Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_149136,IEDB_151531,IEDB_885813

• Article ID: 226
  Winn AM, Wilkinson SG "Structure of the O16 antigen of Stenotrophomonas maltophilia" - Carbohydrate Research 330(2) (2001) 279-283
  

  A polysaccharide containing D-ribose, N-acetyl-D-glucosamine, and N-acetyl-D-mannosamine was isolated from the phenol-soluble lipopolysaccharide extracted from defatted cell walls of the reference strain (560) for serogroup O16 of Stenotrophomonas maltophilia. The results of methylation analysis, chemical degradations, and NMR spectroscopy showed that the polysaccharide is based on a branched trisaccharide repeating-unit of the structure shown below. Although ribose was absent from about half of the units in the isolated polymer, the regularity and spacing of the ladder observed on SDS-PAGE of the parent lipopolysaccharide indicate that this was an artefact of the mild acid hydrolysis used to release the polymer. On the other hand, the effects of mild alkaline hydrolysis on the polymer indicated partial O-acetylation.

  Lipopolysaccharide, Stenotrophomonas maltophilia, O-specific polymer

  NCBI PubMed ID: 11217982
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: s.g.wilkinson@chem.hull.ac.uk
  Institutions: Department of Chemistry, Faculty of Science and the Environment, University of Hull, Hull HU6 7RX, UK
  Methods: methylation, NMR, chemical degradation
  
   
  
  Stenotrophomonas maltophilia O16 (560)
  CSDB ID 5593 (all data & tools)
• Article ID: 4329
  Knirel YA "Structure of O-antigens" - Book: Bacterial lipopolysaccharides: Structure, chemical synthesis, biogenesis and interaction with host cells (2011) Chapter 3, 41-115
  

  The lipopolysaccharide (LPS) is the major constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. Its lipid A moiety is embedded in the membrane and serves as an anchor for the rest of the LPS molecule. The outermost repetitive glycan region of the LPS is linked to the lipid A through a core oligosaccharide (OS), and is designated as the O-specific polysaccharide (O-polysaccharide, OPS) or O-antigen. The O-antigen is the most variable portion of the LPS and provides serological specificity, which is used for bacterial serotyping. The OPS also provides protection to the microorganisms from host defenses such as complement mediated killing and phagocytosis, and is involved in interactions of bacteria with plants and bacteriophages. Studies of the OPSs ranging from the elucidation of their chemical structures and conformations to their biological and physico-chemical properties help improving classification schemes of Gram-negative bacteria. Furthermore, these studies contributed to a better understanding of the mechanisms of pathogenesis of infectious diseases, as well as provided information to develop novel vaccines and diagnostic reagents.

  Lipopolysaccharide, synthesis, lipopolysaccharides, structure, Bacterial, host, O-antigen, O antigen, cell, O antigens, O-antigens, chemical, interaction, cells, PDF, chemical synthesis, biogenesis

  Publication DOI: 10.1007/978-3-7091-0733-1_3
  Publisher: Springer
  Correspondence: knirel@ioc.ac.ru
  Editors: Knirel YA, Valvano MA
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
  
   
  
  Stenotrophomonas maltophilia O16
  CSDB ID 27818 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_137485,IEDB_1394181,IEDB_144983,IEDB_149136,IEDB_152206,IEDB_983930,SB_44,SB_72

• Article ID: 544
  Kocharova NA, Mieszala M, Zatonsky GV, Staniszewska M, Shashkov AS, Gamian A, Knirel YA "Structure of the O-polysaccharide of Citrobacter youngae O1 containing an a-D-ribofuranosyl group" - Carbohydrate Research 339(2) (2004) 321-325
  

  The lipopolysaccharide of Citrobacter youngae O1, strain PCM 1492 was degraded with acid or alkali under mild conditions, and the resultant polysaccharide was isolated by GPC and studied by sugar and methylation analyses and 1H and 13C NMR spectroscopies, including 2D COSY, TOCSY, NOESY and 1H, 13C HSQC experiments. The following structure of the branched tetrasaccharide repeating unit of the O-polysaccharide was established: [structure: see text] where substitution with the α-D-Ribf group is nonstoichiometric. This group occurs rarely in bacterial polysaccharides and is easily cleaved under mild acidic conditions. Studies with polyclonal rabbit antisera against whole cells of C. youngae PCM 1492 and PCM 1506 showed the serological identity of the lipopolysaccharides of C. youngae PCM 1492, PCM 1493 and PCM 1506, which are classified in serogroup O1.

