Show legend Show as text

Structure type: fragment of a bigger structure
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130693,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_140529,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_983931,SB_192,SB_7

• Article ID: 339
  Nnalue NA, Khan GN, Mustafa N "Cross-reactivity between six Enterobacteriaceae complete lipopolysaccharide core chemotypes" - Journal of Medical Microbiology 48(5) (1999) 433-441
  

  To gain insight into the value of lipopolysaccharide (LPS) core determinants for cross-protective immunisation the serological relationships between six complete (LPS) core types from Enterobacteriaceae were investigated. Hyperimmune sera were raised in mice by repeated immunisation with heat-killed strains of Salmonella choleraesuis (Ra core type) or Escherichia coli (core types R1, R2, R3, R4 and K12) and characterised for reactivity with complete and incomplete core chemotypes by ELISA and immunoblotting. Three sera (anti-Ra, anti-R2 and anti-R3) reacted strongly with 3-5 different complete core types whereas the other three (anti-R1, anti-R4 and anti-K12) reacted strongly only with their homologous core types in these assays. Two approaches were used to examine further the structural bases for cross-reactivity between these cores. By the first approach the anti-complete-core sera were tested for cross-reactivity with truncated forms of the Salmonella species core (incomplete cores) derived from core-defective mutants. By the second approach, antisera raised against some core-defective mutants were tested for cross-reactivity with complete cores. The results of these investigations revealed that several pair-wise combinations of core types can be used as immunogens to elicit immune responses that recognise all six core types and that the major determinants which mediate cross-reactivity between complete cores are localised in the outer core region.

  Lipopolysaccharide, core, lipopolysaccharide core, chemotype, Chemotypes, cross-reactivity, crossreactivity, Enterobacteriaceae

  NCBI PubMed ID: 10229540
  Journal NLM ID: 0224131
  Publisher: Reading, England: Society for General Microbiology
  Institutions: Department of Medical Microbiology, Faculty of Medicine and Health Sciences, United Arab Emirates University, Al Ain, United Arab Emirates
  Methods: SDS-PAGE, ELISA, biological assays, serological methods, immunoblotting
  
   
  
  Salmonella choleraesuis SN57, Salmonella typhimurium TV119
  CSDB ID 7761 (all data & tools)

Show legend Show as text

Structure type: fragment of a bigger structure
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_131186,IEDB_135818,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_983931,SB_192,SB_7

• Article ID: 339
  Nnalue NA, Khan GN, Mustafa N "Cross-reactivity between six Enterobacteriaceae complete lipopolysaccharide core chemotypes" - Journal of Medical Microbiology 48(5) (1999) 433-441
  

  To gain insight into the value of lipopolysaccharide (LPS) core determinants for cross-protective immunisation the serological relationships between six complete (LPS) core types from Enterobacteriaceae were investigated. Hyperimmune sera were raised in mice by repeated immunisation with heat-killed strains of Salmonella choleraesuis (Ra core type) or Escherichia coli (core types R1, R2, R3, R4 and K12) and characterised for reactivity with complete and incomplete core chemotypes by ELISA and immunoblotting. Three sera (anti-Ra, anti-R2 and anti-R3) reacted strongly with 3-5 different complete core types whereas the other three (anti-R1, anti-R4 and anti-K12) reacted strongly only with their homologous core types in these assays. Two approaches were used to examine further the structural bases for cross-reactivity between these cores. By the first approach the anti-complete-core sera were tested for cross-reactivity with truncated forms of the Salmonella species core (incomplete cores) derived from core-defective mutants. By the second approach, antisera raised against some core-defective mutants were tested for cross-reactivity with complete cores. The results of these investigations revealed that several pair-wise combinations of core types can be used as immunogens to elicit immune responses that recognise all six core types and that the major determinants which mediate cross-reactivity between complete cores are localised in the outer core region.

