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1. Compound ID: 1991
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a-D-GlcN-(1-7)-L-gro-a-D-manHepp-(1-3)-+
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b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-6)-Kdof-(2--/lipid A/
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L-gro-a-D-manHepp-(1-6)-+ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_140087,IEDB_140088,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_2189047,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 594
Ahmed HJ, Frisk A, Månsson JE, Schweda EKH, Lagergård T "Structurally defined epitopes of Haemophilus ducreyi lipooligosaccharides recognized by monoclonal antibodies" -
Infection and Immunity 65(8) (1997) 3151-3158
By use of enzyme-linked immunosorbent assay and immunoblotting techniques, the migration patterns and binding epitopes of lipooligosaccharides (LOS) from 10 Haemophilus ducreyi strains were investigated with two monoclonal antibodies (MAbs), MAHD6 and MAHD7, raised against LOS from H. ducreyi ITM 2665. Closely related LOS, with defined structures, from Haemophilus influenzae, Bordetella pertussis, Aeromonas spp., and synthetic glycoproteins were also included in the analyses. The MAbs bound to conserved epitopes of LOS exposed on the surface of H. ducreyi. The MAb MAHD6 reacted with 8 of the 10 LOS from H. ducreyi but with none of the other Haemophilus or Bordetella spp. with structurally defined LOS. It is suggested that MAb MAHD6 binds to a LOS epitope (-DD-Hepp-1→6-b-D-Glcp-). This LOS epitope is not present in the hexasaccharide structure of LOS from H. ducreyi ITM 4747 (E. K. H. Schweda, A. C. Sundström, L. M. Eriksson, J. A. Jonasson, and A. A. Lindberg, J. Biol. Chem. 269:12040-12048, 1994). Because MAb MAHD6 reacts with the epitope mentioned above, it also discriminates between the two LOS structures, the hexasaccharide group and the nonasaccharide group, of H. ducreyi strains. MAb MAHD7 recognizes the common conserved inner core region of the LOS because it reacts with all H. ducreyi strains and with LOS with minor components in the inner core epitope structure. Rabbit polyclonal sera raised against the LOS from strains CCUG 4438 and CCUG 7470 were tested with the 10 LOS from the H. ducreyi strains. The antiserum to CCUG 7470 reacted with all H. ducreyi strains as did MAb MAHD7, whereas the antiserum to CCUG 4438 reacted with only its homologous strain and strain ITM 4747. Also, the LOSs of our reference strains CCUG 4438 and CCUG 7470 were structurally analyzed by use of sugar analyses and electrospray ionization-mass spectrometry. The hexasaccharide and nonasaccharide structures obtained from LOS of strains CCUG 4438 and CCUG 7470 were identical to the described LOS structures from H. ducreyi ITM 4747 and ITM 2665, respectively. In conclusion, the MAb MAHD6 recognizes an epitope present in the nonasaccharide LOS group, whereas the MAb MAHD7 recognizes a conserved epitope on LOS of H. ducreyi, which is present in all strains of H. ducreyi tested. Two major groups of oligosaccharides were distinguished by their LOS structures and the reactivity of monoclonal as well as polyclonal antibodies. The majority of H. ducreyi strains possess a nonasaccharide structure of LOS.
