Found 229 structures.
Displayed structures from 1 to 15
Next 15 structure(s)
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1. Compound ID: 1
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R-Pyr-(2-2:2-3)-+
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S-Lac-(2-4)-+ |
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-4)-b-D-Glcp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpA-(1-4)-b-D-Galp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_115136,IEDB_136044,IEDB_137472,IEDB_137485,IEDB_140630,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_190606,IEDB_423153,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_6,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1
Severn WB, Richards JC "The acidic specific capsular polysaccharide of Rhodococcus equi serotype 3. Structural elucidation and stereochemical analysis of the lactate ether and pyruvate acetal substituents" -
Canadian Journal of Chemistry 70 (1992) 2664-2676
The specific capsular polysaccharide produced by Rhodococcus equi serotype 3 was found to be a high-molecularweight acidic polymer composed of D-glucose, D-galactose, D-glucuronic acid, 4-O-[(S)-1-carboxyethyll-D-mannose, and pyruvic acid in equal molar proportions. Structural analysis, employing a combination of chemical and nuclear magnetic resonance techniques, established that the polysaccharide is composed of linear repeating tetrasaccharide units [structure], in which (R)-1-carboxyethylidene groups bridge the O-2 and O-3 positions of the β-D-glucuronic acid residues. The 1H and 13C NMR resonances of the native and depyruvulated serotype 3 polysaccharides were fully assigned by homo- and heteronuclear chemical shift correlation methods. The absolute configurations of the lactate-substituted mannopyranosyl residues and the pyruvate acetals were determined from 1H-1H NOE measurements on the intact polysaccharide. Unequivocal determination of the absolute chirality of the 4-O-[(S)-1-carboxyethyll-β-D-mannopyranoseresidues was achieved by 1H-1H NOE measurements on an acetylated lactone derivative of the glycose.
Publication DOI: 10.1139/v92-336Journal NLM ID: 0372705Publisher: National Research Council of Canada Canada
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada
Methods: 13C NMR, 1H NMR, NOE, EI-MS, methylation, periodate oxidation, GLC-MS
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2. Compound ID: 2
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S-Lac-(2-4)-+
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-4)-b-D-Glcp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpA-(1-4)-b-D-Galp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: depyruvated CPS
Contained glycoepitopes: IEDB_115136,IEDB_136044,IEDB_137472,IEDB_137485,IEDB_140630,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_190606,IEDB_423153,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_6,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1
Severn WB, Richards JC "The acidic specific capsular polysaccharide of Rhodococcus equi serotype 3. Structural elucidation and stereochemical analysis of the lactate ether and pyruvate acetal substituents" -
Canadian Journal of Chemistry 70 (1992) 2664-2676
The specific capsular polysaccharide produced by Rhodococcus equi serotype 3 was found to be a high-molecularweight acidic polymer composed of D-glucose, D-galactose, D-glucuronic acid, 4-O-[(S)-1-carboxyethyll-D-mannose, and pyruvic acid in equal molar proportions. Structural analysis, employing a combination of chemical and nuclear magnetic resonance techniques, established that the polysaccharide is composed of linear repeating tetrasaccharide units [structure], in which (R)-1-carboxyethylidene groups bridge the O-2 and O-3 positions of the β-D-glucuronic acid residues. The 1H and 13C NMR resonances of the native and depyruvulated serotype 3 polysaccharides were fully assigned by homo- and heteronuclear chemical shift correlation methods. The absolute configurations of the lactate-substituted mannopyranosyl residues and the pyruvate acetals were determined from 1H-1H NOE measurements on the intact polysaccharide. Unequivocal determination of the absolute chirality of the 4-O-[(S)-1-carboxyethyll-β-D-mannopyranoseresidues was achieved by 1H-1H NOE measurements on an acetylated lactone derivative of the glycose.