  Lipopolysaccharide, core, lipopolysaccharide core, chemotype, Chemotypes, cross-reactivity, crossreactivity, Enterobacteriaceae

  NCBI PubMed ID: 10229540
  Journal NLM ID: 0224131
  Publisher: Reading, England: Society for General Microbiology
  Institutions: Department of Medical Microbiology, Faculty of Medicine and Health Sciences, United Arab Emirates University, Al Ain, United Arab Emirates
  Methods: SDS-PAGE, ELISA, biological assays, serological methods, immunoblotting
  
   
  
  Escherichia coli HF4704
  CSDB ID 31500 (all data & tools)

Show legend Show as text

Structure type: fragment of a bigger structure
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130693,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_140529,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_232584,IEDB_983931,SB_192,SB_7

• Article ID: 339
  Nnalue NA, Khan GN, Mustafa N "Cross-reactivity between six Enterobacteriaceae complete lipopolysaccharide core chemotypes" - Journal of Medical Microbiology 48(5) (1999) 433-441
  

  To gain insight into the value of lipopolysaccharide (LPS) core determinants for cross-protective immunisation the serological relationships between six complete (LPS) core types from Enterobacteriaceae were investigated. Hyperimmune sera were raised in mice by repeated immunisation with heat-killed strains of Salmonella choleraesuis (Ra core type) or Escherichia coli (core types R1, R2, R3, R4 and K12) and characterised for reactivity with complete and incomplete core chemotypes by ELISA and immunoblotting. Three sera (anti-Ra, anti-R2 and anti-R3) reacted strongly with 3-5 different complete core types whereas the other three (anti-R1, anti-R4 and anti-K12) reacted strongly only with their homologous core types in these assays. Two approaches were used to examine further the structural bases for cross-reactivity between these cores. By the first approach the anti-complete-core sera were tested for cross-reactivity with truncated forms of the Salmonella species core (incomplete cores) derived from core-defective mutants. By the second approach, antisera raised against some core-defective mutants were tested for cross-reactivity with complete cores. The results of these investigations revealed that several pair-wise combinations of core types can be used as immunogens to elicit immune responses that recognise all six core types and that the major determinants which mediate cross-reactivity between complete cores are localised in the outer core region.

  Lipopolysaccharide, core, lipopolysaccharide core, chemotype, Chemotypes, cross-reactivity, crossreactivity, Enterobacteriaceae

  NCBI PubMed ID: 10229540
  Journal NLM ID: 0224131
  Publisher: Reading, England: Society for General Microbiology
  Institutions: Department of Medical Microbiology, Faculty of Medicine and Health Sciences, United Arab Emirates University, Al Ain, United Arab Emirates
  Methods: SDS-PAGE, ELISA, biological assays, serological methods, immunoblotting
  
   
  
  Escherichia coli EH100
  CSDB ID 31501 (all data & tools)

Show legend Show as text

Structure type: fragment of a bigger structure
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_136906,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_232584,IEDB_983931,SB_192,SB_7

• Article ID: 339
  Nnalue NA, Khan GN, Mustafa N "Cross-reactivity between six Enterobacteriaceae complete lipopolysaccharide core chemotypes" - Journal of Medical Microbiology 48(5) (1999) 433-441
  

  To gain insight into the value of lipopolysaccharide (LPS) core determinants for cross-protective immunisation the serological relationships between six complete (LPS) core types from Enterobacteriaceae were investigated. Hyperimmune sera were raised in mice by repeated immunisation with heat-killed strains of Salmonella choleraesuis (Ra core type) or Escherichia coli (core types R1, R2, R3, R4 and K12) and characterised for reactivity with complete and incomplete core chemotypes by ELISA and immunoblotting. Three sera (anti-Ra, anti-R2 and anti-R3) reacted strongly with 3-5 different complete core types whereas the other three (anti-R1, anti-R4 and anti-K12) reacted strongly only with their homologous core types in these assays. Two approaches were used to examine further the structural bases for cross-reactivity between these cores. By the first approach the anti-complete-core sera were tested for cross-reactivity with truncated forms of the Salmonella species core (incomplete cores) derived from core-defective mutants. By the second approach, antisera raised against some core-defective mutants were tested for cross-reactivity with complete cores. The results of these investigations revealed that several pair-wise combinations of core types can be used as immunogens to elicit immune responses that recognise all six core types and that the major determinants which mediate cross-reactivity between complete cores are localised in the outer core region.