Haemophilus, structure, Haemophilus ducreyi, Lipooligosaccharide, LOS, antibody, epitope, monoclonal antibody
NCBI PubMed ID: 9234768Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Medical Microbiology and Immunology, University of Goeteborg, S-413 46 Goeteborg, Department of Clinical Neuroscience Section of Psychiatry and Neurochemistry, Moelndal Hospital, University of Goeteborg, S-431 80 Moelndal, Clinical Research Center, Karolinska Institute, NOVUM Huddinge Hospital, S-141 86 Huddinge, Sweden
Methods: SDS-PAGE, ELISA, ESI-MS, MAb studies
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2. Compound ID: 1992
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b-D-Galp-(1-4)-+ a-D-GlcN-(1-7)-L-gro-a-D-manHepp-(1-3)-+
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D-gro-a-D-manHepp-(1-6)-D-gro-a-D-manHepp-(1-6)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-6)-Kdof-(2--/lipid A/
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L-gro-a-D-manHepp-(1-6)-+ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_136044,IEDB_137472,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 594
Ahmed HJ, Frisk A, Månsson JE, Schweda EKH, Lagergård T "Structurally defined epitopes of Haemophilus ducreyi lipooligosaccharides recognized by monoclonal antibodies" -
Infection and Immunity 65(8) (1997) 3151-3158
By use of enzyme-linked immunosorbent assay and immunoblotting techniques, the migration patterns and binding epitopes of lipooligosaccharides (LOS) from 10 Haemophilus ducreyi strains were investigated with two monoclonal antibodies (MAbs), MAHD6 and MAHD7, raised against LOS from H. ducreyi ITM 2665. Closely related LOS, with defined structures, from Haemophilus influenzae, Bordetella pertussis, Aeromonas spp., and synthetic glycoproteins were also included in the analyses. The MAbs bound to conserved epitopes of LOS exposed on the surface of H. ducreyi. The MAb MAHD6 reacted with 8 of the 10 LOS from H. ducreyi but with none of the other Haemophilus or Bordetella spp. with structurally defined LOS. It is suggested that MAb MAHD6 binds to a LOS epitope (-DD-Hepp-1→6-b-D-Glcp-). This LOS epitope is not present in the hexasaccharide structure of LOS from H. ducreyi ITM 4747 (E. K. H. Schweda, A. C. Sundström, L. M. Eriksson, J. A. Jonasson, and A. A. Lindberg, J. Biol. Chem. 269:12040-12048, 1994). Because MAb MAHD6 reacts with the epitope mentioned above, it also discriminates between the two LOS structures, the hexasaccharide group and the nonasaccharide group, of H. ducreyi strains. MAb MAHD7 recognizes the common conserved inner core region of the LOS because it reacts with all H. ducreyi strains and with LOS with minor components in the inner core epitope structure. Rabbit polyclonal sera raised against the LOS from strains CCUG 4438 and CCUG 7470 were tested with the 10 LOS from the H. ducreyi strains. The antiserum to CCUG 7470 reacted with all H. ducreyi strains as did MAb MAHD7, whereas the antiserum to CCUG 4438 reacted with only its homologous strain and strain ITM 4747. Also, the LOSs of our reference strains CCUG 4438 and CCUG 7470 were structurally analyzed by use of sugar analyses and electrospray ionization-mass spectrometry. The hexasaccharide and nonasaccharide structures obtained from LOS of strains CCUG 4438 and CCUG 7470 were identical to the described LOS structures from H. ducreyi ITM 4747 and ITM 2665, respectively. In conclusion, the MAb MAHD6 recognizes an epitope present in the nonasaccharide LOS group, whereas the MAb MAHD7 recognizes a conserved epitope on LOS of H. ducreyi, which is present in all strains of H. ducreyi tested. Two major groups of oligosaccharides were distinguished by their LOS structures and the reactivity of monoclonal as well as polyclonal antibodies. The majority of H. ducreyi strains possess a nonasaccharide structure of LOS.
Haemophilus, structure, Haemophilus ducreyi, Lipooligosaccharide, LOS, antibody, epitope, monoclonal antibody
NCBI PubMed ID: 9234768Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Medical Microbiology and Immunology, University of Goeteborg, S-413 46 Goeteborg, Department of Clinical Neuroscience Section of Psychiatry and Neurochemistry, Moelndal Hospital, University of Goeteborg, S-431 80 Moelndal, Clinical Research Center, Karolinska Institute, NOVUM Huddinge Hospital, S-141 86 Huddinge, Sweden
Methods: SDS-PAGE, ELISA, ESI-MS, MAb studies
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3. Compound ID: 1993
|
D-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-6)-Kdof-(2--/lipid A/ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_140088,IEDB_2189046,IEDB_2189047
The structure is contained in the following publication(s):
- Article ID: 594
Ahmed HJ, Frisk A, Månsson JE, Schweda EKH, Lagergård T "Structurally defined epitopes of Haemophilus ducreyi lipooligosaccharides recognized by monoclonal antibodies" -
Infection and Immunity 65(8) (1997) 3151-3158