  Lipopolysaccharide, O-antigen, serological classification, enterobacteria, bacterial polysaccharide structure, Citrobacter youngae, a-D-Ribofuranose

  NCBI PubMed ID: 14698890
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: gamian@immuno.iitd.pan.wroc.pl
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Department of Immunology of Infectious Diseases, L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wiegla 12, 53-114 Wroclaw, Poland
  Methods: methylation, NMR-2D, NMR, sugar analysis
  
   
  
  Citrobacter youngae O1
  CSDB ID 9277 (all data & tools)
• Article ID: 1468
  Knirel YA, Kocharova NA, Bystrova OV, Katzenellenbogen E, Gamian A "Structures and serology of the O-specific polysaccharides of bacteria of the genus Citrobacter" - Archivum Immunologiae et Therapiae Experimentalis 50(6) (2002) 379-391
  

  The review presents the structures of the O-specific polysaccharides (O-antigens) of the lipopolysaccharides isolated from over 25 Citrobacter strains, which represent different species and serogroups. The correlation between O-antigen structure and immunospecificity as well as numerous cross-reactions between Citrobacter and other enterobacterial species are discussed.

  Lipopolysaccharide, structure, O-antigen, O-specific polysaccharide, serology, Citrobacter, immunospecificity

  NCBI PubMed ID: 12546064
  Journal NLM ID: 0114365
  Publisher: Basel, Boston: Birkhaüser
  Correspondence: knirel@ioc.ac.ru
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
  
   
  
  Citrobacter youngae O1 (PCM 1506)
  CSDB ID 2825 (all data & tools)
• Article ID: 4329
  Knirel YA "Structure of O-antigens" - Book: Bacterial lipopolysaccharides: Structure, chemical synthesis, biogenesis and interaction with host cells (2011) Chapter 3, 41-115
  

  The lipopolysaccharide (LPS) is the major constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. Its lipid A moiety is embedded in the membrane and serves as an anchor for the rest of the LPS molecule. The outermost repetitive glycan region of the LPS is linked to the lipid A through a core oligosaccharide (OS), and is designated as the O-specific polysaccharide (O-polysaccharide, OPS) or O-antigen. The O-antigen is the most variable portion of the LPS and provides serological specificity, which is used for bacterial serotyping. The OPS also provides protection to the microorganisms from host defenses such as complement mediated killing and phagocytosis, and is involved in interactions of bacteria with plants and bacteriophages. Studies of the OPSs ranging from the elucidation of their chemical structures and conformations to their biological and physico-chemical properties help improving classification schemes of Gram-negative bacteria. Furthermore, these studies contributed to a better understanding of the mechanisms of pathogenesis of infectious diseases, as well as provided information to develop novel vaccines and diagnostic reagents.

  Lipopolysaccharide, synthesis, lipopolysaccharides, structure, Bacterial, host, O-antigen, O antigen, cell, O antigens, O-antigens, chemical, interaction, cells, PDF, chemical synthesis, biogenesis

  Publication DOI: 10.1007/978-3-7091-0733-1_3
  Publisher: Springer
  Correspondence: knirel@ioc.ac.ru
  Editors: Knirel YA, Valvano MA
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
  
   
  
  Citrobacter youngae O1
  CSDB ID 27465 (all data & tools)
• Article ID: 4405
  Tichaczek-Goska D, Witkowska D, Cisowska A, Jankowski S, Hendrich AB "The bactericidal activity of normal human serum against Enterobacteriaceae rods with lipopolysaccharides possessing O-antigens composed of mannan" - Advances in Clinical and Experimental Medicine 21(3) (2012) 289-299
  

