Show legend Show as text

Structure type: polymer chemical repeating unit ; 7600
Compound class: teichoic acid
Contained glycoepitopes: IEDB_130695,IEDB_141807,IEDB_151531,IEDB_1597446

• Article ID: 130
  Tul'skaya EM, Shashkov AS, Evtushenko LI, Taran VV, Naumova IB "Novel cell-wall teichoic acid from Nocardiopsis albus subsp. albus as a species-specific marker" - Microbiology 141 (1995) 1851-1856
  

  Cell walls of the three Nocardiopsis albus subsp. albus strains, DSM 43377T, 43378 and 43120 contain structurally identical teichoic acids. The cell wall of each strain has three distinct types of teichoic acids: (1) unsubstituted 3,5-poly(ribitol phosphate), (2) 1,3-poly(glycerol phosphate) partially substituted at C-2 with a-N-acetylglucosamine residues, and (3) 1,5-poly(ribitol phosphate) with each ribitol unit carrying a 2,4-pyruvate ketal group. Types 1 and 3 are reported in prokaryotes for the first time. The structure of the teichoic acids was elucidated by chemical analysis and NMR-spectroscopic methods. Structural identity of the teichoic acids from the three strains belonging to the same species may demonstrate the species-specificity of these polymers.

  NMR spectroscopy, Nocardiopsis, cell walls, teichoic acids, 3, 5-poly(ribitol phosphate), pyruvic acid

  Publication DOI: 10.1099/13500872-141-8-1851
  Journal NLM ID: 0376646
  Publisher: Washington, DC: Kluwer Academic/Plenum Publishers
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Department of Biology, Moscow State University, Moscow, Russia, Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Moscow Region, Russia
  Methods: NMR-2D, NMR, electrophoresis
  
   
  
  Nocardiopsis albus ssp. albus DSM 43377T
  CSDB ID 5336 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit ; ~7600
Compound class: teichoic acid
Contained glycoepitopes: IEDB_130695,IEDB_141807,IEDB_151531,IEDB_1597446

• Article ID: 131
  Tul'skaya EM, Shashkov AS, Evtushenko LI, Taran VV, Naumova IB "Teichoic acid from the cell wall of Nocardia albus ssp. albus DSM 43120" - Biochemistry (Moscow) 60 (1995) 125-130
  

  The cell walls of Nocardiopsis albus subsp. albus DSM 43120 contains three structurally distinct teichoic acids: unsubstituted 3,5-poly(ribitol phosphate) (I), 1,3-poly(glycerol phosphate) partially substituted with a-N-acetylglucosamine (II), and 1,5-poly(ribitol phosphate) with each unit carrying a 2,4-pyruvate ketal group (III). Teichoic acids of types I and II are here reported in prokaryotes for the first time. The structure of the teichoic acids was established by chemical methods and NMR spectroscopy.

  NMR spectroscopy, Nocardiopsis, cell walls, teichoic acids, 3, 5-poly(ribitol phosphate), pyruvic acid

  Journal NLM ID: 0376536
  Publisher: Nauka/Interperiodica
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Moscow Region, Russia, School of Biology, Lomonosov Moscow State University, Moscow, Russia, Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Moscow Region, Russia.
  Methods: NMR-2D, NMR, paper chromatography, electrophoresis
  
   
  
  Nocardiopsis albus ssp. albus DSM 43120
  CSDB ID 5498 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130695,IEDB_135813,IEDB_136095,IEDB_137340,IEDB_137472,IEDB_141807,IEDB_151531,IEDB_190606

• Article ID: 113
  Toukach FV, Shashkov AS "Computer-assisted structural analysis of regular glycopolymers on the basis of 13C NMR data" - Carbohydrate Research 335(2) (2001) 101-104
  

  A computer-assisted approach to the prediction of the primary structures of regular glycopolymers is described. The analysis is based on comparing the calculated 13C NMR spectra of all the possible structures of the repeating unit (for the given monomeric composition) to an experimental 13C NMR spectrum. The spectra generation is based on the spectral database containing information on the 13C chemical shifts of monomers, di- and trimeric fragments. If the required data are missing from this database, the special database for average glycosylation effects is used. The analysis reveals those structures with the calculated 13C NMR spectrum most close to observed. The structures of repeating units of any topology containing up to six residues linked by glycosidic, amidic or phospho-diester bridges can be predicted. Unambiguous selection of the proper structure from the output list of possible structures may require additional experimental data. Testing the created program and databases on bacterial polysaccharides and their derivatives containing up to three non-sugar residues (alditols, amino acids, phosphate groups etc.) per repeating unit revealed the good convergence of prediction with independently obtained structural data.

  NMR, structural, analysis, structural analysis, 13C NMR, calculation, computer, glycopolymer, regular

  NCBI PubMed ID: 11567641
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: tou@cacr.ioc.ac.ru
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, 117913 Moscow, Russian Federation.
  Methods: NMR simulation
  
   
  
  Proteus vulgaris O17
  CSDB ID 5433 (all data & tools)
• Article ID: 1158
  Rundlöf T, Weintraub A, Widmalm G "Structural studies of the enteroinvasive Escherichia coli (EIEC) O28 O-antigenic polysaccharide" - Carbohydrate Research 291 (1996) 127-139
  

  The structure of the O-specific side-chain of the lipopolysaccharide from Escherichia coli O28 has been investigated. NMR spectroscopy has been the main method used, complemented with sugar and methylation analyses. The polysaccharide contains one equivalent of O-acetyl groups per repeating unit. Selective cleavage of the O-deacetylated polymer was performed by treatment with aqueous hydrofluoric acid, and resulted in a trisaccharide-glycerol. The polysaccharide thus is of the teichoic acid type and composed of repeating units in which the trisaccharide-glycerol residues are joined by phosphodiester linkages. The O-antigen polysaccharide has the following structure. [sequence: see text] The absolute configuration of the glycerol moiety as R, (i.e., D-glycerol 1-phosphate) was determined by a new method based on TEMPO oxidation of the polysaccharide, followed by GLC analysis of the (+)-2-butyl ester of the resulting glyceric acid

  Lipopolysaccharide, Escherichia coli, phosphodiester, Teichoic acid type, Enteroinvasive

  NCBI PubMed ID: 8864227
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm Unit ersit3, Stockholm, Sweden, Karolinska Institute, Department of Immunology Microbiology, Pathology and Infectious Diseases, Division of Clinical Bacteriology Huddinge University Hospital, S-141 86 Huddinge, Sweden
  Methods: 13C NMR, 1H NMR, NMR-2D, methylation, FAB-MS, sugar analysis, 31P NMR
  
