination, which resulted in the degradation of GBSIII-PS polysaccharide into oligosaccharides containing increasing numbers of the identical repeating units. The oligosaccharides were then separated by passage through a Superdex 30 column and characterized by ESIMS and NMR spectroscopic analysis
Oligosaccharides, capsular polysaccharide, type III group B streptococcus
NCBI PubMed ID: 9742691Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: harry.jnnings@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada K1A 0R6
Methods: 1H NMR, ESI-MS, deamination
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10. Compound ID: 1399
|
b-D-Galp-(1-4)-b-D-Glcp-(1-6)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+
| | |
a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-D-2,5anhMana |
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Structure type: oligomer
Trivial name: GBSIII-PS
Contained glycoepitopes: IEDB_136044,IEDB_136794,IEDB_137472,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_151531,IEDB_190606,IEDB_983931,SB_116,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_39,SB_6,SB_68,SB_7,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 436
Zou W, Laferriere CA, Jennings HJ "Oligosaccharide fragments of the type III group B streptococcal polysaccharide derived from S-pneumoniae type 14 capsular polysaccharide by a chemoenzymatic method" -
Carbohydrate Research 309(3) (1998) 297-301
Partial N-deacetylation fo the GlcNAc residues in S. pneumoniae type 14 capsular polysaccharide (Pn14-PS) backbone was achieved by treatment with base, and the product was subsequently enzymatically sialylated at the 3-O-positions of the terminal galactose residues. The resultant, partially N-deacetylated type III Group B streptococcus capsular polysaccharide (GBSIII-PS) was subjected to nitrous acid deamination, which resulted in the degradation of GBSIII-PS polysaccharide into oligosaccharides containing increasing numbers of the identical repeating units. The oligosaccharides were then separated by passage through a Superdex 30 column and characterized by ESIMS and NMR spectroscopic analysis
Oligosaccharides, capsular polysaccharide, type III group B streptococcus
NCBI PubMed ID: 9742691Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: harry.jnnings@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada K1A 0R6
Methods: 1H NMR, ESI-MS, deamination
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11. Compound ID: 1400
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b-D-Galp-(1-4)-b-D-Glcp-(1-6)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+
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a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-D-2,5anhMana |
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Structure type: oligomer
Trivial name: GBSIII-PS
Contained glycoepitopes: IEDB_136044,IEDB_136794,IEDB_137472,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_151531,IEDB_190606,IEDB_983931,SB_116,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_39,SB_6,SB_68,SB_7,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 436
Zou W, Laferriere CA, Jennings HJ "Oligosaccharide fragments of the type III group B streptococcal polysaccharide derived from S-pneumoniae type 14 capsular polysaccharide by a chemoenzymatic method" -
Carbohydrate Research 309(3) (1998) 297-301
Partial N-deacetylation fo the GlcNAc residues in S. pneumoniae type 14 capsular polysaccharide (Pn14-PS) backbone was achieved by treatment with base, and the product was subsequently enzymatically sialylated at the 3-O-positions of the terminal galactose residues. The resultant, partially N-deacetylated type III Group B streptococcus capsular polysaccharide (GBSIII-PS) was subjected to nitrous acid deamination, which resulted in the degradation of GBSIII-PS polysaccharide into oligosaccharides containing increasing numbers of the identical repeating units. The oligosaccharides were then separated by passage through a Superdex 30 column and characterized by ESIMS and NMR spectroscopic analysis
Oligosaccharides, capsular polysaccharide, type III group B streptococcus
NCBI PubMed ID: 9742691Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: harry.jnnings@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada K1A 0R6
Methods: 1H NMR, ESI-MS, deamination
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12. Compound ID: 1401
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b-D-Galp-(1-4)-b-D-Glcp-(1-6)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+
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a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-D-2,5anhMana |
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Structure type: oligomer
Trivial name: GBSIII-PS
Contained glycoepitopes: IEDB_136044,IEDB_136794,IEDB_137472,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_151531,IEDB_190606,IEDB_983931,SB_116,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_39,SB_6,SB_68,SB_7,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 436