  BACKGROUND: The susceptibility of bacteria to the bactericidal activity of serum depends on the structure and organization of the bacterial outer membrane. It is known that the structure of the O-specific polysaccharide chain of lipopolysaccharide (LPS) plays an important role in the resistance of bacteria to host immune defenses. OBJECTIVES: The susceptibility of rods belonging to Enterobacteriaceae family to the bactericidal activity of the normal human serum (NHS) was examined. The mechanisms of complement activation were also investigated. MATERIAL AND METHODS: The study was carried out on 15 strains containing LPSs with O-specific polysaccharides composed of mannan, belonging to the following species: Citrobacter freundii, C. werkmanii, C. braakii, C. youngae, Hafnia alvei, Escherichia coli and Klebsiella pneumoniae. The levels of C3 and C4 complement components, IgG and IgM immunoglobulin in NHS were examined using specific antibodies. The bactericidal activity of NHS and its preparations (HS50/20, HSMgEGTA) was determined. LPSs from E. coli 08 strains were analyzed by polyacrylamide gel electrophoresis (PAGE) in the presence of sodium dodecyl sulphate (SDS). RESULTS: Eleven strains were sensitive to NHS bactericidal activity, and four were resistant. Only one group of strains was fully susceptible to NHS action. In three other groups, both sensitive and resistant strains were found. The majority of the strains remained susceptible to NHS activity irrespective of which pathway of serum activity was blocked. All E. coli 08 strains contained smooth-type LPSs. CONCLUSIONS: Strains belonging to the same serotype showed variable susceptibility to the bactericidal action of normal human serum. Two mechanisms of the bactericidal activity of NHS have been identified.

  O-antigen, mannan, human serum, bactericidal effect, complement system

  NCBI PubMed ID: 23214191
  Journal NLM ID: 101138582
  Publisher: Wroclaw: The University
  Correspondence: dorota.tichaczek-goska@am.wroc.pl
  Institutions: Department of Biology and Medical Parasitology, Wroclaw Medical University, Wroclaw, Poland
  Methods: serological methods
  
   
  
  Citrobacter youngae O1
  CSDB ID 28662 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_149136,IEDB_151531,IEDB_885813

• Article ID: 598
  Altman E, Schäffer C, Brisson J, Messner P "Isolation and characterization of an amino sugar-rich glycopeptide from the surface layer glycoprotein of Thermoanaerobacterium thermosaccharolyticum E207-71" - Carbohydrate Research 295 (1996) 245-253
  

  No abstract

  structure, characterization, surface, glycopeptide, Clostridium, glycoprotein, amino sugar, S layer, Thermoanaerobacterium

  NCBI PubMed ID: 9002194
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: altman@biologysx.lan.nrc.ca
  Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ont., Canada K1A OR6, Zentrum fur Ultrastrukturforschung und Ludwig Boltzmann-lnstitut fur Molekulare Nanotechnologie, Universitat fur Bodenkultur, A-1180 Vienna, Austria
  Methods: methylation, periodate oxidation, NMR-2D, TLC, Smith degradation, HPAEC-PAD, colorimetry
  
   
  
  Thermoanaerobacterium thermosaccharolyticum E207-71
  CSDB ID 28 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: EPS
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136906,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_149136,IEDB_151528,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_423153,IEDB_983931,SB_192,SB_7

• 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: 10648523
  Journal NLM ID: 2985120R
  Publisher: 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
  
   
  
  Nostoc commune DRH-1
  CSDB ID 2413 (all data & tools)
• Article ID: 6324
  Uhliariková I, Matulová M, Košťálová Z, Lukavský J, Capek P "Lactylated acidic exopolysaccharide produced by the cyanobacterium Nostoc cf. linckia" - Carbohydrate Polymers 276 (2022) 118801
  

  Cyanobacteria produce a wide range of metabolites of interest for industrial or medical use. The cultivation of freshwater Nostoc cf. linckia yielded 5.4 g/L of a crude exopolysaccharide (cEPS) with a molecular weight of 1.31 × 105 g/mol. Ion-exchange chromatography of cEPS yielded two dominant fractions, EPS-1 and EPS-2, differing in molecular weight. The lower molecular weight fraction (EPS-1) was subjected to structural studies. Results of chemical and spectroscopic analyses showed that three of the four dominant sugars, glucose, galactose and xylose are 1,4-linked in the backbone in the following order: [→4)-β-D-Xylp-(1→4)-β-D-Glcp-(1→4)-α-D-Galp-(1→4)-β-D-Glcp-(1→]n. Terminal mannose residues were identified as side chains linked at C3 of every third backbone xylose and every second glucose is branched at C6 by 3-O-lactyl-β-D-glucuronic acid (nosturonic acid). Antioxidant properties of EPS were tested using two in vitro methods. Both assays showed that the cEPS was more active than purified EPS-1 and EPS-2 fractions and deproteinized EPS.