   
  
  Escherichia coli O28
  CSDB ID 4477 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit ; 50000-150000
Compound class: CPS
Contained glycoepitopes: IEDB_130695,IEDB_136105,IEDB_137485,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_149136,IEDB_152206,IEDB_225177,IEDB_885823,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_72

• Article ID: 176
  Vinogradov E, Egbosimba EE, Perry MB, Lam JS, Forsberg CW "Structural analysis of the carbohydrate components of the outer membrane of the lipopolysaccharide-lacking cellulolytic ruminal bacterium Fibrobacter succinogenes S85" - European Journal of Biochemistry 268(12) (2001) 3566-3576
  

  The polysaccharides from the outer membrane of the Gram-negative ruminal bacterium Fibrobacter succinogenes were isolated by phenol/water extraction and separated by size-exclusion chromatography in the presence of deoxycholate detergent into a lower-molecular-mass fraction designated 'glycolipid' and a high-molecular-mass 'capsular polysaccharide' fraction. Both fractions lacked typical lipopolysaccharide components including 2-keto-3-deoxyoctulosonic acid and 3-hydroxy fatty acids. Carbohydrate components of these fractions were represented by two polysaccharides and one oligosaccharide (possibly glycolipid) with the following structures: : : where HEAEP is N-(2-hydroxyethyl)-2-aminoethylphosphonic acid, found for the first time in natural compounds. The polysaccharides contained pentadecanoic acid and anteisopentadecanoic acid, possibly present as the acyl components. All constituent monosaccharides except L-rhamnose had a D- configuration. In addition to having a structural role in the outer membrane, these polysaccharides may provide protection for this lipopolysaccharide-less bacterium in the highly competitive ruminal environment, as phosphonic acids covalently linked to membrane polymers have in the past been attributed the function of stabilizing membranes in the presence of phosphatases and lipases.

  NMR, structure, polysaccharide, Fibrobacter succinogenes, glycolipid

  NCBI PubMed ID: 11422388
  Journal NLM ID: 0107600
  Publisher: 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
  Methods: 13C NMR, 1H NMR, NMR-2D, 31P NMR
  
   
  
  Fibrobacter succinogenes S85 (ATCC 19169)
  CSDB ID 5507 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS, teichoic acid
Contained glycoepitopes: IEDB_130695,IEDB_142488,IEDB_144998,IEDB_144999,IEDB_146664,IEDB_232584,IEDB_241118,IEDB_983931,SB_192

• Article ID: 213
  Wang Y, Huebner J, Tzianabos AO, Martirosian G, Kasper DL, Pier GB "Structure of an antigenic teichoic acid shared by clinical isolates of Enterococcus faecalis and vancomycin-resistant Enterococcus faecium" - Carbohydrate Research 316(1-4) (1999) 155-160
  

  A shared antigenic teichoic acid, previously found to be a surface capsule-like polysaccharide, was isolated from clinical isolates of Enterococcus faecalis and vancomycin-resistant E. faecium. It was composed of glucose, glycerol, and phosphate as determined by chemical and GC-MS analysis. The repeating-unit structure was elucidated by a series of 1H, 13C, and 31P NMR spectroscopy to be the following: [see formula in text]

  structure, clinical, isolate, polysaccharide, antigenic, acid, Enterococcus, teichoic acid

  NCBI PubMed ID: 10420594
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: ywang@channing.harvard.edu
  Institutions: Channing Laboratory, Department of Medicine, Brigham and Women 's Hospital, Harvard Medical School, 181 Longwood Avenue, Boston, MA 02115- 5804, USA, Department of Microbiology and Molecular Genetics, Harvard Medical School, Boston, MA 02115, USA
  Methods: GC-MS, chemical analysis
  
   
  
  Enterococcus faecalis, Enterococcus faecium
  CSDB ID 5561 (all data & tools)
• Article ID: 822
  Huebner J, Wang Y, Krueger WA, Madoff LC, Martirosian G, Boisot S, Goldmann DA, Kasper DL, Tzianabos AO, Pier GB "Isolation and chemical characterization of a capsular polysaccharide antigen shared by clinical isolates of Enterococcus faecalis and vancomycin-resistant Enterococcus faecium" - Infection and Immunity 67(3) (1999) 1213-1219
  

  Enterococci are a common cause of serious infections, especially in newborns, severely immunocompromised patients, and patients requiring intensive care. To characterize enterococcal surface antigens that are targets of opsonic antibodies, rabbits were immunized with various gentamicin-killed Enterococcus faecalis strains, and immune sera were tested in an opsonophagocytic assay against a selection of clinical isolates. Serum raised against one strain killed the homologous strain (12030) at a dilution of 1:5, 120 and mediated opsonic killing of 33% of all strains tested. In addition, this serum killed two (28%) of seven vancomycin-resistant Enterococcus faecium strains. Adsorption of sera with the homologous strain eliminated killing activity. The adsorbing antigens were resistant to treatment with proteinase K and to boiling for 1 h, but were susceptible to treatment with sodium periodate, indicating that the antigen inducing opsonic activity is a polysaccharide. Antibodies in immune rabbit sera reacted with a capsule-like structure visualized by electron microscopy both on the homologous E. faecalis strain and on a vancomycin-resistant E. faecium strain. The capsular polysaccharides from E. faecalis 12030 and E. faecium 838970 were purified, and chemical and structural analyses indicated they were identical glycerol teichoic acid-like molecules with a carbohydrate backbone structure of 6-a-D-glucose-1-2 glycerol-3-PO4 with substitution on carbon 2 of the glucose with an a-2-l-D-glucose residue. The purified antigen adsorbed opsonic killing activity from immune rabbit sera and elicited high titers of antibodies (when used to immunize rabbits) that both mediated opsonic killing of bacteria and bound to a capsule-like structure visualized by electron microscopy. These results indicate that approximately one-third of a sample of 15 E. faecalis strains and 7 vancomycin-resistant E. faecium strains possess shared capsular polysaccharides that are targets of opsonophagocytic antibodies and therefore are potential vaccine candidates.

  antigen, clinical, isolate, capsular, characterization, polysaccharide, capsular polysaccharide, chemical, isolation, Enterococcus, polysaccharide antigen