Publication DOI: 10.1139/v92-336Journal NLM ID: 0372705Publisher: National Research Council of Canada Canada
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada
Methods: 13C NMR, 1H NMR, NOE, EI-MS, methylation, periodate oxidation, GLC-MS
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3. Compound ID: 198
Structure type: monomer
Trivial name: nosturonic acid
Contained glycoepitopes: IEDB_115136,IEDB_140630,IEDB_423153
The structure is contained in the following publication(s):
- Article ID: 47
Dubreucq G, Domon B, Fournet B "Structure determination of a novel uronic acid residue isolated from the exopolysaccharide produced by a bacterium originating from deep sea hydrothermal vents" -
Carbohydrate Research 290(2) (1996) 175-181
The exopolysaccharide produced by the bacterium Alteromonas sp. strain 1644 originating from deep sea hydrothermal vents was shown to contain a novel glucuronic acid derivatives: 3-O-[(R)-1-carboxyethyl]-D-glucuronic acid. The structure of this compound was established on the basis of mass spectrometric data, methylation analysis, preparation of derivatives, and chemical synthesis of references compounds
uronic acid, exopolysaccharide, hydrotermal vent
NCBI PubMed ID: 8823906Publication DOI: 10.1016/0008-6215(96)00155-3Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Laboratoire de Chimie Biologique (Unite Mixte de Recherche du Centre National de la Recherche Scientifique, Universite des Sciences et Technologies de Lille, Villeneuve d'Ascq, France
Methods: methylation, NMR-2D, NMR, acid hydrolysis, carboxyl reduction, MS, paper chromatography
- Article ID: 809
Helm RF, Huang Z, Edwards D, Leeson H, Peery W, Potts M "Structural characterization of the released polysaccharide of desiccation-tolerant Nostoc commune DRH-1" -
Journal of Bacteriology 182(4) (2000) 974-982
The structure of the viscous extracellular polysaccharide (glycan) of desiccation-tolerant Nostoc commune DRH-1 was determined through chromatographic and spectroscopic methods. The polysaccharide is novel in that it possesses a 1-4-linked xylogalactoglucan backbone with D-ribofuranose and 3-O-[(R)-1-carboxyethyl]-D-glucuronic acid (nosturonic acid) pendant groups. The presence of D-ribose and nosturonic acid as peripheral groups is unusual, and their potential roles in modulating the rheological properties of the glycan are discussed. Nosturonic acid was present in the glycans of N. commune from diverse geographic locations, suggesting that this uronic acid is an integral component of this cosmopolitan anhydrophile.
structural, characterization, polysaccharide
NCBI PubMed ID: 10648523Journal NLM ID: 2985120RPublisher: American Society for Microbiology
Correspondence: helmrf@vt.edu
Institutions: Fralin Biotechnology Center and Department of Biochemistry, Virginia Tech, Blacksburg, Virginia 24061-0346
Methods: periodate oxidation, NMR-2D, partial acid hydrolysis, NMR, MALDI-TOF MS, methanolysis, Li/ethylenediamine degradation
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4. Compound ID: 199
Structure type: oligomer
Contained glycoepitopes: IEDB_115136,IEDB_140630,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_423153,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 47
Dubreucq G, Domon B, Fournet B "Structure determination of a novel uronic acid residue isolated from the exopolysaccharide produced by a bacterium originating from deep sea hydrothermal vents" -
Carbohydrate Research 290(2) (1996) 175-181
The exopolysaccharide produced by the bacterium Alteromonas sp. strain 1644 originating from deep sea hydrothermal vents was shown to contain a novel glucuronic acid derivatives: 3-O-[(R)-1-carboxyethyl]-D-glucuronic acid. The structure of this compound was established on the basis of mass spectrometric data, methylation analysis, preparation of derivatives, and chemical synthesis of references compounds
uronic acid, exopolysaccharide, hydrotermal vent
NCBI PubMed ID: 8823906Publication DOI: 10.1016/0008-6215(96)00155-3Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Laboratoire de Chimie Biologique (Unite Mixte de Recherche du Centre National de la Recherche Scientifique, Universite des Sciences et Technologies de Lille, Villeneuve d'Ascq, France
Methods: methylation, NMR-2D, NMR, acid hydrolysis, carboxyl reduction, MS, paper chromatography