  Lipopolysaccharide, core, lipopolysaccharide core, chemotype, Chemotypes, cross-reactivity, crossreactivity, Enterobacteriaceae

  NCBI PubMed ID: 10229540
  Journal NLM ID: 0224131
  Publisher: Reading, England: Society for General Microbiology
  Institutions: Department of Medical Microbiology, Faculty of Medicine and Health Sciences, United Arab Emirates University, Al Ain, United Arab Emirates
  Methods: SDS-PAGE, ELISA, biological assays, serological methods, immunoblotting
  
   
  
  Escherichia coli F653
  CSDB ID 31502 (all data & tools)

Show legend Show as text

Structure type: fragment of a bigger structure
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_232584,IEDB_983931,SB_192,SB_7

• Article ID: 339
  Nnalue NA, Khan GN, Mustafa N "Cross-reactivity between six Enterobacteriaceae complete lipopolysaccharide core chemotypes" - Journal of Medical Microbiology 48(5) (1999) 433-441
  

  To gain insight into the value of lipopolysaccharide (LPS) core determinants for cross-protective immunisation the serological relationships between six complete (LPS) core types from Enterobacteriaceae were investigated. Hyperimmune sera were raised in mice by repeated immunisation with heat-killed strains of Salmonella choleraesuis (Ra core type) or Escherichia coli (core types R1, R2, R3, R4 and K12) and characterised for reactivity with complete and incomplete core chemotypes by ELISA and immunoblotting. Three sera (anti-Ra, anti-R2 and anti-R3) reacted strongly with 3-5 different complete core types whereas the other three (anti-R1, anti-R4 and anti-K12) reacted strongly only with their homologous core types in these assays. Two approaches were used to examine further the structural bases for cross-reactivity between these cores. By the first approach the anti-complete-core sera were tested for cross-reactivity with truncated forms of the Salmonella species core (incomplete cores) derived from core-defective mutants. By the second approach, antisera raised against some core-defective mutants were tested for cross-reactivity with complete cores. The results of these investigations revealed that several pair-wise combinations of core types can be used as immunogens to elicit immune responses that recognise all six core types and that the major determinants which mediate cross-reactivity between complete cores are localised in the outer core region.

  Lipopolysaccharide, core, lipopolysaccharide core, chemotype, Chemotypes, cross-reactivity, crossreactivity, Enterobacteriaceae

  NCBI PubMed ID: 10229540
  Journal NLM ID: 0224131
  Publisher: Reading, England: Society for General Microbiology
  Institutions: Department of Medical Microbiology, Faculty of Medicine and Health Sciences, United Arab Emirates University, Al Ain, United Arab Emirates
  Methods: SDS-PAGE, ELISA, biological assays, serological methods, immunoblotting
  
   
  
  Escherichia coli F2513
  CSDB ID 31503 (all data & tools)

Show legend Show as text

Structure type: fragment of a bigger structure
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_135813,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_140529,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_232584,IEDB_983931,SB_192,SB_7

• Article ID: 339
  Nnalue NA, Khan GN, Mustafa N "Cross-reactivity between six Enterobacteriaceae complete lipopolysaccharide core chemotypes" - Journal of Medical Microbiology 48(5) (1999) 433-441
  

  To gain insight into the value of lipopolysaccharide (LPS) core determinants for cross-protective immunisation the serological relationships between six complete (LPS) core types from Enterobacteriaceae were investigated. Hyperimmune sera were raised in mice by repeated immunisation with heat-killed strains of Salmonella choleraesuis (Ra core type) or Escherichia coli (core types R1, R2, R3, R4 and K12) and characterised for reactivity with complete and incomplete core chemotypes by ELISA and immunoblotting. Three sera (anti-Ra, anti-R2 and anti-R3) reacted strongly with 3-5 different complete core types whereas the other three (anti-R1, anti-R4 and anti-K12) reacted strongly only with their homologous core types in these assays. Two approaches were used to examine further the structural bases for cross-reactivity between these cores. By the first approach the anti-complete-core sera were tested for cross-reactivity with truncated forms of the Salmonella species core (incomplete cores) derived from core-defective mutants. By the second approach, antisera raised against some core-defective mutants were tested for cross-reactivity with complete cores. The results of these investigations revealed that several pair-wise combinations of core types can be used as immunogens to elicit immune responses that recognise all six core types and that the major determinants which mediate cross-reactivity between complete cores are localised in the outer core region.