  NCBI PubMed ID: 10024563
  Journal NLM ID: 0246127
  Publisher: American Society for Microbiology
  Correspondence: gpier@channing.harvard.edu
  Institutions: Channing Laboratory, Department of Medicine, Brigham and Women's Hospital, and Department of Medicine,Children's Hospital, Harvard Medical School, Boston, Massachusetts 02115-5899
  Methods: GC-MS, NMR
  
   
  
  Enterococcus faecalis 12030
  CSDB ID 2446 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_130695,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_138950,IEDB_141495,IEDB_141794,IEDB_141806,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_149558,IEDB_151528,IEDB_190606,IEDB_742249,IEDB_918314,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_6,SB_61,SB_7,SB_87,SB_88

• Article ID: 300
  Lee CH, Frasch CE "Quantification of bacterial polysaccharides by the purpald assay: Measurement of periodate-generated formaldehyde from glycol in the repeating unit" - Analytical Biochemistry 296(1) (2001) 73-82
  

  We have adapted the purpald assay for measurement of bacterial polysaccharides (PS) containing substituted and/or unsubstituted glycol (SG or UG) in residues such as glycerol, ribitol, arabinitol, furanosyl galactose, and sialyl. For the purpald assay of UG-containing PS, 50 microL of PS samples was consecutively reacted with 50 microL of 16 mM NaIO4 for 20 min, 50 microL of 136 mM purpald reagent in 2 N NaOH for 20 min, and 50 microL of 64 mM NaIO4 for 20 min in a 96-well tissue culture plate followed by a measurement of absorbance at 550 nm with a plate reader. For SG-containing PS, conversion of SG to UG with 25 micro;L of 0.3 N NaOH, 1 h at room temperature for de-O-acetylation followed by 25 microL of 0.6 M H2SO4, 1 h at 80 degrees C for acid hydrolysis of PS precedes the periodate treatment in the purpald assay. The concentration of the samples can be calculated from the sample absorbance and the reference standard curve constructed from the reference concentrations of the same PS (well-characterized) and their corresponding absorbance values assayed in the same plate. The purpald assay provides a tool in addition to the existing ones for the measurement of glycol-containing PS. Among the usefulness of this method are the determinations of the glycerol content in the phospho-glycerol-containing PS and the SG and UG contents and structural integrity in PS and conjugate vaccines.

  repeating unit, bacterial polysaccharides, quantification

  NCBI PubMed ID: 11520034
  Publication DOI: 10.1006/abio.2001.5230
  Journal NLM ID: 0370535
  Publisher: Academic Press
  Institutions: Laboratory of Bacterial Polysaccharides, Division of Bacterial, Parasitic and Allergenic Products, OVRR, CBER, FDA, 8800 Rockville Pike, Bethesda, MD, USA
  Methods: purpald assay measurement
  
   
  
  Streptococcus pneumoniae 11A
  CSDB ID 7515 (all data & tools)
• Article ID: 506
  Pujar NS, Huang NF, Daniels CL, Dieter L, Gayton MG, Lee AL "Base hydrolysis of phosphodiester bonds in pneumococcal polysaccharides" - Biopolymers 75(1) (2004) 71-84
  

  A comprehensive study of the base hydrolysis of all phosphodiester bond-containing capsular polysaccharides of the 23-valent pneumococcal vaccine is described here. Capsular polysaccharides from serotypes 6B, 10A, 17F, 19A, 19F, and 20 contain a phosphodiester bond that connects the repeating units in these polysaccharides (also referred to as backbone phosphodiester bonds), and polysaccharides from serotypes 11A, 15B, 18C, and 23F contain a phosphodiester bond that links a side chain to their repeating units. Molecular weight measurements of the polysaccharides, using high performance size exclusion chromatography with tandem multiangle laser light scattering and refractive index detection, was used to evaluate the kinetics of hydrolysis. The measurement of molecular weight provides a high degree of sensitivity in the case of small extents of reaction, thus allowing reliable measurements of the kinetics over short times. Pseudo-first-order rate constants for these polysaccharides were estimated using a simple model that accounts for the polydispersity of the starting sample. It was found that the relative order of backbone phosphodiester bond instability due to base hydrolysis was 19A > 10A > 19F > 6B > 17F, 20. Degradation of side-chain phosphodiester bonds was not observed, although the high degree of sensitivity in measurements is lost in this case, due to the low contribution of the side chains to the total polysaccharide molecular weight. In comparison with literature data on pneumococcal polysaccharide 6A, 19A was found to be the more labile, and hence appears to be the most labile pneumococcal polysaccharide studied to date. The rate of hydrolysis increased at higher pH and in the presence of divalent cation, but the extent was lower than expected based on similar data on RNA. Finally, the differences in the phosphodiester bond stabilities were analyzed by considering stereochemical factors in these polysaccharides. These results also provide a framework for evaluation of molecular integrity of phosphodiester-bond-containing polysaccharides in different solution conditions. Copyright 2004 Wiley Periodicals, Inc. Biopolymers, 2004

  base hydrolysis, phosphodiester bond, pneumococcal polysaccharide

  NCBI PubMed ID: 15307199
  Journal NLM ID: 0372525
  Publisher: Wiley Interscience
  Correspondence: hari_pujar@merck.com
  Institutions: Merck Research Laboratories, Merck & Co., West Point, PA 19486
  
   
  
  Streptococcus pneumoniae 11A
  CSDB ID 9349 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_130695,IEDB_136044,IEDB_136105,IEDB_137472,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_153217,IEDB_158539,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_6,SB_7,SB_88

• Article ID: 300
  Lee CH, Frasch CE "Quantification of bacterial polysaccharides by the purpald assay: Measurement of periodate-generated formaldehyde from glycol in the repeating unit" - Analytical Biochemistry 296(1) (2001) 73-82
  

  We have adapted the purpald assay for measurement of bacterial polysaccharides (PS) containing substituted and/or unsubstituted glycol (SG or UG) in residues such as glycerol, ribitol, arabinitol, furanosyl galactose, and sialyl. For the purpald assay of UG-containing PS, 50 microL of PS samples was consecutively reacted with 50 microL of 16 mM NaIO4 for 20 min, 50 microL of 136 mM purpald reagent in 2 N NaOH for 20 min, and 50 microL of 64 mM NaIO4 for 20 min in a 96-well tissue culture plate followed by a measurement of absorbance at 550 nm with a plate reader. For SG-containing PS, conversion of SG to UG with 25 micro;L of 0.3 N NaOH, 1 h at room temperature for de-O-acetylation followed by 25 microL of 0.6 M H2SO4, 1 h at 80 degrees C for acid hydrolysis of PS precedes the periodate treatment in the purpald assay. The concentration of the samples can be calculated from the sample absorbance and the reference standard curve constructed from the reference concentrations of the same PS (well-characterized) and their corresponding absorbance values assayed in the same plate. The purpald assay provides a tool in addition to the existing ones for the measurement of glycol-containing PS. Among the usefulness of this method are the determinations of the glycerol content in the phospho-glycerol-containing PS and the SG and UG contents and structural integrity in PS and conjugate vaccines.