By use of enzyme-linked immunosorbent assay and immunoblotting techniques, the migration patterns and binding epitopes of lipooligosaccharides (LOS) from 10 Haemophilus ducreyi strains were investigated with two monoclonal antibodies (MAbs), MAHD6 and MAHD7, raised against LOS from H. ducreyi ITM 2665. Closely related LOS, with defined structures, from Haemophilus influenzae, Bordetella pertussis, Aeromonas spp., and synthetic glycoproteins were also included in the analyses. The MAbs bound to conserved epitopes of LOS exposed on the surface of H. ducreyi. The MAb MAHD6 reacted with 8 of the 10 LOS from H. ducreyi but with none of the other Haemophilus or Bordetella spp. with structurally defined LOS. It is suggested that MAb MAHD6 binds to a LOS epitope (-DD-Hepp-1→6-b-D-Glcp-). This LOS epitope is not present in the hexasaccharide structure of LOS from H. ducreyi ITM 4747 (E. K. H. Schweda, A. C. Sundström, L. M. Eriksson, J. A. Jonasson, and A. A. Lindberg, J. Biol. Chem. 269:12040-12048, 1994). Because MAb MAHD6 reacts with the epitope mentioned above, it also discriminates between the two LOS structures, the hexasaccharide group and the nonasaccharide group, of H. ducreyi strains. MAb MAHD7 recognizes the common conserved inner core region of the LOS because it reacts with all H. ducreyi strains and with LOS with minor components in the inner core epitope structure. Rabbit polyclonal sera raised against the LOS from strains CCUG 4438 and CCUG 7470 were tested with the 10 LOS from the H. ducreyi strains. The antiserum to CCUG 7470 reacted with all H. ducreyi strains as did MAb MAHD7, whereas the antiserum to CCUG 4438 reacted with only its homologous strain and strain ITM 4747. Also, the LOSs of our reference strains CCUG 4438 and CCUG 7470 were structurally analyzed by use of sugar analyses and electrospray ionization-mass spectrometry. The hexasaccharide and nonasaccharide structures obtained from LOS of strains CCUG 4438 and CCUG 7470 were identical to the described LOS structures from H. ducreyi ITM 4747 and ITM 2665, respectively. In conclusion, the MAb MAHD6 recognizes an epitope present in the nonasaccharide LOS group, whereas the MAb MAHD7 recognizes a conserved epitope on LOS of H. ducreyi, which is present in all strains of H. ducreyi tested. Two major groups of oligosaccharides were distinguished by their LOS structures and the reactivity of monoclonal as well as polyclonal antibodies. The majority of H. ducreyi strains possess a nonasaccharide structure of LOS.
Haemophilus, structure, Haemophilus ducreyi, Lipooligosaccharide, LOS, antibody, epitope, monoclonal antibody
NCBI PubMed ID: 9234768Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Medical Microbiology and Immunology, University of Goeteborg, S-413 46 Goeteborg, Department of Clinical Neuroscience Section of Psychiatry and Neurochemistry, Moelndal Hospital, University of Goeteborg, S-431 80 Moelndal, Clinical Research Center, Karolinska Institute, NOVUM Huddinge Hospital, S-141 86 Huddinge, Sweden
Methods: SDS-PAGE, ELISA, ESI-MS, MAb studies
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4. Compound ID: 3660
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L-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-6)-Kdof-(2--/lipid A/ |
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Structure type: oligomer
Aglycon: lipid A
Trivial name: core region
Compound class: core oligosaccharide, LPS
Contained glycoepitopes: IEDB_140088,IEDB_2189047
The structure is contained in the following publication(s):
- Article ID: 1381
Borrelli S, Roggen EL, Hendriksen D, Jonasson J, Ahmed HJ, Piot P, Jansson P, Lindberg AA "Monoclonal antibodies against Haemophilus lipopolysaccharides: Clone DP8 specific for Haemophilus ducreyi and clone DH24 binding to lacto-N-neotetraose" -
Infection and Immunity 63 (1995) 2665-2673
Mouse monoclonal antibodies (MAbs) DP8 [immunoglobulin G1(kappa)] and DH24 [immunoglobulin M(kappa)], which are specific for Haemophilus ducreyi lipopolysaccharide (LPS), were generated by fusing mouse myeloma NS0 cells with spleen cells of BALB/c mice immunized with a total membrane preparation of H. ducreyi. MAb DP8 reacted in whole-cell enzyme immunoassay (EIA) and colony dot immunoblotting with all 50 strains of H. ducreyi but not with any other bacteria tested, which suggests an exposed and species-specific epitope on the H. ducreyi cell surface. This conclusion was supported by the finding that DP8 bound to all six H. ducreyi LPSs tested but not to any of the Haemophilus influenzae or enterobacterial LPSs or synthetic glycoconjugates. The MAb DH24 bound to 43 of 50 strains of H. ducreyi and to few strains of H. influenzae, Neisseria gonorrhoeae, and Neisseria meningitidis, as evaluated by whole-cell EIA and colony dot immunoblotting. The MAb DH24 reacted with five of the six H. ducreyi LPSs tested and with the lacto-N-neotetraose (Gal β1→4 GlcNAc β1→3 Gal β1→4 Glc) series of synthetic glycoconjugates, as determined by EIA. By using polysaccharides obtained after both mild acidic hydrolysis and strong alkali treatment and dephosphorylated samples as inhibitors of the MAbs binding to H. ducreyi LPS antigens, it could be shown that phosphate groups were essential for the binding of DP8 to LPS but that they did not affect antigenic recognition by DH24. None of the MAbs bound to isolated lipid A, but aggregation caused by the fatty acids of lipid A was essential for epitope recognition.