  Lipopolysaccharide, core, lipopolysaccharide core, chemotype, Chemotypes, cross-reactivity, crossreactivity, Enterobacteriaceae

  NCBI PubMed ID: 10229540
  Journal NLM ID: 0224131
  Publisher: Reading, England: Society for General Microbiology
  Institutions: Department of Medical Microbiology, Faculty of Medicine and Health Sciences, United Arab Emirates University, Al Ain, United Arab Emirates
  Methods: SDS-PAGE, ELISA, biological assays, serological methods, immunoblotting
  
   
  
  Escherichia coli W3110
  CSDB ID 31504 (all data & tools)

Show legend Show as text

Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide with O-unit
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_130658,IEDB_130659,IEDB_130693,IEDB_130701,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137777,IEDB_137778,IEDB_1394181,IEDB_1394182,IEDB_140529,IEDB_141794,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_167069,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_6,SB_67,SB_7,SB_72,SB_88

• Article ID: 3637
  Ryan JM, Conrad HE "Structural heterogeneity in the lipopolysaccharide of Salmonella newington" - Archives of Biochemistry and Biophysics 162(2) (1974) 530-535
  

  Salmonella newington lipopolysaccharide extracted from a cell paste grown up from a single smooth clone was fractionated by chromatography on DEAE-cellulose in the presence of 1% Triton X-100 into seven lipopolysaccharide fractions which differed in their degrees of polymerization of the repeating unit of the O-antigen side chain and in their substitution with ester phosphate. Several of the lipopolysaccharide fractions were hydrolyzed in 1% acetic acid at 100 °C to cleave the linkage between the polysaccharide and lipid A parts of the structure. The polysaccharide fractions from each of the purified lipopolysaccharides could be further fractionated on DEAE-cellulose columns to yield a number of peaks of polysaccharide having monosaccharide ratios quite distinct from those of the parent lipopolysaccharide. The results show a high degree of structural heterogeneity in the original lipopolysaccharide.

  Lipopolysaccharide, carbohydrates, lipopolysaccharides, structural, analysis, Salmonella, glucose, rhamnose, galactose, chromatography, Mannose, PDF, Glucosamine, heterogeneity, gel, Phosphates, DEAE-Cellulose, Salmonella newington, Surface-Active Agents

  NCBI PubMed ID: 4407306
  Journal NLM ID: 0372430
  Institutions: Department of Biochemistry, University of Illinois, Urbana, IL, USA
  Methods: sugar analysis
  
   
  
  Salmonella newington
  CSDB ID 23902 (all data & tools)

Show legend Show as text

Structure type: oligomer
Trivial name: lipoteichoic acid
Compound class: cell wall polysaccharide
Contained glycoepitopes: IEDB_130695,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_144999,IEDB_146664,IEDB_151528,IEDB_1597446,IEDB_167835,IEDB_190606,IEDB_241118,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88

• Article ID: 3802
  Webb AJ, Karatsa-Dodgson M, Grundling A "Two-enzyme systems for glycolipid and polyglycerolphosphate lipoteichoic acid synthesis in Listeria monocytogenes" - Molecular Microbiology 74(2) (2009) 299-314
  

  Lipoteichoic acid (LTA) is an important cell wall polymer in gram-positive bacteria and often consists a polyglycerolphosphate backbone chain that is linked to the membrane by a glycolipid. In Listeria monocytogenes this glycolipid is Gal-Glc-DAG or Gal-Ptd-6Glc-DAG. Using a bioinformatics approach, we have identified L. monocytogenes genes predicted to be involved in glycolipid (lmo2555 and lmo2554) and LTA backbone (lmo0644 and lmo0927) synthesis. LTA and glycolipid analysis of wild-type and mutant strains confirmed the function of Lmo2555 and Lmo2554 as glycosyltransferases required for the formation of Glc-DAG and Gal-Glc-DAG. Deletion of a third gene, lmo2553, located in the same operon resulted in the production of LTA with an altered structure. lmo0927 and lmo0644 encode proteins with high similarity to the staphylococcal LTA synthase LtaS, which is responsible for polyglycerolphosphate backbone synthesis. We show that both proteins are involved in LTA synthesis. Our data support a model whereby Lmo0644 acts as an LTA primase LtaP and transfers the initial glycerolphosphate onto the glycolipid anchor, and Lmo0927 functions as LTA synthase LtaS, which extends the glycerolphosphate backbone chain. Inactivation of LtaS leads to severe growth and cell division defects, underscoring the pivotal role of LTA in this gram-positive pathogen.