Zou W, Laferriere CA, Jennings HJ "Oligosaccharide fragments of the type III group B streptococcal polysaccharide derived from S-pneumoniae type 14 capsular polysaccharide by a chemoenzymatic method" -
Carbohydrate Research 309(3) (1998) 297-301
Partial N-deacetylation fo the GlcNAc residues in S. pneumoniae type 14 capsular polysaccharide (Pn14-PS) backbone was achieved by treatment with base, and the product was subsequently enzymatically sialylated at the 3-O-positions of the terminal galactose residues. The resultant, partially N-deacetylated type III Group B streptococcus capsular polysaccharide (GBSIII-PS) was subjected to nitrous acid deamination, which resulted in the degradation of GBSIII-PS polysaccharide into oligosaccharides containing increasing numbers of the identical repeating units. The oligosaccharides were then separated by passage through a Superdex 30 column and characterized by ESIMS and NMR spectroscopic analysis
Oligosaccharides, capsular polysaccharide, type III group B streptococcus
NCBI PubMed ID: 9742691Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: harry.jnnings@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada K1A 0R6
Methods: 1H NMR, ESI-MS, deamination
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13. Compound ID: 1402
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b-D-Galp-(1-4)-b-D-Glcp-(1-6)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+ a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-+
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a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-b-D-GlcpN-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-6)-D-2,5anhMana |
Show graphically |
Structure type: oligomer
Trivial name: GBSIII-PS
Contained glycoepitopes: IEDB_136044,IEDB_136794,IEDB_137472,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_151531,IEDB_190606,IEDB_983931,SB_116,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_39,SB_6,SB_68,SB_7,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 436
Zou W, Laferriere CA, Jennings HJ "Oligosaccharide fragments of the type III group B streptococcal polysaccharide derived from S-pneumoniae type 14 capsular polysaccharide by a chemoenzymatic method" -
Carbohydrate Research 309(3) (1998) 297-301
Partial N-deacetylation fo the GlcNAc residues in S. pneumoniae type 14 capsular polysaccharide (Pn14-PS) backbone was achieved by treatment with base, and the product was subsequently enzymatically sialylated at the 3-O-positions of the terminal galactose residues. The resultant, partially N-deacetylated type III Group B streptococcus capsular polysaccharide (GBSIII-PS) was subjected to nitrous acid deamination, which resulted in the degradation of GBSIII-PS polysaccharide into oligosaccharides containing increasing numbers of the identical repeating units. The oligosaccharides were then separated by passage through a Superdex 30 column and characterized by ESIMS and NMR spectroscopic analysis
Oligosaccharides, capsular polysaccharide, type III group B streptococcus
NCBI PubMed ID: 9742691Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: harry.jnnings@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada K1A 0R6
Methods: 1H NMR, ESI-MS, deamination
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14. Compound ID: 2615
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b-D-Galp-(1-3)-a-D-GalpNAc-(1-2)-D-gro-a-D-manHepp-(1-6)-D-2,5anhMana |
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Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_143260,IEDB_190606,IEDB_2189046,IEDB_885822,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
The structure is contained in the following publication(s):
- Article ID: 892
Kondakova AN, Vinogradov EV, Lindner B, Knirel YA, Amano K "Structural studies on the lipopolysaccharide core of Proteus OX strains used in Weil-Felix test: a mass spectrometric approach" -
Carbohydrate Research 338(23) (2003) 2697-2709
The core region of the lipopolysaccharides of Proteus group OX bacteria, which are used as antigens in Weil-Felix test for serodiagnosis of rickettsiosis, were studied by chemical degradations in combination with ESI FTMS, including infrared multi-photon dissociation (IRMPD) MS/MS and capillary skimmer dissociation. Structural variants of the inner core region were found to be the same as in Proteus non-OX strains that have been studied earlier. The outer core region has essentially the same structure in Proteus vulgaris OX19 (serogroup O1) and OX2 (serogroup O2) and a different structure in Proteus mirabilis OXK (serogroup O3). A fragmentation due to the rupture of the linkage between GlcN or GalN and GalA was observed in IRMPD-MS/MS of core oligosaccharides and found to be useful for screening of Proteus strains to assign structures of the relatively conserved inner core region and to select for further studies strains with distinct structures of a more variable outer core region.