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5. Compound ID: 280
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S-Lac-(2-4)-a-L-Rhap-(1-3)-+ R-Lac-(2-6)-+
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-4)-b-D-Glcp-(1-4)-a-D-Glcp-(1-4)-a-D-Galp-(1-4)-a-D-Galp3Ac-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_136105,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144987,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983931,SB_192,SB_31,SB_7
The structure is contained in the following publication(s):
- Article ID: 74
Ferreira F, Andersson M, Kenne L, Cotta MA, Stack RJ "Structural studies of the extracellular polysaccharide from Butyrivibrio fibrisolvens strain 49" -
Carbohydrate Research 278(1) (1995) 143-153
The structure of Butyrivibrio fibrisolvens strain 49 capsular polysaccharide has been investigated mainly by sugar and methylation analysis, partial chemical degradations, NMR spectroscopy, and mass spectrometry. The results suggest that the polysaccharide is composed of pentasaccharide repeating units having the following structure. [formula: see text] The polysaccharide contains O-acetyl groups, one of which is substituted to O-3 of the 4-substituted α-D-Galp residue, while others occur in non-stoichiometric amounts at other locations
Bacterial polysaccharide, Butyrivibrio fibrisolvens, extracellular polysaccharide, structural elucidation, (1-carboxyethyl)hexose
NCBI PubMed ID: 8536266Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Catedra de Farmacognosia y Productos Naturales, Facultad de Quimica, Montevideo, Uruguay, ASTRA ARCUS AB, Analytical and Pharmaceutical R&S, Sodertalje, Sweden, Departement of Chemistry, Swedish University of Agricultural Sciences, Uppsala, Sweden, National Center for Argicultural Utilization Research, Agricultural Research Service, US Departement of Agriculture, Peoria, IL, USA, Glycomed Incorporated, Alameda, USA
Methods: methylation, NMR-2D, partial acid hydrolysis, NMR, sugar analysis, carboxyl reduction, Smith degradation
- Article ID: 5791
Knirel YA, Van Calsteren M "Bacterial exopolysaccharides" -
Book: Comprehensive Glycoscience: From Chemistry to Systems Biology. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering (2021) 1-75
Bacterial extracellular polysaccharides are known as a cell-bound capsule, a sheath, or a slime, which is excreted into the environment. They play an important role in virulence of medical bacteria and plant-to-symbiont interaction and are used for serotyping of bacteria and production of vaccines. Some exopolysaccharides have commercial applications in industry, and claims of health benefits have been documented for an increasing number of them. Exopolysaccharides have diverse composition and structure, and some contain sugar and non-sugar components that are found in bacterial carbohydrates only. The present article provides an updated collection of the data on exopolysaccharides of various classes of gram-negative and gram-positive bacteria reported until the end of 2019. When known, biosynthesis pathways of exopolysaccharides are treated in a summary manner. References are made to structure and biosynthesis relatedness between exopolysaccharides of different bacterial taxa as well as between bacterial polysaccharides and mammalian glycosaminoglycans.
polysaccharide structure, Gram-negative bacteria, capsule, Biofilm, polysaccharide biosynthesis, gram-positive bacteria, Monosaccharide composition, Bacterial exopolysaccharide, non-sugar component
Publication DOI: 10.1016/B978-0-12-819475-1.00005-5Publisher: Elsevier
Correspondence: marie-rose.vancalsteren@canada.ca; yknirel@gmail.com
Editors: Barchi J, Kamerling H
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Saint-Hyacinthe Research and Development Centre, Agriculture and Agri-Food Canada, Saint-Hyacinthe, QC, Canada
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6. Compound ID: 281
Structure type: oligomer
Compound class: CPS
Contained glycoepitopes: IEDB_114704,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 74
Ferreira F, Andersson M, Kenne L, Cotta MA, Stack RJ "Structural studies of the extracellular polysaccharide from Butyrivibrio fibrisolvens strain 49" -
Carbohydrate Research 278(1) (1995) 143-153