  lipopolysaccharides, structure, mass spectrometry, glycosyltransferase, glycolipid, lipoteichoic acid, Listeria monocytogenes

  NCBI PubMed ID: 19682249
  Journal NLM ID: 8712028
  Publisher: Blackwell Publishing
  Correspondence: a.grundling@imperial.ac.uk
  Institutions: Department of Microbiology, Imperial College London, London, UK
  Methods: SDS-PAGE, TLC, MALDI-MS, genetic methods, electron microscopy
  
   
  
  Listeria monocytogenes
  CSDB ID 31216 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_136105,IEDB_1394181,IEDB_142488,IEDB_144998,IEDB_145010,IEDB_146664,IEDB_158539,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

• Article ID: 1778
  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
  
   
  
  Sphaerotilus natans 13338
  CSDB ID 108577 (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
  
   
  
  Sphaerotilus natans
  CSDB ID 27902 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 1210.6347
C₅₈H₉₈O₂₆
Contained glycoepitopes: IEDB_142488,IEDB_144998,IEDB_146664,IEDB_153543,IEDB_742521,IEDB_983931,SB_192

• Article ID: 4258
  Esch SW, Morton MD, Williams TD, Buller CS "A novel trisaccharide glycolipid biosurfactant containing trehalose bears ester-linked hexanoate, succinate, and acyloxyacyl moieties: NMR and MS characterization of the underivatized structure" - Carbohydrate Research 319(1-4) (1999) 112-123
  

  A Gram-positive actinomycete growing on n-hexadecane secreted a family of anionic glycolipid surfactant homologs. The major homolog, with a molecular weight of 1210.6347, had the formula C58H98O26. Following mild alkaline saponification, 1H and 13C NMR spectroscopy were used to characterize the non-reducing trisaccharide backbone: β-Glcp-(1→3)-α-Glcp-(1<→1)-α-Glcp ('laminaratrehalose'). Hexanoate, succinate, 3-hydroxyoctanoate, and 3-hydroxydecanoate were found in 3:1:1:1 molar ratio using GC-EIMS analysis of fatty acid methyl esters (FAME) prepared by transesterification. We found that the beta-hydroxy acids bore secondary hexanoate chains in 3-O-ester linkage, giving acyloxyacyl anions of appropriate m/z in FABMS and FABMS/MS spectra. COSY, HETCOR, HMBC, and HMQC NMR experiments established the acylation pattern: succinate at C-2 of the terminal α-glucopyranose ring; hexanoate at C-3' of the β-glucopyranose ring; 3-hexanoyloxyoctanoate and 3-hexanoyloxydecanoate at the 2'- and 4-positions. In FABMS spectra, the homologs flanked the molecular ion by +/- 14 and +/- 28 amu, suggesting heterogeneity in acyl chain length.

  chemistry, Non-U.S.Gov't, analysis, Magnetic Resonance Spectroscopy, Carbohydrate Conformation, glycolipids, U.S.Gov't, succinic acid, molecular weight, acylation, Spectrum Analysis, Mass, P.H.S., Trisaccharides, Research Support, Surface-Active Agents, Anions, Esters, Hexanoic Acids, Trehalose

  NCBI PubMed ID: 10520259
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Higuchi Biosciences Center, University of Kansas, Lawrence 66047, USA
  Methods: NMR-2D, FAB-MS, alkaline saponification
  
   
  
  (bacteria)
  CSDB ID 11474 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-antigen
Contained glycoepitopes: IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,IEDB_983931,SB_44,SB_72

• Article ID: 4760
  Jones MD, Vinogradov E, Nomellini JF, Smit J "The core and O-polysaccharide structure of the Caulobacter crescentus lipopolysaccharide" - Carbohydrate Research 402 (2015) 111-117
  