  structure, acidic exopolysaccharide, Antioxidant activity, nosturonic acid, 3-O-lactyl-β-D-glucuronic acid, Nostoc cf.linckia

  NCBI PubMed ID: 34823807
  Publication DOI: 10.1016/j.carbpol.2021.118801
  Journal NLM ID: 8307156
  Publisher: Elsevier
  Correspondence: P. Capek
  Institutions: Institute of Chemistry, Center for Glycomics, Slovak Academy of Sciences, Dúbravská cesta 9, 845 38 Bratislava, Slovakia, Institute of Botany, National Centre of Competence, Academy of Sciences of the Czech Republic, Dukelská 135, CZ-37982 Třeboň, Czech Republic
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, carboxyl reduction, statistical analysis, HR-ESI-MS, SEC-HPLC, antioxidant activity assay, cultivation, FRAP assay
  
   
  
  Nostoc commune DRH-1
  CSDB ID 8850 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_149136,IEDB_151528,IEDB_190606,IEDB_581504,SB_7

• Article ID: 1800
  Vasil'ev VN, Zakharova IY "Structure of the determinant group in O-specific polysaccharide of E. coli O20:K84:H34 (145)" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 2 (1976) 199-206
  
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  
   
  
  Escherichia coli O20
  CSDB ID 110359 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_135614,IEDB_136044,IEDB_137472,IEDB_140629,IEDB_141794,IEDB_141806,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_149136,IEDB_190606,IEDB_241101,IEDB_423115,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88

• Article ID: 1935
  Morris VJ, Brownsey GJ, Gunning AP, Harris JE "Gelation of the extracellular polysaccharide produced by Agrobacterium rhizogenes" - Carbohydrate Polymers 13 (1990) 221-225
  

  It has been shown that the extracellular polysaccharide (EPS) produced by Agrobacterium rhizogenes will form thermoreversible gels. This EPS belongs to a family of polysaccharide structures all of which have the same backbone structure substituted with different side chains. The EPS produced by Rhizobium meliloti IFO 13336 also belongs to this family of structures and T. Harada (Biochem. Soc. Symp., 48 (1983) 97) has reported gelation of this polysaccharide. Thus it is possible that gelation is a common feature of this family of structures. Possible biological and ecological consequences of gelation are discussed.

  structure, Rhizobium, Rhizobium leguminosarum, Agrobacterium, extracellular polysaccharides, ecological, gelation

  Publication DOI: 10.1016/0144-8617(90)90085-7
  Journal NLM ID: 8307156
  Publisher: Elsevier
  Institutions: AFRC Institute of Food Research, Norwich Laboratory, Norwich, UK
  Methods: gelation, rheological study
  
   
  
  Agrobacterium rhizogenes
  CSDB ID 112936 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_149136,IEDB_151528,IEDB_190606,IEDB_581504,IEDB_742246,IEDB_918313,SB_7,SB_87

• Article ID: 2757
  Vasil'ev VN, Zakharova IY, Kovalenko EA "Structure of the side chains of serogroup O20 Escherichia coli O-antigens" - Mikrobiologichnyi Zhurnal = Microbiological Journal [Ukrainian] 42 (1980) 456-461
  

  no abstract

  NCBI PubMed ID: 6997698
  Journal NLM ID: 7910045
  Publisher: Kyiv: Naukova Dumka
  
   
  
  Escherichia coli O20
  CSDB ID 143707 (all data & tools)

Show legend Show as text

Structure type: monomer
Contained glycoepitopes: IEDB_149136

• Article ID: 2875
  Dabbs ER, Yazawa K, Mikami Y, Miyaji M, Morisaki N, Iwasaki S, Furihata K "Ribosylation by mycobacterial strains as a new mechanism of rifampin inactivation" - Antimicrobial Agents and Chemotherapy 39 (1995) 1007-1009
  

  Several fast-growing Mycobacterium strains were found to inactivate rifampin. Two inactivated compounds (RIP-Ma and RIP-Mb) produced by these organisms were different from previously reported derivatives, i.e., phosphorylated or glucosylated derivatives, of the antibiotic. The structures of RIP-Ma and RIP-Mb were determined to be those of 3-formyl-23-[O-(α-D-ribofuranosyl)]rifamycin SV and 23-[O-(α-D-ribofuranosyl)]rifampin, respectively. To our knowledge, this is the first known example of ribosylation as a mechanism of antibiotic inactivation.