Lipopolysaccharide, LPS, Haemophilus ducreyi, antibody, monoclonal antibodies, monoclonal antibody, lacto-N-neotetraose
NCBI PubMed ID: 7790083Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Clinical Research Centre, Karolinska Institute, NOVUN, Huddinge Hospital, Huddinge, Sweden
- Article ID: 2398
Shaw DH, Squires MJ, Ishiguro EE, Trust TJ "The structure of the heptose-3-deoxy-D-mannooctulosonic-acid region in a mutant form of Aeromonas salmonicida lipopolysaccharide" -
European Journal of Biochemistry 161 (1986) 309-313
Lipopolysaccharide was isolated from a phage-selected mutant of a wild strain of Aeromonas salmonicida by the aqueous phenol method. The lipopolysaccharide consisted of the R form, containing per mole, three moles of L-glycero-D-manno-heptopyranose, one mole of 3-deoxy-D-manno-2-octulosonic acid (dOclA) and lipid A. The dOclA was not fully assayable by the thiobarbituric acid methods usually used, but its degradation product was detected, after Smith degradation of the lipopolysaccharide, either as free 3-deoxy-2-heptulosonic acid (after hydrolysis) or substituted by a mannopyranosyl residue derived from heptose. Mass spectrometry indicated that the dOclA existed in the furanose form and was substituted by the heptose trisaccharide through position six. Methylation analysis, chemical degradation, chromium trioxide oxidation and nuclear magnetic resonance spectroscopy were used to identify the structure of the core oligosaccharide as: L α DHepp(1→2)L α DHepp(1→3)L α DHepp(1→6)
NCBI PubMed ID: 3780744Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Methods: 13C NMR, 1H NMR, GC-MS
- Article ID: 3623
Knirel YA, Kochetkov NK "The structure of lipopolysaccharides of gram-negative bacteria. II. The structure of the core region" -
Biochemistry (Moscow) 58(2) (1993) 84-99
This review summarizes data on the structure of the core of bacterial lipopolysaccharides (LPS), an oligosaccharide which binds the lipid moiety of LPS to the O-antigenic polysaccharide chain. Both S-strains with complete LPS and R-mutants having various defects of core biosynthesis are considered. The role of the core in the functioning of the outer membrane and in the manifestation of antigenic specificity of LPS is discussed.
Lipopolysaccharide, antigen, lipopolysaccharides, LPS, structure, core, bacteria, core region, region, Gram-negative bacteria, gram negative bacteria, Gram-negative, review, outer membrane, bacterial lipopolysaccharide
Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow (Russian Federation)
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5. Compound ID: 5126
Structure type: polymer chemical repeating unit
Compound class: K-antigen
Contained glycoepitopes: IEDB_149136
The structure is contained in the following publication(s):
- Article ID: 2049
Dengler T, Jann B, Jann K "Structure of the K95 antigen from Escherichia coli O75:K95:H5, a capsular polysaccharide containing furanosidic Kdo-residues" -
Carbohydrate Research 142 (1985) 269-276
Journal NLM ID: 0043535Publisher: Elsevier
Methods: 13C NMR, 1H NMR
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6. Compound ID: 5353
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a-D-GlcpN-(1-7)-L-gro-b-D-manHepp-(1-4)-+
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a-D-Galp-(1-4)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-6)-Kdof
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L-gro-a-D-manHepp-(1-6)-+ |
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Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_140088,IEDB_141584,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144989,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_2189047,IEDB_885822,IEDB_983931,SB_192,SB_7
The structure is contained in the following publication(s):
- Article ID: 2217
Shaw DH, Hart MJ, Luderitz O "Structure of the core oligosaccharide in the lipopolysaccharide isolated from Aeromonas salmonicida ssp. salmonicida" -
Carbohydrate Research 231 (1992) 83-91
The core oligosaccharide isolated from the lipopolysaccharide of Aeromonas salmonicida ssp. salmonicida has been investigated by methylation analysis, NMR spectroscopy (13C and 1H), oxidation with periodate and chromium trioxide, and Smith degradation. The following structure is proposed: [Formula: see text]
NCBI PubMed ID: 1394331Publication DOI: 10.1016/0008-6215(92)84010-pJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Northwest Atlantic Fisheries Centre, Science Branch, St. John's, Newfoundland, Canada
Methods: 13C NMR, 1H NMR, methylation, periodate oxidation, Smith degradation, chromium trioxide oxidation
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7. Compound ID: 8305