  Here we describe the analysis of the structure of the lipopolysaccharide (LPS) from Caulobacter crescentus strain JS1025, a derivative of C. crescentus CB15 NA1000 with an engineered amber mutation in rsaA, leading to the loss of the protein S-layer and gene CCNA_00471 encoding a putative GDP-l-fucose synthase. LPS was isolated using an aqueous membrane disruption method. Polysaccharide and core oligosaccharide were produced by mild acid hydrolysis and analyzed by nuclear magnetic resonance spectroscopy and chemical methods. Spectra revealed the presence of two polysaccharides, one of them, a rhamnan, could be removed using periodate oxidation. Another polymer, built from 4-amino-4-deoxy-d-rhamnose (perosamine), mannose, and 3-O-methyl-glucose, should be the O-chain of the LPS according to genetic data. The attribution of the rhamnan as a part of LPS or a separate polymer was not possible.

  Lipopolysaccharide, nuclear magnetic resonance, extracellular polysaccharides, Caulobacter crescentus

  NCBI PubMed ID: 25498010
  Publication DOI: 10.1016/j.carres.2014.10.003
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: J. Smit
  Institutions: National Research Council of Canada, 100 Sussex Drive, Building Sussex, Room 3079, Ottawa, Ontario K1A 0R6, Canada, Department of Microbiology and Immunology, 2350 Health Sciences Mall, Life Sciences Centre, University of British Columbia, Vancouver, BC V6T 1Z3, Canada
  Methods: 13C NMR, 1H NMR, methylation, periodate oxidation, gel filtration, NMR-2D, GC-MS, SDS-PAGE, sugar analysis, TLC, 31P NMR, acid hydrolysis, mild acid hydrolysis, NMR-1D, reduction with NaBD4, de-N-acylation
  
   
  
  Caulobacter crescentus JS1025
  CSDB ID 30614 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-antigen
Contained glycoepitopes: IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,IEDB_983931,SB_44,SB_72

• Article ID: 4760
  Jones MD, Vinogradov E, Nomellini JF, Smit J "The core and O-polysaccharide structure of the Caulobacter crescentus lipopolysaccharide" - Carbohydrate Research 402 (2015) 111-117
  

  Here we describe the analysis of the structure of the lipopolysaccharide (LPS) from Caulobacter crescentus strain JS1025, a derivative of C. crescentus CB15 NA1000 with an engineered amber mutation in rsaA, leading to the loss of the protein S-layer and gene CCNA_00471 encoding a putative GDP-l-fucose synthase. LPS was isolated using an aqueous membrane disruption method. Polysaccharide and core oligosaccharide were produced by mild acid hydrolysis and analyzed by nuclear magnetic resonance spectroscopy and chemical methods. Spectra revealed the presence of two polysaccharides, one of them, a rhamnan, could be removed using periodate oxidation. Another polymer, built from 4-amino-4-deoxy-d-rhamnose (perosamine), mannose, and 3-O-methyl-glucose, should be the O-chain of the LPS according to genetic data. The attribution of the rhamnan as a part of LPS or a separate polymer was not possible.

  Lipopolysaccharide, nuclear magnetic resonance, extracellular polysaccharides, Caulobacter crescentus

  NCBI PubMed ID: 25498010
  Publication DOI: 10.1016/j.carres.2014.10.003
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: J. Smit
  Institutions: National Research Council of Canada, 100 Sussex Drive, Building Sussex, Room 3079, Ottawa, Ontario K1A 0R6, Canada, Department of Microbiology and Immunology, 2350 Health Sciences Mall, Life Sciences Centre, University of British Columbia, Vancouver, BC V6T 1Z3, Canada
  Methods: 13C NMR, 1H NMR, methylation, periodate oxidation, gel filtration, NMR-2D, GC-MS, SDS-PAGE, sugar analysis, TLC, 31P NMR, acid hydrolysis, mild acid hydrolysis, NMR-1D, reduction with NaBD4, de-N-acylation
  
   
  
  Caulobacter crescentus JS1025
  CSDB ID 30760 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_1394182,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72

• Article ID: 5109
  Di Lorenzo F, Palmigiano A, Duda KA, Pallach M, Busset N, Sturiale L, Giraud E, Garozzo D, Molinaro A, Silipo A "Structure of the Lipopolysaccharide from the Bradyrhizobium sp. ORS285 rfaL Mutant Strain" - ChemistryOpen 6(4) (2017) 541-553
  