  repeating unit, bacterial polysaccharides, quantification

  NCBI PubMed ID: 11520034
  Publication DOI: 10.1006/abio.2001.5230
  Journal NLM ID: 0370535
  Publisher: Academic Press
  Institutions: Laboratory of Bacterial Polysaccharides, Division of Bacterial, Parasitic and Allergenic Products, OVRR, CBER, FDA, 8800 Rockville Pike, Bethesda, MD, USA
  Methods: purpald assay measurement
  
   
  
  Streptococcus pneumoniae 18C
  CSDB ID 7518 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_130695,IEDB_136044,IEDB_136105,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_146668,IEDB_146671,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88

• Article ID: 300
  Lee CH, Frasch CE "Quantification of bacterial polysaccharides by the purpald assay: Measurement of periodate-generated formaldehyde from glycol in the repeating unit" - Analytical Biochemistry 296(1) (2001) 73-82
  

  We have adapted the purpald assay for measurement of bacterial polysaccharides (PS) containing substituted and/or unsubstituted glycol (SG or UG) in residues such as glycerol, ribitol, arabinitol, furanosyl galactose, and sialyl. For the purpald assay of UG-containing PS, 50 microL of PS samples was consecutively reacted with 50 microL of 16 mM NaIO4 for 20 min, 50 microL of 136 mM purpald reagent in 2 N NaOH for 20 min, and 50 microL of 64 mM NaIO4 for 20 min in a 96-well tissue culture plate followed by a measurement of absorbance at 550 nm with a plate reader. For SG-containing PS, conversion of SG to UG with 25 micro;L of 0.3 N NaOH, 1 h at room temperature for de-O-acetylation followed by 25 microL of 0.6 M H2SO4, 1 h at 80 degrees C for acid hydrolysis of PS precedes the periodate treatment in the purpald assay. The concentration of the samples can be calculated from the sample absorbance and the reference standard curve constructed from the reference concentrations of the same PS (well-characterized) and their corresponding absorbance values assayed in the same plate. The purpald assay provides a tool in addition to the existing ones for the measurement of glycol-containing PS. Among the usefulness of this method are the determinations of the glycerol content in the phospho-glycerol-containing PS and the SG and UG contents and structural integrity in PS and conjugate vaccines.

  repeating unit, bacterial polysaccharides, quantification

  NCBI PubMed ID: 11520034
  Publication DOI: 10.1006/abio.2001.5230
  Journal NLM ID: 0370535
  Publisher: Academic Press
  Institutions: Laboratory of Bacterial Polysaccharides, Division of Bacterial, Parasitic and Allergenic Products, OVRR, CBER, FDA, 8800 Rockville Pike, Bethesda, MD, USA
  Methods: purpald assay measurement
  
   
  
  Streptococcus pneumoniae 23F
  CSDB ID 7521 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: teichoic acid
Contained glycoepitopes: IEDB_130648,IEDB_130695,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_1597446,IEDB_885822

• Article ID: 352
  Potekhina NV, Shashkov AS, Evtushenko LI, Naumova IB "Teichoic acids in the cell walls of Microbispora mesophila Ac-1953T and Thermobifida fusca Ac-1952T" - Mikrobiologiia = Microbiology [Russian] 72(2) (2003) 189-193
  

  The cell walls of Microbispora mesophila strain Ac-1953T (the family Streptosporangiaceae) and Thermobifida fusca Ac-1952T (the family Nocardiopsiceae) were found to contain teichoic acids of a poly(glycerol phosphate) nature. The teichoic acid of M. mesophila (formerly Thermomonospora mesophila) represents a poly(glycerol phosphate) containing 5% of substituent 2-acetamido-2-deoxy-α-galactosaminyl residues. The teichoic acid of such kind was found in actinomycetes for the first time. The cell wall of T. fusca (formerly Thermonospora fusca) contains two teichoic acids, namely, unsubstituted 1,3-poly(glycerol phosphate) and β-glucosylated 1,3-poly(glycerol phosphate).

  structure, Bacterial, repeating unit, polysaccharides, chain, phosphate, cluster, teichoic acids, cell wall polysaccharides, mannan, taxonomic, teichuronic acid

  NCBI PubMed ID: 12751242
  Journal NLM ID: 0376652
  Publisher: Moskva: Izdatelstvo Nauka
  Correspondence: naumova@microbiol.bio.msu.su
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Faculty of Biology, Moscow State University, Morob'evy fory, Moscow, 119899 Russia, Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Russia
  Methods: NMR, chemical methods
  
   
  
  Microbispora mesophila Ac-1953T, Microbispora mesophila Ac-1952T
  CSDB ID 8028 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Contained glycoepitopes: IEDB_130648,IEDB_130695,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_241118,IEDB_885822,IEDB_983931,SB_192

• Article ID: 380
  Skurnik M, Zhang L "Molecular genetics and biochemistry of Yersinia lipopolysaccharide" - APMIS: Acta Pathologica, Microbiologica, et Immunologica Scandinavica 104(12) (1996) 849-872
  

  Studies on the molecular genetics of bacterial LPS serve at least two main purposes: (i) to help develop an understanding of the biology, biochemistry and genetics of this bacterial surface macromolecule, and (ii) to provide a basis for both vaccine development and virulence experiments. Both of these goals have been the driving force in studies of Yersinia LPS carried out during the last decade. Here we will review the progress made in the molecular genetics and biochemistry of Yersinia LPS. A deep understanding has been achieved with respect to Y. enterocolitica serotype O:3, reaching as far as a detailed analysis of the gene clusters directing the biosynthesis of the outer core oligosaccharide and of the O-ag. The O-ag gene clusters of Y. enterocolitica serotype O:8 and Y. pseudotuberculosis serotypes O:2a and O:5a have also been cloned and partially characterized LPS biosynthesis of these Yersinia species includes examples of the two major variations recognized in the biosynthesis of this macromolecule: (i) homopolymeric or O-antigen polymerase-independent biosynthesis, and (ii) heteropolymeric or O-antigen polymerase-dependent biosynthesis.