  NCBI PubMed ID: 7785970
  Publication DOI: 10.1128/aac.39.4.1007
  Journal NLM ID: 0315061
  Institutions: Division of Experimental Chemotherapy, Chiba University, Japan
  
   
  
  Mycobacterium smegmatis DSM 43756
  CSDB ID 103900 (all data & tools)

Show legend Show as text

Structure type: monomer
Contained glycoepitopes: IEDB_149136

• Article ID: 2875
  Dabbs ER, Yazawa K, Mikami Y, Miyaji M, Morisaki N, Iwasaki S, Furihata K "Ribosylation by mycobacterial strains as a new mechanism of rifampin inactivation" - Antimicrobial Agents and Chemotherapy 39 (1995) 1007-1009
  

  Several fast-growing Mycobacterium strains were found to inactivate rifampin. Two inactivated compounds (RIP-Ma and RIP-Mb) produced by these organisms were different from previously reported derivatives, i.e., phosphorylated or glucosylated derivatives, of the antibiotic. The structures of RIP-Ma and RIP-Mb were determined to be those of 3-formyl-23-[O-(α-D-ribofuranosyl)]rifamycin SV and 23-[O-(α-D-ribofuranosyl)]rifampin, respectively. To our knowledge, this is the first known example of ribosylation as a mechanism of antibiotic inactivation.

  NCBI PubMed ID: 7785970
  Publication DOI: 10.1128/aac.39.4.1007
  Journal NLM ID: 0315061
  Institutions: Division of Experimental Chemotherapy, Chiba University, Japan
  
   
  
  Mycobacterium smegmatis DSM 43756
  CSDB ID 103901 (all data & tools)

Show legend Show as text

Structure type: monomer
Contained glycoepitopes: IEDB_149136,IEDB_581504,IEDB_581505

• Article ID: 3271
  De Leon GP, Elowe NH, Koteva KP, Valvano MA, Wright GD "An In Vitro Screen of Bacterial Lipopolysaccharide Biosynthetic Enzymes Identifies an Inhibitor of ADP-Heptose Biosynthesis" - Chemistry and Biology 13(4) (2006) 437-441
  

  The lipopolysaccharide (LPS)-rich outer membrane of gram-negative bacteria provides a protective barrier that insulates these organisms from the action of numerous antibiotics. Breach of the LPS layer can therefore provide access to the cell interior to otherwise impermeant toxic molecules and can expose vulnerable binding sites for immune system components such as complement. Inhibition of LPS biosynthesis, leading to a truncated LPS molecule, is an alternative strategy for antibacterial drug development in which this vital cellular structure is weakened. A significant challenge for in vitro screens of small molecules for inhibition of LPS biosynthesis is the difficulty in accessing the complex carbohydrate substrates. We have optimized an assay of the enzymes required for LPS heptose biosynthesis that simultaneously surveys five enzyme activities by using commercially available substrates and report its use in a small-molecule screen that identifies an inhibitor of heptose synthesis

  Lipopolysaccharide, biosynthesis, synthesis, LPS, structure, heptose, alternative, biosynthetic, Bacterial, carbohydrate, cell, molecule, Research, complex, bacteria, activity, biochemistry, Gram-negative bacteria, enzyme, gram negative bacteria, Gram-negative, cellular, inhibition, component, binding, binding site, site, Enzymes, action, membrane, substrate, heptose biosynthesis, protective, outer membrane, PDF, assay, immune, immune system, in vitro, use, challenge, development, drug, layer, complement, inhibitor, antibiotic, antimicrobial, antibacterial, toxic, Binding Sites, antibiotics, barrier

  NCBI PubMed ID: 16632256
  Journal NLM ID: 9500160
  Publisher: Maryland Heights, MO: Elsevier
  Correspondence: wrightge@mcmaster.ca
  Institutions: Antimicrobial Research Centre Department of Biochemistry and Biomedical Sciences McMaster University Hamilton, Hamilton, ON, Canada, Infectious Diseases Research Group Siebens-Drake Research Institute Department of Microbiology and Immunology The University of Western Ontario London, Ontario N6A 5C1 Canada
  Methods: biochemical methods
  
   
  
  Escherichia coli
  CSDB ID 20418 (all data & tools)