  The importance of the outer membrane and of its main constituent, lipopolysaccharide, in the symbiosis between rhizobia and leguminous host plants has been well studied. Here, the first complete structural characterization of the entire lipopolysaccharide from an O-chain-deficient Bradyrhizobium ORS285 rfaL mutant is achieved by a combination of chemical analysis, NMR spectroscopy, MALDI MS and MS/MS. The lipidA structure is shown to be consistent with previously reported Bradyrhizobium lipidA, that is, a heterogeneous blend of penta- to hepta-acylated species carrying a nonstoichiometric hopanoid unit and possessing very-long-chain fatty acids ranging from 26:0(25-OH) to 32:0(31-OH). The structure of the core oligosaccharide region, fully characterized for the first time here, is revealed to be a nonphosphorylated linear chain with methylated sugar residues, with a heptose residue exclusively present in the outer core region, and with the presence of two singly substituted 3-deoxy-d-manno-oct-2-ulosonic acid (Kdo) residues, one of which is located in the outer core region. The lipidA moiety is linked to the core moiety through an uncommon 4-substituted Kdo unit.

  NMR spectroscopy, symbiosis, mass spectrometry, lipooligosaccharides, bradyrhizobium ORS285

  NCBI PubMed ID: 28794950
  Publication DOI: 10.1002/open.201700074
  Journal NLM ID: 101594811
  Publisher: Weinheim: Wiley-VCH
  Correspondence: Silipo A
  Institutions: Department of Chemical Sciences, University of Naples Federico II, via Cinthia 4, 80126, Naples, Italy, IRD, Laboratoire des Symbioses Tropicales et Mediterraneennes, UMR IRD/SupAgro/INRA/UM2/CIRAD, Campus International de Baillarguet, TA A-82/J, 34398, Montpellier Cedex 5, France, CNR-Istituto per i Polimeri, Compositi e Biomateriali IPCB—Unità di Catania, Via Gaifami 18, 95126, Catania, Italy, Junior Group of Allergobiochemistry, Research Center Borstel, Leibniz Center for Medicine and Biosciences, Airway Research Center North (ARCN), German Center for Lung Research, Borstel, Germany
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, SDS-PAGE, acid hydrolysis, MALDI-TOF MS, composition analysis, methanolysis, GPC, HPAEC-PAD, reduction with NaBD4, acetylation, MALDI-TOF/TOF MS
  
   
  
  Bradyrhizobium sp. ORS 285 rfaL
  CSDB ID 12433 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130701,IEDB_1394182,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72

• Article ID: 5109
  Di Lorenzo F, Palmigiano A, Duda KA, Pallach M, Busset N, Sturiale L, Giraud E, Garozzo D, Molinaro A, Silipo A "Structure of the Lipopolysaccharide from the Bradyrhizobium sp. ORS285 rfaL Mutant Strain" - ChemistryOpen 6(4) (2017) 541-553
  

  The importance of the outer membrane and of its main constituent, lipopolysaccharide, in the symbiosis between rhizobia and leguminous host plants has been well studied. Here, the first complete structural characterization of the entire lipopolysaccharide from an O-chain-deficient Bradyrhizobium ORS285 rfaL mutant is achieved by a combination of chemical analysis, NMR spectroscopy, MALDI MS and MS/MS. The lipidA structure is shown to be consistent with previously reported Bradyrhizobium lipidA, that is, a heterogeneous blend of penta- to hepta-acylated species carrying a nonstoichiometric hopanoid unit and possessing very-long-chain fatty acids ranging from 26:0(25-OH) to 32:0(31-OH). The structure of the core oligosaccharide region, fully characterized for the first time here, is revealed to be a nonphosphorylated linear chain with methylated sugar residues, with a heptose residue exclusively present in the outer core region, and with the presence of two singly substituted 3-deoxy-d-manno-oct-2-ulosonic acid (Kdo) residues, one of which is located in the outer core region. The lipidA moiety is linked to the core moiety through an uncommon 4-substituted Kdo unit.