  Lipopolysaccharide, genetic, gene, genetics, O-antigen, biochemistry, Yersinia, molecular genetics

  NCBI PubMed ID: 9048864
  Publication DOI: 10.1111/j.1699-0463.1996.tb04951.x
  Journal NLM ID: 8803400
  Publisher: Copenhagen: Munksgaard
  Institutions: Turku Centre for Biotechnology, University of Turku, Finland, department of Medical Microbiology, University of Turku, Turku, Finland
  
   
  
  Yersinia kristensenii O25,35
  CSDB ID 31532 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130695,IEDB_135813,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_241118,IEDB_983931,SB_192,SB_7

• Article ID: 380
  Skurnik M, Zhang L "Molecular genetics and biochemistry of Yersinia lipopolysaccharide" - APMIS: Acta Pathologica, Microbiologica, et Immunologica Scandinavica 104(12) (1996) 849-872
  

  Studies on the molecular genetics of bacterial LPS serve at least two main purposes: (i) to help develop an understanding of the biology, biochemistry and genetics of this bacterial surface macromolecule, and (ii) to provide a basis for both vaccine development and virulence experiments. Both of these goals have been the driving force in studies of Yersinia LPS carried out during the last decade. Here we will review the progress made in the molecular genetics and biochemistry of Yersinia LPS. A deep understanding has been achieved with respect to Y. enterocolitica serotype O:3, reaching as far as a detailed analysis of the gene clusters directing the biosynthesis of the outer core oligosaccharide and of the O-ag. The O-ag gene clusters of Y. enterocolitica serotype O:8 and Y. pseudotuberculosis serotypes O:2a and O:5a have also been cloned and partially characterized LPS biosynthesis of these Yersinia species includes examples of the two major variations recognized in the biosynthesis of this macromolecule: (i) homopolymeric or O-antigen polymerase-independent biosynthesis, and (ii) heteropolymeric or O-antigen polymerase-dependent biosynthesis.

  Lipopolysaccharide, genetic, gene, genetics, O-antigen, biochemistry, Yersinia, molecular genetics

  NCBI PubMed ID: 9048864
  Publication DOI: 10.1111/j.1699-0463.1996.tb04951.x
  Journal NLM ID: 8803400
  Publisher: Copenhagen: Munksgaard
  Institutions: Turku Centre for Biotechnology, University of Turku, Finland, department of Medical Microbiology, University of Turku, Turku, Finland
  
   
  
  Yersinia kristensenii O25,35
  CSDB ID 31532 (all data & tools)
• Article ID: 1777
  Knirel YA, Kochetkov NK "The structure of lipopolysaccharides of gram-negative bacteria. III. The structure of O-antigens: A review" - Biochemistry (Moscow) 59(12) (1994) 1325-1383
  

  This review summarizes data on the composition and structure of the O-antigens, the polysaccharide chains of the outer-membrane lipopolysaccharides (LPS) of Gram-negative bacteria defining the immunospecificity of these microbial cells. Special reference is given to some structural features of the O-antigens, such as the presence of unique monosaccharides and noncarbohydrate components, masked regularity, and the occurrence in one microorganism of LPS with structurally different polysaccharide chains. Antigenic relationships between microorganisms belonging to different taxonomic groups are discussed.

  structure, O-antigen, chemical composition, bacterial lipopolysaccharides, Salmonella livingstone C1

  NCBI PubMed ID: 7533007
  Journal NLM ID: 0376536
  Publisher: Nauka/Interperiodica
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
  
   
  
  Yersinia kristensenii O25,35
  CSDB ID 108424 (all data & tools)
• Article ID: 2245
  Gorshkova RP, Isakov VV, Nazarenko EL, Ovodov YS, Guryanova SV, Dmitriev BA "Structure of the O-specific polysaccharide of the lipopolysaccharide from Yersinia kristensenii O:25,35" - Carbohydrate Research 241 (1993) 201-208
  

  Mild hydrolysis of the lipopolysaccharide (LPS) from Yersinia kristensenii serovar O:25.35 with acid afforded the O-specific polysaccharide (PS) which contained D-glucose, D-galactose, 2-acetamido-2,6-dideoxy-L-galactose, 2-acetamido-2-deoxy-D-glucose, glycerol, and phosphate in the ratios 3:1:1:1:1. On the basis of 31P and 13C NMR spectroscopy, hydrolysis, methylation studies, Smith degradation, and dephosphorylation, the repeating unit of PS was shown to have the following structure [formula: see text].

  NCBI PubMed ID: 7682474
  Publication DOI: 10.1016/0008-6215(93)80106-O
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, Vladivostok
  Methods: 13C NMR, methylation, GLC-MS, sugar analysis, dephosphorylation, 31P NMR, acid hydrolysis, Smith degradation, HPLC, GPC, optical rotation measurement
  
   
  
  Yersinia kristensenii O25,35
  CSDB ID 117132 (all data & tools)
• Article ID: 4328
  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
  
   
  
  Yersinia kristensenii O25,35
  CSDB ID 27647 (all data & tools)
• Article ID: 4956
  Fontana C, Zaccheus M, Weintraub A, Ansaruzzaman M, Widmalm G "Structural studies of a polysaccharide from Vibrio parahaemolyticus strain AN-16000" - Carbohydrate Research 432 (2016) 41-49
  

  The structure of a polysaccharide from Vibrio parahaemolyticus strain AN-16000 has been investigated. The sugar and absolute configuration analysis revealed d-Glc, d-GalN, d-QuiN and l-FucN as major components. The PS was subjected to dephosphorylation with aqueous 40% HF to obtain an oligosaccharide that was analyzed by (1)H and (13)C NMR spectroscopy. The HR-MS spectrum of the oligosaccharide revealed a pentasaccharide composed of two Glc residues, one QuiNAc and one GalNAc, one FucNAc, as well as a glycerol moiety. The structure of the PS was determined using (1)H, (13)C, (15)N and (31)P NMR spectroscopy; inter-residue correlations were identified by (1)H,(13)C-heteronuclear multiple-bond correlation, (1)H,(1)H-NOESY and (1)H,(31)P-hetero-TOCSY experiments. The PS backbone has the following teichoic acid-like structure: →3)-d-Gro-(1-P-6)-β-d-Glcp-(1→4)-α-l-FucpNAc-(1→3)-β-d-QuipNAc-(1 → with a side-chain consisting of α-d-Glcp-(1→6)-α-d-GalpNAc-(1→ linked to the O3 position of the FucNAc residue.