The structure of Butyrivibrio fibrisolvens strain 49 capsular polysaccharide has been investigated mainly by sugar and methylation analysis, partial chemical degradations, NMR spectroscopy, and mass spectrometry. The results suggest that the polysaccharide is composed of pentasaccharide repeating units having the following structure. [formula: see text] The polysaccharide contains O-acetyl groups, one of which is substituted to O-3 of the 4-substituted α-D-Galp residue, while others occur in non-stoichiometric amounts at other locations
Bacterial polysaccharide, Butyrivibrio fibrisolvens, extracellular polysaccharide, structural elucidation, (1-carboxyethyl)hexose
NCBI PubMed ID: 8536266Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Catedra de Farmacognosia y Productos Naturales, Facultad de Quimica, Montevideo, Uruguay, ASTRA ARCUS AB, Analytical and Pharmaceutical R&S, Sodertalje, Sweden, Departement of Chemistry, Swedish University of Agricultural Sciences, Uppsala, Sweden, National Center for Argicultural Utilization Research, Agricultural Research Service, US Departement of Agriculture, Peoria, IL, USA, Glycomed Incorporated, Alameda, USA
Methods: methylation, NMR-2D, partial acid hydrolysis, NMR, sugar analysis, carboxyl reduction, Smith degradation
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7. Compound ID: 282
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b-D-Glcp-(1-2)-+ R-Lac-(2-4)-+ R-Lac-(2-6)-+
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-4)-b-L-Altp-(1-4)-b-D-Glcp-(1-3)-b-D-Glcp-(1-4)-a-D-Galp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: EPS
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_153543,IEDB_190606,IEDB_983931,SB_192,SB_7
The structure is contained in the following publication(s):
- Article ID: 75
Ferreira F, Kenne L, Cotta MA, Stack RJ "Structural studies of the extracellular polysaccharide from Butyrivibrio fibrisolvens strain CF3" -
Carbohydrate Research 301(3-4) (1997) 193-203
The structure of the Butyrivibrio fibrisolvens strain CF3 capsular polysaccharide has been investigated mainly by sugar and methylation analyses, Smith degradation, NMR spectroscopy, and mass spectrometry. The results indicate that the polysaccharide is composed of pentasaccharide repeating units having the following structure: →4)-[β-D-Glcp-(1→2)-]-β-L-Altp-(1→4)-β-D-Glcp-(1→3)-4-O-[(R)-1-carboxyethyl]-β- D-Glcp-(1→4)-6-O-[(R)-1-carboxyethyl]-α-D-Galp-(1→
Bacterial polysaccharide, Butyrivibrio fibrisolvens, (1-carboxyethyl)-galactose, (1-carboxyethyl)-glucose, L-altrose
NCBI PubMed ID: 9232840Publication DOI: 10.1016/s0008-6215(97)00097-9Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Catedra de Farmacognosia y Productos Naturales, Facultad de Quimica, Montevideo, Uruguay, Departement of Chemistry, Swedish University of Agricultural Sciences, Uppsala, Sweden, National Center for Argicultural Utilization Research, Agricultural Research Service, US Departement of Agriculture, Peoria, IL, USA, Glycomed Incorporated, Alameda, USA
Methods: methylation, NMR-2D, NMR, sugar analysis, carboxyl reduction, Smith degradation
- Article ID: 5791
Knirel YA, Van Calsteren M "Bacterial exopolysaccharides" -
Book: Comprehensive Glycoscience: From Chemistry to Systems Biology. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering (2021) 1-75
Bacterial extracellular polysaccharides are known as a cell-bound capsule, a sheath, or a slime, which is excreted into the environment. They play an important role in virulence of medical bacteria and plant-to-symbiont interaction and are used for serotyping of bacteria and production of vaccines. Some exopolysaccharides have commercial applications in industry, and claims of health benefits have been documented for an increasing number of them. Exopolysaccharides have diverse composition and structure, and some contain sugar and non-sugar components that are found in bacterial carbohydrates only. The present article provides an updated collection of the data on exopolysaccharides of various classes of gram-negative and gram-positive bacteria reported until the end of 2019. When known, biosynthesis pathways of exopolysaccharides are treated in a summary manner. References are made to structure and biosynthesis relatedness between exopolysaccharides of different bacterial taxa as well as between bacterial polysaccharides and mammalian glycosaminoglycans.