  NMR spectroscopy, symbiosis, mass spectrometry, lipooligosaccharides, bradyrhizobium ORS285

  NCBI PubMed ID: 28794950
  Publication DOI: 10.1002/open.201700074
  Journal NLM ID: 101594811
  Publisher: Weinheim: Wiley-VCH
  Correspondence: Silipo A
  Institutions: Department of Chemical Sciences, University of Naples Federico II, via Cinthia 4, 80126, Naples, Italy, IRD, Laboratoire des Symbioses Tropicales et Mediterraneennes, UMR IRD/SupAgro/INRA/UM2/CIRAD, Campus International de Baillarguet, TA A-82/J, 34398, Montpellier Cedex 5, France, CNR-Istituto per i Polimeri, Compositi e Biomateriali IPCB—Unità di Catania, Via Gaifami 18, 95126, Catania, Italy, Junior Group of Allergobiochemistry, Research Center Borstel, Leibniz Center for Medicine and Biosciences, Airway Research Center North (ARCN), German Center for Lung Research, Borstel, Germany
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, SDS-PAGE, acid hydrolysis, MALDI-TOF MS, composition analysis, methanolysis, GPC, HPAEC-PAD, reduction with NaBD4, acetylation, MALDI-TOF/TOF MS
  
   
  
  Bradyrhizobium sp. ORS 285 rfaL
  CSDB ID 12434 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_1394182,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72

• Article ID: 5109
  Di Lorenzo F, Palmigiano A, Duda KA, Pallach M, Busset N, Sturiale L, Giraud E, Garozzo D, Molinaro A, Silipo A "Structure of the Lipopolysaccharide from the Bradyrhizobium sp. ORS285 rfaL Mutant Strain" - ChemistryOpen 6(4) (2017) 541-553
  

  The importance of the outer membrane and of its main constituent, lipopolysaccharide, in the symbiosis between rhizobia and leguminous host plants has been well studied. Here, the first complete structural characterization of the entire lipopolysaccharide from an O-chain-deficient Bradyrhizobium ORS285 rfaL mutant is achieved by a combination of chemical analysis, NMR spectroscopy, MALDI MS and MS/MS. The lipidA structure is shown to be consistent with previously reported Bradyrhizobium lipidA, that is, a heterogeneous blend of penta- to hepta-acylated species carrying a nonstoichiometric hopanoid unit and possessing very-long-chain fatty acids ranging from 26:0(25-OH) to 32:0(31-OH). The structure of the core oligosaccharide region, fully characterized for the first time here, is revealed to be a nonphosphorylated linear chain with methylated sugar residues, with a heptose residue exclusively present in the outer core region, and with the presence of two singly substituted 3-deoxy-d-manno-oct-2-ulosonic acid (Kdo) residues, one of which is located in the outer core region. The lipidA moiety is linked to the core moiety through an uncommon 4-substituted Kdo unit.

  NMR spectroscopy, symbiosis, mass spectrometry, lipooligosaccharides, bradyrhizobium ORS285

  NCBI PubMed ID: 28794950
  Publication DOI: 10.1002/open.201700074
  Journal NLM ID: 101594811
  Publisher: Weinheim: Wiley-VCH
  Correspondence: Silipo A
  Institutions: Department of Chemical Sciences, University of Naples Federico II, via Cinthia 4, 80126, Naples, Italy, IRD, Laboratoire des Symbioses Tropicales et Mediterraneennes, UMR IRD/SupAgro/INRA/UM2/CIRAD, Campus International de Baillarguet, TA A-82/J, 34398, Montpellier Cedex 5, France, CNR-Istituto per i Polimeri, Compositi e Biomateriali IPCB—Unità di Catania, Via Gaifami 18, 95126, Catania, Italy, Junior Group of Allergobiochemistry, Research Center Borstel, Leibniz Center for Medicine and Biosciences, Airway Research Center North (ARCN), German Center for Lung Research, Borstel, Germany
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, SDS-PAGE, acid hydrolysis, MALDI-TOF MS, composition analysis, methanolysis, GPC, HPAEC-PAD, reduction with NaBD4, acetylation, MALDI-TOF/TOF MS
  
   
  
  Bradyrhizobium sp. ORS 285 rfaL
  CSDB ID 12435 (all data & tools)