Lipopolysaccharide, core structures, Weil-Felix test, ESI FT-MS, IRMPD-MS/MS, Proteus OX
Publication DOI: 10.1016/S0008-6215(03)00383-5Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: knirel@ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation, Research Center Borstel, Center for Medicine and Biosciences, 23845 Borstel, Germany, Institute for Biological Sciences, National Research Council, Ottawa ON, Canada K1A 0R6, Central Research Laboratory, Akita University, School of Medicine, 1-1-1 Hondo, Akita 010, Japan
Methods: NMR, MS, deamination
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15. Compound ID: 4355
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L-gro-a-D-manHepp-(1-4)-+
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Subst-(1-4)-+ |
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a-D-GlcpNAc-(1-4)-b-D-ManpNAc3NAcA-(1-3)-a-L-FucpNAc4NMe-(1-6)-D-2,5anhMana
Subst = nitrous acid = SMILES {1}N(O)=O |
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Structure type: oligomer
Contained glycoepitopes: IEDB_137340,IEDB_141807,IEDB_151531,IEDB_2189047,IEDB_2275071
The structure is contained in the following publication(s):
- Article ID: 1637
Niedziela T, Letowska I, Lukasiewicz J, Kaszowska M, Czarnecka A, Kenne L, Lugowski C "Epitope of the vaccine-type Bordetella pertussis strain 186 lipooligosaccharide and antiendotoxin activity of antibodies directed against the terminal pentasaccharide-tetanus toxoid conjugate" -
Infection and Immunity 73(11) (2005) 7381-7389
Lipooligosaccharides (LOS) isolated from Bordetella pertussis strains 186 and 606 were analyzed by sodium dodecyl sulfate-polyacrylamide gel electrophoresis and high-resolution magic angle spinning nuclear magnetic resonance (NMR). These analyses distinguished between the LOS of strains 186 and 606, suggesting that the structure of LOS in B. pertussis is heterogeneous. The pentasaccharide was selectively cleaved from LOS of B. pertussis strain 186, purified, and covalently linked to a monomer fraction of tetanus toxoid. Injection of rabbits with the neoglycoconjugate emulsified in complete Freund's adjuvant yielded immunoglobulin G antibodies that were reactive with the LOS. These antibodies reacted strongly with B. pertussis LOS possessing the complete dodecasaccharide, as determined by an enzyme-linked immunosorbent assay, immunoblotting, and flow cytometry with intact, live bacterial cells. The binding epitope within the pentasaccharide was investigated by saturation transfer difference (STD) NMR spectroscopy. Protons H-1 and H-4 of the terminal α-D-GlcpNAc and proton H-6 and protons of an N-methyl group at H-4 of 3-substituted β-L-FucpNAc4NMe exhibited the largest saturation transfers. STD NMR experiments confirmed that the immunodominant epitope recognized by the antineoglycoconjugate antibodies is located predominantly in the distal trisaccharide of B. pertussis 186 LOS. The antipentasaccharide antibodies induced by the conjugate inhibited the secretion of tumor necrosis factor alpha, interleukin-6, and NO by LOS-stimulated J774A.1 cells
lipopolysaccharides, Bacterial, antibodies, Bordetella pertussis, tetanus toxoid, immunodominant epitopes, pertussis vaccine
NCBI PubMed ID: 16239537Publication DOI: 10.1128/IAI.73.11.7381-7389.2005Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: tomasz.niedziela@iitd.pan.wroc.pl
Institutions: Department of Immunochemistry, Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, ul. Wroclaw, Poland
Methods: NMR, MALDI-TOF MS, deamination, STD NMR, HR-MAS NMR
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