Show legend Show as text

Structure type: oligomer
Contained glycoepitopes: IEDB_149136,IEDB_581504

• Article ID: 3274
  Sidorczyk Z, Swierzko A, Vinogradov EV, Knirel YA, Shashkov AS "Structural and immunochemical studies of the O-specific polysaccharide of Proteus penneri strain 14" - Archivum Immunologiae et Therapiae Experimentalis 42(3) (1994) 209-215
  

  The complete structure of the O-antigen of Proteus penneri strain 14, containing D-alanine and L-alanine was established using methylation, solvolysis with anhydrous hydrogen fluoride, partial acid hydrolysis, 1H- and 13C-NMR spectroscopy. The role of partial structures of the pentasaccharide repeating unit in manifesting serological specificity and cross-reactivity of this strain with some other bacteria is discussed.

  Lipopolysaccharide, structure, role, strain, structural, polysaccharide, O-antigen, repeating unit, O antigen, hydrogen, acid, immunology, O-polysaccharide, bacteria, O-specific, O-specific polysaccharide, Proteus, serological, specificity, Proteus penneri, methylation, spectroscopy, immunochemical, partial structure, pentasaccharide, cross-reactivity, crossreactivity, PDF, solvolysis, hydrogen fluoride, D-alanine, lysis

  NCBI PubMed ID: 7487355
  Journal NLM ID: 0114365
  Publisher: Basel, Boston: Birkhaüser
  Correspondence: zsidor@biol.uni.lodz.pl
  Institutions: Institute of Microbiology and Immunology, University of Lodz, Poland.
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, chemical analysis, mild acid hydrolysis, NMR-1D, serological methods
  
   
  
  Proteus penneri 14
  CSDB ID 22454 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS, K-antigen
Contained glycoepitopes: IEDB_130650,IEDB_149136

• Article ID: 4181
  Vann WF, Jann K "Structure and serological specificity of the K13-antigenic polysaccharide (K13 antigen) of urinary tract-infective Escherichia coli" - Infection and Immunity 25 (1979) 85-92
  

  The primary structure of the K13-antigenic polysaccharide (K13 antigen) of Escherichia coli O6:K13:H1 was elucidated by composition, periodate oxidation, Smith degradation, and methylation analysis. The polysaccharide consists of a repeating sequence of 3-linked ribofuranose and 7-linked 3-deoxymannooctulosonic acid (KDO). About 50% of the KDO residues are O-acetylated at position 4 or 5. Measurement of the optical rotary dispersion indicated that in aqueous solution the K13 polysaccharide assumes a secondary structure in which the carboxyl groups of KDO are engaged. The serological specificity of the K13 polysaccharide is expressed through KDO and its O-acetyl substituent, the ribose unit being antigenically silent. There are two populations of anti-K13 antibodies one directed against the charged region of the KDO and the other against the O-acetyl groups.

  NCBI PubMed ID: 90016
  Journal NLM ID: 0246127
  Publisher: American Society for Microbiology
  Institutions: Max-Planck-Institut für Immunbiologie, Freiberg, West Germany
  Methods: methylation, periodate oxidation, Smith degradation, composition analysis, serological methods
  
   
  
  Escherichia coli O6:K13 F2677
  CSDB ID 130154 (all data & tools)

Show legend Show as text

Structure type: oligomer
Aglycon: (->?) folic acid
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_149136,IEDB_151531,IEDB_153212,IEDB_241099,IEDB_423114,SB_74,SB_85

• Article ID: 4246
  White RH "Structures of the modified folates in the extremely thermophilic archaebacterium Thermococcus litoralis" - Journal of Bacteriology 175 (1993) 3661-3663
  

  The chemical structures of the two modified folates present in Thermococcus litoralis were established. These compounds, each containing a core structure of 1-[4-[[1-(2-amino-7-methyl-4-oxo-6-pteridinyl)-ethyl]amino]phenyl]-1-deoxy-[1-α-D-ribofuranosyl]-ribitol, were characterized. The five position of the ribose in this core structure was β-linked to the C-1 of a poly-β(1→4)N-acetylglucosamine having a chain length of four or five N-acetylglucosamine residues. Thus, these compounds are N-acetylglucosamine homologs of the modified folates found in Pyrococcus furiosus.