  NMR, Vibrio parahaemolyticus, dephosphorylation, Glycerol-1-phosphate

  NCBI PubMed ID: 7392309
  Publication DOI: 10.1016/j.carres.2016.06.004
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: goran.widmalm@su.se
  Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden, International Centre for Diarrhoeal Disease Research, Dhaka, Bangladesh, Karolinska Institute, Department of Laboratory Medicine, Division of Clinical Microbiology, Karolinska University Hospital, Stockholm, Sweden
  Methods: 13C NMR, 1H NMR, NMR-2D, HF solvolysis, sugar analysis, ESI-MS, acid hydrolysis, GLC, NMR-1D, GPC, mild acid degradation
  
   
  
  Yersinia kristensenii O25,35
  CSDB ID 11804 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_130695,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_153212,IEDB_241118,IEDB_885822,IEDB_983931,SB_192,SB_74,SB_85

• Article ID: 380
  Skurnik M, Zhang L "Molecular genetics and biochemistry of Yersinia lipopolysaccharide" - APMIS: Acta Pathologica, Microbiologica, et Immunologica Scandinavica 104(12) (1996) 849-872
  

  Studies on the molecular genetics of bacterial LPS serve at least two main purposes: (i) to help develop an understanding of the biology, biochemistry and genetics of this bacterial surface macromolecule, and (ii) to provide a basis for both vaccine development and virulence experiments. Both of these goals have been the driving force in studies of Yersinia LPS carried out during the last decade. Here we will review the progress made in the molecular genetics and biochemistry of Yersinia LPS. A deep understanding has been achieved with respect to Y. enterocolitica serotype O:3, reaching as far as a detailed analysis of the gene clusters directing the biosynthesis of the outer core oligosaccharide and of the O-ag. The O-ag gene clusters of Y. enterocolitica serotype O:8 and Y. pseudotuberculosis serotypes O:2a and O:5a have also been cloned and partially characterized LPS biosynthesis of these Yersinia species includes examples of the two major variations recognized in the biosynthesis of this macromolecule: (i) homopolymeric or O-antigen polymerase-independent biosynthesis, and (ii) heteropolymeric or O-antigen polymerase-dependent biosynthesis.

  Lipopolysaccharide, genetic, gene, genetics, O-antigen, biochemistry, Yersinia, molecular genetics

  NCBI PubMed ID: 9048864
  Publication DOI: 10.1111/j.1699-0463.1996.tb04951.x
  Journal NLM ID: 8803400
  Publisher: Copenhagen: Munksgaard
  Institutions: Turku Centre for Biotechnology, University of Turku, Finland, department of Medical Microbiology, University of Turku, Turku, Finland
  
   
  
  Yersinia kristensenii O12,25
  CSDB ID 31533 (all data & tools)
• Article ID: 1777
  Knirel YA, Kochetkov NK "The structure of lipopolysaccharides of gram-negative bacteria. III. The structure of O-antigens: A review" - Biochemistry (Moscow) 59(12) (1994) 1325-1383
  

  This review summarizes data on the composition and structure of the O-antigens, the polysaccharide chains of the outer-membrane lipopolysaccharides (LPS) of Gram-negative bacteria defining the immunospecificity of these microbial cells. Special reference is given to some structural features of the O-antigens, such as the presence of unique monosaccharides and noncarbohydrate components, masked regularity, and the occurrence in one microorganism of LPS with structurally different polysaccharide chains. Antigenic relationships between microorganisms belonging to different taxonomic groups are discussed.

  structure, O-antigen, chemical composition, bacterial lipopolysaccharides, Salmonella livingstone C1

  NCBI PubMed ID: 7533007
  Journal NLM ID: 0376536
  Publisher: Nauka/Interperiodica
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
  
   
  
  Yersinia kristensenii O12,25
  CSDB ID 108420 (all data & tools)
• Article ID: 2210
  L'vov VL, Gur'yanova SV, Rodionov AV, Gorshkova RP "Structure of the repeating unit of the O-specific polysaccharide of the lipopolysaccharide of Yersinia kristensenii strain 490 (O:12,25)" - Carbohydrate Research 228 (1992) 415-422
  

  The O-specific polysaccharide isolated by mild acid degradation of the lipopolysaccharide of Y. kristensenii strain 490 (O:12,25) contained D-glucose, 2-acetamido-2-deoxy-D-glucose, 2-acetamido-2-deoxy-D-galactose, 2-acetamido-2,6-dideoxy-L-galactose, glycerol, and phosphate in the ratios 2:2:1:1:1:1. On the basis of 31P- and 13C-n.m.r. data, methylation analysis, dephosphorylation, solvolysis with anhydrous hydrogen fluoride, and Smith degradation, it was concluded that the repeating unit of the polysaccharide was a branched hexaosylglycerol phosphate with the following structure [formula: see text].

  NCBI PubMed ID: 1525785
  Publication DOI: 10.1016/0008-6215(92)84134-E
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Institute of Immunology, Ministry of Health of the U.S.S.R., Moscow
  Methods: 13C NMR, methylation, GLC-MS, HF solvolysis, SDS-PAGE, sugar analysis, dephosphorylation, 31P NMR, acid hydrolysis, Smith degradation, paper chromatography, serological methods, GPC, optical rotation measurement, amino sugar analysis
  
   
  
  Yersinia kristensenii O12,25, Yersinia kristensenii 490
  CSDB ID 116679 (all data & tools)
• Article ID: 4328
  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
  
   
  
  Yersinia kristensenii O12,25
  CSDB ID 27644 (all data & tools)
• Article ID: 4956
  Fontana C, Zaccheus M, Weintraub A, Ansaruzzaman M, Widmalm G "Structural studies of a polysaccharide from Vibrio parahaemolyticus strain AN-16000" - Carbohydrate Research 432 (2016) 41-49
  

  The structure of a polysaccharide from Vibrio parahaemolyticus strain AN-16000 has been investigated. The sugar and absolute configuration analysis revealed d-Glc, d-GalN, d-QuiN and l-FucN as major components. The PS was subjected to dephosphorylation with aqueous 40% HF to obtain an oligosaccharide that was analyzed by (1)H and (13)C NMR spectroscopy. The HR-MS spectrum of the oligosaccharide revealed a pentasaccharide composed of two Glc residues, one QuiNAc and one GalNAc, one FucNAc, as well as a glycerol moiety. The structure of the PS was determined using (1)H, (13)C, (15)N and (31)P NMR spectroscopy; inter-residue correlations were identified by (1)H,(13)C-heteronuclear multiple-bond correlation, (1)H,(1)H-NOESY and (1)H,(31)P-hetero-TOCSY experiments. The PS backbone has the following teichoic acid-like structure: →3)-d-Gro-(1-P-6)-β-d-Glcp-(1→4)-α-l-FucpNAc-(1→3)-β-d-QuipNAc-(1 → with a side-chain consisting of α-d-Glcp-(1→6)-α-d-GalpNAc-(1→ linked to the O3 position of the FucNAc residue.