polysaccharide structure, Gram-negative bacteria, capsule, Biofilm, polysaccharide biosynthesis, gram-positive bacteria, Monosaccharide composition, Bacterial exopolysaccharide, non-sugar component
Publication DOI: 10.1016/B978-0-12-819475-1.00005-5Publisher: Elsevier
Correspondence: marie-rose.vancalsteren@canada.ca; yknirel@gmail.com
Editors: Barchi J, Kamerling H
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Saint-Hyacinthe Research and Development Centre, Agriculture and Agri-Food Canada, Saint-Hyacinthe, QC, Canada
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8. Compound ID: 504
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Subst-(1-2)-Lac-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-4)-D-2,5anhTala
Subst = nitrous acid = SMILES {1}N(O)=O |
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Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_136906,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,SB_7
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
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9. Compound ID: 505
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Subst-(1-2)-Lac-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-D-2,5anhTala
Subst = nitrous acid = SMILES {1}N(O)=O |
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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_885822,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
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10. Compound ID: 582
Structure type: fragment of a bigger structure
Trivial name: non reducing terminus of O-polysaccharide
Compound class: O-polysaccharide, O-antigen
The structure is contained in the following publication(s):
- Article ID: 175
Vinogradov E, Peppler MS, Perry MB "The structure of the nonreducing terminal groups in the O-specific polysaccharides from two strains of Bordetella bronchiseptica" -
European Journal of Biochemistry 267(24) (2000) 7230-7236
The structures of the polysaccharide chains of the LPS from Bordetella bronchiseptica strains 110H and Bp512 were analysed by NMR spectroscopy and mass spectrometry. The polysaccharides consist of α-(1-4)-linked 2,3-diacetamido-2,3-dideoxy-L-galacturonic acid repeating units. Polysaccharides from both strains have 2,3,4-triamino-2,3,4-trideoxy-α-galacturonamide derivatives at their nonreducing ends, a monosaccharide identified for the first time in nature. The polymers from the two strains differ in the nature of the acylation of the amino groups of this monosaccharide. In the strain 110H, the residue is formylated at positions 3 and 4, and has N-formyl-L-alanyl or L-alanyl substituents at N-2. In the strain Bp512, the amino group at position 2 is acetylated, at position 3 it is formylated, and the amino group at position 4 bears a 2-methoxypropionyl substituent. The distribution of the acyl groups was determined from long range 1H-13C correlation (HMBC) NMR spectra. Measurement of the spectra under different pH conditions showed that carboxyl groups of the inner uronic acid residues of the polymeric chain are free, and that carboxyl groups of the terminal residues are amidated. These conclusions were confirmed by the results of mass spectrometric analysis.
LPS, structure, strain, terminal, polysaccharide, O-antigen, group, O-specific, O-specific polysaccharide, Bordetella, polysaccharides, Bordetella bronchiseptica, nonreducing, O-specific polysaccharides
NCBI PubMed ID: 11106436Publication DOI: 10.1046/j.1432-1327.2000.01835.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, Canada, Department of Medical Microbiology and Immunology, University of Alberta, Edmonton, AB, Canada
Methods: NMR-2D, NMR, chemical methods, MS
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11. Compound ID: 856
Structure type: monomer
Contained glycoepitopes: IEDB_130701,IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 237
Garozzo D, Impallomeni G, Spina E, Sturiale L, Cesàro A, Cescutti P "Identification of N-acetylglucosamine and 4-O-[1-carboxyethyl]mannose in the exopolysaccharide from Cyanospira capsulata" -
Carbohydrate Research 270(1) (1995) 97-106
No Abstract
exopolysaccharide, lactylman, Cyanospira capsulata, cianobacterium
Publication DOI: 10.1016/0008-6215(95)98597-VJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Istituto per la Chimicae e la Technologia dei Materiali Polimerici, Consiglio Nazionale delle Ricerche, Cantania, Italy, Dipartamento di Biochimica, Biofisica e Chimica delle Macromolecole, Universita di Trieste, Trieste, Italy
Methods: methylation, NMR-2D, NMR, carboxyl reduction, lithium reduction
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12. Compound ID: 1154
Structure type: monomer
The structure is contained in the following publication(s):
- Article ID: 352
Poirot E, Zhang X, Whittaker NF, Kovác P "Syntheses of the L-manno and some other analogs of the terminal determinants of the O-PS of Vibrio cholerae O:1" -
Carbohydrate Research 330(1) (2001) 7-20
Analogs of the methyl α-glycosides of the terminal residues of the O-specific polysaccharides (O-PS) of Vibrio cholerae O:1, serotype Inaba and Ogawa, have been prepared as probes to study their interaction with anti V. cholerae O:1 antibodies. They differ from the termini of the respective O-PSs in anomeric or absolute configuration of perosamine, position of the O-methyl group in D-perosamine, and nature of the N-acyl side chain.
terminal, O-polysaccharide, Vibrio, determinant, Vibrio cholerae
NCBI PubMed ID: 11217964Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kpn@helix.nih.gov
Institutions: National Institutes of Health, Building 8, Room B1A24, Bethesda, MD 20892-0815, USA
Methods: chemical methods
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13. Compound ID: 1157
Structure type: monomer
The structure is contained in the following publication(s):
- Article ID: 352
Poirot E, Zhang X, Whittaker NF, Kovác P "Syntheses of the L-manno and some other analogs of the terminal determinants of the O-PS of Vibrio cholerae O:1" -
Carbohydrate Research 330(1) (2001) 7-20
Analogs of the methyl α-glycosides of the terminal residues of the O-specific polysaccharides (O-PS) of Vibrio cholerae O:1, serotype Inaba and Ogawa, have been prepared as probes to study their interaction with anti V. cholerae O:1 antibodies. They differ from the termini of the respective O-PSs in anomeric or absolute configuration of perosamine, position of the O-methyl group in D-perosamine, and nature of the N-acyl side chain.