  NCBI PubMed ID: 8501071
  Journal NLM ID: 2985120R
  Publisher: American Society for Microbiology
  Institutions: Department of Biochemistry and Nutrition, Virginia Polytechnic Institute and State University, Blacksburg 24061-0308
  
   
  
  Thermococcus litoralis
  CSDB ID 131802 (all data & tools)

Show legend Show as text

Structure type: structural motif or average structure
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_142488,IEDB_146664,IEDB_149136,IEDB_241118,IEDB_885813,IEDB_983931,SB_192

• Article ID: 5049
  Vinogradov E, Aubry A, Logan SM "Structural characterization of wall and lipidated polysaccharides from Clostridium perfringens ATCC 13124" - Carbohydrate Research 448 (2017) 88-94
  

  Cell surface polysaccharides produced by C. perfringens ATCC 13124 were analyzed using NMR, chemical and immunological methods. Two distinct polymers were identified. The more abundant PS1 had a structure based on a polymer of β-mannosamine with a number of modifications, including varying levels of substitution at O-6 with PEtN, N-acetylation, and different linkages between monosaccharides. The shortest variant of PS1 represented a lipoteichoic acid. It contained only 1-4-linkages between ManNAc residues, minor branching α-Ribf, and glucosyl-glycerol at the reducing end, which was acylated with linear saturated fatty acids C16, C18, and C20 (dominant). Other non-lipidated variants of PS1 contained less PEtN, no α-Ribf, up to 50% 1-3-linkages, and up to 25% ManN with the free amino group. The minor polysaccharide PS2 had a linear regular structure with a -4-α-Rha-3-β-Gal-4-β-GalNAc3PCho- repeating unit, where PCho indicates phosphocholine.

  structure, polysaccharide, NMR spectroscopy, Clostridium perfringens

  NCBI PubMed ID: 28628892
  Publication DOI: 10.1016/j.carres.2017.06.003
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: Evguenii.Vinogradov@nrc-cnrc.gc.ca
  Institutions: National Research Council of Canada, Vaccine Program, Human Health Therapeutics, Ottawa Canada, K1A OR6
  Methods: 13C NMR, 1H NMR, NMR-2D, de-O-acylation, SDS-PAGE, sugar analysis, Western blotting, GPC, ion-exchange chromatography, HF treatment, N-acetylation, immunization, lysozyme treatment
  
   
  
  Clostridium perfringens ATCC 13124
  CSDB ID 12255 (all data & tools)

Show legend Show as text

Structure type: structural motif or average structure
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_142488,IEDB_146664,IEDB_149136,IEDB_885813,IEDB_983931,SB_192

• Article ID: 5049
  Vinogradov E, Aubry A, Logan SM "Structural characterization of wall and lipidated polysaccharides from Clostridium perfringens ATCC 13124" - Carbohydrate Research 448 (2017) 88-94
  

  Cell surface polysaccharides produced by C. perfringens ATCC 13124 were analyzed using NMR, chemical and immunological methods. Two distinct polymers were identified. The more abundant PS1 had a structure based on a polymer of β-mannosamine with a number of modifications, including varying levels of substitution at O-6 with PEtN, N-acetylation, and different linkages between monosaccharides. The shortest variant of PS1 represented a lipoteichoic acid. It contained only 1-4-linkages between ManNAc residues, minor branching α-Ribf, and glucosyl-glycerol at the reducing end, which was acylated with linear saturated fatty acids C16, C18, and C20 (dominant). Other non-lipidated variants of PS1 contained less PEtN, no α-Ribf, up to 50% 1-3-linkages, and up to 25% ManN with the free amino group. The minor polysaccharide PS2 had a linear regular structure with a -4-α-Rha-3-β-Gal-4-β-GalNAc3PCho- repeating unit, where PCho indicates phosphocholine.

  structure, polysaccharide, NMR spectroscopy, Clostridium perfringens

  NCBI PubMed ID: 28628892
  Publication DOI: 10.1016/j.carres.2017.06.003
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: Evguenii.Vinogradov@nrc-cnrc.gc.ca
  Institutions: National Research Council of Canada, Vaccine Program, Human Health Therapeutics, Ottawa Canada, K1A OR6
  Methods: 13C NMR, 1H NMR, NMR-2D, de-O-acylation, SDS-PAGE, sugar analysis, Western blotting, GPC, ion-exchange chromatography, HF treatment, N-acetylation, immunization, lysozyme treatment
  
   
  
  Clostridium perfringens ATCC 13124
  CSDB ID 12256 (all data & tools)