  NMR, Vibrio parahaemolyticus, dephosphorylation, Glycerol-1-phosphate

  NCBI PubMed ID: 7392309
  Publication DOI: 10.1016/j.carres.2016.06.004
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: goran.widmalm@su.se
  Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden, International Centre for Diarrhoeal Disease Research, Dhaka, Bangladesh, Karolinska Institute, Department of Laboratory Medicine, Division of Clinical Microbiology, Karolinska University Hospital, Stockholm, Sweden
  Methods: 13C NMR, 1H NMR, NMR-2D, HF solvolysis, sugar analysis, ESI-MS, acid hydrolysis, GLC, NMR-1D, GPC, mild acid degradation
  
   
  
  Yersinia kristensenii O12,25
  CSDB ID 11805 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_130695,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_241118,IEDB_885822,IEDB_983931,SB_192

• Article ID: 380
  Skurnik M, Zhang L "Molecular genetics and biochemistry of Yersinia lipopolysaccharide" - APMIS: Acta Pathologica, Microbiologica, et Immunologica Scandinavica 104(12) (1996) 849-872
  

  Studies on the molecular genetics of bacterial LPS serve at least two main purposes: (i) to help develop an understanding of the biology, biochemistry and genetics of this bacterial surface macromolecule, and (ii) to provide a basis for both vaccine development and virulence experiments. Both of these goals have been the driving force in studies of Yersinia LPS carried out during the last decade. Here we will review the progress made in the molecular genetics and biochemistry of Yersinia LPS. A deep understanding has been achieved with respect to Y. enterocolitica serotype O:3, reaching as far as a detailed analysis of the gene clusters directing the biosynthesis of the outer core oligosaccharide and of the O-ag. The O-ag gene clusters of Y. enterocolitica serotype O:8 and Y. pseudotuberculosis serotypes O:2a and O:5a have also been cloned and partially characterized LPS biosynthesis of these Yersinia species includes examples of the two major variations recognized in the biosynthesis of this macromolecule: (i) homopolymeric or O-antigen polymerase-independent biosynthesis, and (ii) heteropolymeric or O-antigen polymerase-dependent biosynthesis.

  Lipopolysaccharide, genetic, gene, genetics, O-antigen, biochemistry, Yersinia, molecular genetics

  NCBI PubMed ID: 9048864
  Publication DOI: 10.1111/j.1699-0463.1996.tb04951.x
  Journal NLM ID: 8803400
  Publisher: Copenhagen: Munksgaard
  Institutions: Turku Centre for Biotechnology, University of Turku, Finland, department of Medical Microbiology, University of Turku, Turku, Finland
  
   
  
  Yersinia kristensenii O12,26
  CSDB ID 31534 (all data & tools)
• Article ID: 1878
  L'vov VL, Gur'yanova SV, Rodionov AV, Dmitriev BA, Shashkov AS, Ignatenko AV, Gorshkova RP, Ovodov YS "The structure of the repeating unit of the glycerolphosphate-containing O-specific polysaccharide chain from lipopolysaccharide of Yersinia kristensenii strain 103 (O:12,26)" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 16(3) (1990) 379-389
  

  Mild acid hydrolysis of the lipopolysaccharide from Yersinia kristensenii strain 103 (0:12.26) afforded teichoic acid-like polysaccharide. From the results of methylation, dephosphorylation, partial Smyth degradation, and 13C and 31P NMR data the structure of the repeating unit of the polysaccharide was deduced as follows: [formula: see text] The structure was confirmed by complete interpretation of polysaccharide 13C NMR spectrum.

  NCBI PubMed ID: 1694078
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR, methylation, GLC-MS, 31P NMR, GLC, Smith degradation, HF treatment, periodate oxidation
  
   
  
  Yersinia kristensenii 103, Yersinia kristensenii O12,26
  CSDB ID 110794 (all data & tools)
• Article ID: 2245
  Gorshkova RP, Isakov VV, Nazarenko EL, Ovodov YS, Guryanova SV, Dmitriev BA "Structure of the O-specific polysaccharide of the lipopolysaccharide from Yersinia kristensenii O:25,35" - Carbohydrate Research 241 (1993) 201-208
  

  Mild hydrolysis of the lipopolysaccharide (LPS) from Yersinia kristensenii serovar O:25.35 with acid afforded the O-specific polysaccharide (PS) which contained D-glucose, D-galactose, 2-acetamido-2,6-dideoxy-L-galactose, 2-acetamido-2-deoxy-D-glucose, glycerol, and phosphate in the ratios 3:1:1:1:1. On the basis of 31P and 13C NMR spectroscopy, hydrolysis, methylation studies, Smith degradation, and dephosphorylation, the repeating unit of PS was shown to have the following structure [formula: see text].

  NCBI PubMed ID: 7682474
  Publication DOI: 10.1016/0008-6215(93)80106-O
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, Vladivostok
  Methods: 13C NMR, methylation, GLC-MS, sugar analysis, dephosphorylation, 31P NMR, acid hydrolysis, Smith degradation, HPLC, GPC, optical rotation measurement
  
   
  
  Yersinia kristensenii O12,26
  CSDB ID 305 (all data & tools)
• Article ID: 4328
  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
  
   
  
  Yersinia kristensenii O12,26
  CSDB ID 27645 (all data & tools)
• Article ID: 5503
  Sizova OV, Shashkov AS, Toukach FV, Knirel YA, Shaikhutdinova RZ, Ivanov SA, Kislichkina AA, Dentovskaya SV "Structure elucidation and gene cluster characterization of the O-antigen of Yersinia kristensenii C-134" - Carbohydrate Research 481 (2019) 9-15
  

  Mild acid degradation of the lipopolysaccharide of Yersinia kristensenii C-134 afforded a glycerol teichoic acid-like O-polysaccharide, which was studied by sugar analysis, O-deacetylation and dephosphorylation along with 1D and 2D NMR spectroscopy. The following structure of the O-polysaccharide was established: This structure is related to those of other Y. kristensenii O-polysaccharides studied earlier. The O-antigen gene cluster of Y. kristensenii �-134 was analyzed and found to be consistent with the O-polysaccharide structure established.