terminal, O-polysaccharide, Vibrio, determinant, Vibrio cholerae
NCBI PubMed ID: 11217964Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kpn@helix.nih.gov
Institutions: National Institutes of Health, Building 8, Room B1A24, Bethesda, MD 20892-0815, USA
Methods: chemical methods
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14. Compound ID: 1862
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b-D-Glcp-(1-6)-+ S-Lac-(2-3)-+ R-Lac-(2-6)-+
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-4)-a-D-Galp-(1-4)-b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-a-D-Galp-(1-4)-a-D-Galp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: EPS
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144987,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_983931,SB_192,SB_31,SB_7
The structure is contained in the following publication(s):
- Article ID: 600
Andersson L, Cotta MA, Kenne L "Structural studies of the extracellular polysaccharide produced by Butyrivibrio fibrisolvens strain H10b" -
Carbohydrate Research 338(15) (2003) 1571-1579
The extracellular polysaccharide produced by Butyrivibrio fibrisolvens strain H10b, when grown under strictly anaerobic conditions with glucose as carbohydrate source, has been studied by chemical and spectroscopic techniques. The results demonstrate that the polysaccharide consists of hexasaccharide repeating units with the following structure: . The isolated polysaccharide was found to be ~65% acetylated at O-2 of the 3-O-[(S)-1-carboxyethyl]-b-D-Glcp residue. The absolute configuration of the 1-carboxyethyl groups was determined by circular dichroism.
structural, polysaccharide, Bacterial polysaccharide, Butyrivibrio fibrisolvens, extracellular polysaccharide, (1-carboxyethyl)-galactose, (1-carboxyethyl)-glucose, extracellular, Butyrivibrio
NCBI PubMed ID: 12860428Publication DOI: 10.1016/S0008-6215(03)00204-0Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: lennart.kenne@kemi.slu.se
Institutions: Department of Chemistry, Swedish University of Agricultural Sciences, P.O. Box 7015, Uppsala, Sweden, National Center for Agricultural Utilization Research, Agricultural Research Service, U.S. Department of Agriculture, 1815 N. University Street, Peoria, IL 61604, USA
Methods: deacetylation, NMR-2D, partial acid hydrolysis, carboxyl reduction, MALDI-TOF MS, HPLC, CD
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15. Compound ID: 1911
Structure type: oligomer
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 600
Andersson L, Cotta MA, Kenne L "Structural studies of the extracellular polysaccharide produced by Butyrivibrio fibrisolvens strain H10b" -
Carbohydrate Research 338(15) (2003) 1571-1579
The extracellular polysaccharide produced by Butyrivibrio fibrisolvens strain H10b, when grown under strictly anaerobic conditions with glucose as carbohydrate source, has been studied by chemical and spectroscopic techniques. The results demonstrate that the polysaccharide consists of hexasaccharide repeating units with the following structure: . The isolated polysaccharide was found to be ~65% acetylated at O-2 of the 3-O-[(S)-1-carboxyethyl]-b-D-Glcp residue. The absolute configuration of the 1-carboxyethyl groups was determined by circular dichroism.
structural, polysaccharide, Bacterial polysaccharide, Butyrivibrio fibrisolvens, extracellular polysaccharide, (1-carboxyethyl)-galactose, (1-carboxyethyl)-glucose, extracellular, Butyrivibrio
NCBI PubMed ID: 12860428Publication DOI: 10.1016/S0008-6215(03)00204-0Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: lennart.kenne@kemi.slu.se
Institutions: Department of Chemistry, Swedish University of Agricultural Sciences, P.O. Box 7015, Uppsala, Sweden, National Center for Agricultural Utilization Research, Agricultural Research Service, U.S. Department of Agriculture, 1815 N. University Street, Peoria, IL 61604, USA
Methods: deacetylation, NMR-2D, partial acid hydrolysis, carboxyl reduction, MALDI-TOF MS, HPLC, CD
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Next 15 structure(s)
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