  Lipopolysaccharide, O-antigen, O-specific polysaccharide, bacterial polysaccharide structure, Yersinia kristensenii, Glycerol 1-phosphate

  NCBI PubMed ID: 31220629
  Publication DOI: 10.1016/j.carres.2019.06.001
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: S. V. Dentovskaya
  Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, 142279, Obolensk, Moscow Region, Russian Federation
  Methods: 13C NMR, 1H NMR, NMR-2D, SDS-PAGE, sugar analysis, de-O-acetylation, GPC, HF treatment, bioinformatic analysis, mild acid degradation, HR-ESI-MS, genome sequencing, 13C NMR analysis by GODDESS and GRASS
  
   
  
  Yersinia kristensenii O12,26
  CSDB ID 2320 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_130695,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_151528,IEDB_1597446,IEDB_190606,SB_7

• Article ID: 475
  MacLean LL, Perry MB, Vinogradov E "Characterization of the antigenic lipopolysaccharide O chain and the capsular polysaccharide produced by Actinobacillus pleuropneumoniae serotype 13" - Infection and Immunity 72(10) (2004) 5925-5930
  

  Serotyping of Actinobacillus pleuropneumoniae, the etiologic agent of porcine pleuropneumonia, is important for epidemiological studies and for the development of homologous vaccine cell preparations. The serology is based on the specific chemical structures of capsular polysaccharides (CPSs) and lipopolysaccharide (LPS) antigenic O-polysaccharide moieties (O-PSs), and knowledge of these structures is required for a molecular-level understanding of their serological specificities. The structures of A. pleuropneumoniae serotype 1 to 12 CPSs and O-PSs have been elucidated; however, the structures associated with three newly proposed serotypes (serotypes 13, 14, and 15) have not been reported. Herein we described the structures of the antigenic O-PS and CPS of A. pleuropneumoniae serotype 13. The O-PS of the A. pleuropneumoniae serotype 13 LPS is a polymer of branched tetrasaccharide repeating units composed of l-rhamnose, 2-acetamido-2-deoxy-d-galactose, and d-galactose residues (1:1:2). By use of hydrolysis, methylation, and periodate oxidation chemical methods together with the application of one- and two-dimensional 1H and 13C nuclear magnetic resonance spectroscopy and mass spectrometry, the structures of the O chain and CPS were determined. The CPS of A. pleuropneumoniae serotype 13 was characterized as a teichoic-acid type polymer. The LPS O antigen was identical to the O-PS produced by A. pleuropneumoniae serotype 7. The CPS has the unique structure of a 1,3-poly(glycerol phosphate) teichoic acid type I polymer and constitutes the macromolecule defining the A. pleuropneumoniae serotype 13 antigenic specificity.

  capsular polysaccharide, serotyping, vaccine, 2-acetamido-2-deoxy-D-galactose, Actinobacillus pleuropneumoniae, Bacterial Capsules

  NCBI PubMed ID: 15385495
  Journal NLM ID: 0246127
  Publisher: American Society for Microbiology
  Correspondence: malcolm.perry@nrc-cnrc.gc.ca
  Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada
  Methods: NMR-2D, methylation, NMR, dephosphorylation, Smith degradation, de-O-acetylation
  
   
  
  Actinobacillus pleuropneumoniae 13
  CSDB ID 9043 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_130695,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_151528,IEDB_1597446,IEDB_190606,SB_7

• Article ID: 475
  MacLean LL, Perry MB, Vinogradov E "Characterization of the antigenic lipopolysaccharide O chain and the capsular polysaccharide produced by Actinobacillus pleuropneumoniae serotype 13" - Infection and Immunity 72(10) (2004) 5925-5930
  

  Serotyping of Actinobacillus pleuropneumoniae, the etiologic agent of porcine pleuropneumonia, is important for epidemiological studies and for the development of homologous vaccine cell preparations. The serology is based on the specific chemical structures of capsular polysaccharides (CPSs) and lipopolysaccharide (LPS) antigenic O-polysaccharide moieties (O-PSs), and knowledge of these structures is required for a molecular-level understanding of their serological specificities. The structures of A. pleuropneumoniae serotype 1 to 12 CPSs and O-PSs have been elucidated; however, the structures associated with three newly proposed serotypes (serotypes 13, 14, and 15) have not been reported. Herein we described the structures of the antigenic O-PS and CPS of A. pleuropneumoniae serotype 13. The O-PS of the A. pleuropneumoniae serotype 13 LPS is a polymer of branched tetrasaccharide repeating units composed of l-rhamnose, 2-acetamido-2-deoxy-d-galactose, and d-galactose residues (1:1:2). By use of hydrolysis, methylation, and periodate oxidation chemical methods together with the application of one- and two-dimensional 1H and 13C nuclear magnetic resonance spectroscopy and mass spectrometry, the structures of the O chain and CPS were determined. The CPS of A. pleuropneumoniae serotype 13 was characterized as a teichoic-acid type polymer. The LPS O antigen was identical to the O-PS produced by A. pleuropneumoniae serotype 7. The CPS has the unique structure of a 1,3-poly(glycerol phosphate) teichoic acid type I polymer and constitutes the macromolecule defining the A. pleuropneumoniae serotype 13 antigenic specificity.

  capsular polysaccharide, serotyping, vaccine, 2-acetamido-2-deoxy-D-galactose, Actinobacillus pleuropneumoniae, Bacterial Capsules

  NCBI PubMed ID: 15385495
  Journal NLM ID: 0246127
  Publisher: American Society for Microbiology
  Correspondence: malcolm.perry@nrc-cnrc.gc.ca
  Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada
  Methods: NMR-2D, methylation, NMR, dephosphorylation, Smith degradation, de-O-acetylation
  
   
  
  Actinobacillus pleuropneumoniae 13
  CSDB ID 9097 (all data & tools)