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a-D-GlcpN-(1-7)-L-gro-a-D-manHepp-(1-4)-+
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a-D-Galp-(1-4)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-6)-Kdof-(2--/lipid A/
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L-gro-a-D-manHepp-(1-6)-+ |
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Structure type: oligomer
Aglycon: lipid A
Trivial name: core region
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_140088,IEDB_141584,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144989,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_2189047,IEDB_885822,IEDB_983931,SB_192,SB_7
The structure is contained in the following publication(s):
- Article ID: 3623
Knirel YA, Kochetkov NK "The structure of lipopolysaccharides of gram-negative bacteria. II. The structure of the core region" -
Biochemistry (Moscow) 58(2) (1993) 84-99
This review summarizes data on the structure of the core of bacterial lipopolysaccharides (LPS), an oligosaccharide which binds the lipid moiety of LPS to the O-antigenic polysaccharide chain. Both S-strains with complete LPS and R-mutants having various defects of core biosynthesis are considered. The role of the core in the functioning of the outer membrane and in the manifestation of antigenic specificity of LPS is discussed.
Lipopolysaccharide, antigen, lipopolysaccharides, LPS, structure, core, bacteria, core region, region, Gram-negative bacteria, gram negative bacteria, Gram-negative, review, outer membrane, bacterial lipopolysaccharide
Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow (Russian Federation)
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8. Compound ID: 8341
Structure type: oligomer
Aglycon: lipid A
Trivial name: core region
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130701,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 3623
Knirel YA, Kochetkov NK "The structure of lipopolysaccharides of gram-negative bacteria. II. The structure of the core region" -
Biochemistry (Moscow) 58(2) (1993) 84-99
This review summarizes data on the structure of the core of bacterial lipopolysaccharides (LPS), an oligosaccharide which binds the lipid moiety of LPS to the O-antigenic polysaccharide chain. Both S-strains with complete LPS and R-mutants having various defects of core biosynthesis are considered. The role of the core in the functioning of the outer membrane and in the manifestation of antigenic specificity of LPS is discussed.
Lipopolysaccharide, antigen, lipopolysaccharides, LPS, structure, core, bacteria, core region, region, Gram-negative bacteria, gram negative bacteria, Gram-negative, review, outer membrane, bacterial lipopolysaccharide
Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow (Russian Federation)
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9. Compound ID: 9967
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/Variants 1/-+
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/Variants 0/-Hepp-(1-?)-Kdo
/Variants 0/ is:
D-Glcp-(1-4)-
OR (exclusively)
70%P-7)-Hepp-(1-4)-
/Variants 1/ is:
D-Glcp-(1-3)-
OR (exclusively)
70%P-7)-Hepp-(1-3)- |
Show graphically |
Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 4152
Feige U, Radziejewska-Lebrecht J "Phosphate localization in carbohydrates - a study on enterobacterial lipopolysaccharides" -
Zentralblatt für Bakteriologie. A: Medizinische Mikrobiologie, Infektionskrankheiten und Parasitologie 249 (1981) 382-391
The localization of the phosphate substituents in the core oligosaccharide of the lipopolysaccharides of Enterobacteriaceae has been reported for Salmonella minnesota and Escherichia coli B only. In these cases the localizations were done by a beta-elimination reaction in mild alkaline solution after periodate oxidation. We report now on a method generally applicable on carbohydrates. The localization of phosphate groups and the extent of substitution with phosphate residues in carbohydrates can be determined by the following reaction sequence: methylation, dephosphorylation, and reetherification (labelling) with C2H3J or C2H5J followed by derivatizing to partially methylated alditol acetates and analysis by combined gas liquid chromatography/mass spectrometry. The results presented here are obtained by application of this method to isolated core oligosaccharides of lipopolysaccharides from E. coli C23.1, E. coli C71, E. coli F2515, and P. mirabilis R4/O28. Phosphate is localized at C-4 of the chain heptoses in the lipopolysaccharides of E. coli C and E. coli R4, and at C-7 of the branching heptose in the lipopolysaccharide of P. mirabilis R4/O28.
NCBI PubMed ID: 7023134Publication DOI: 10.1016/S0174-3031(81)80094-7Journal NLM ID: 8005748Publisher: Stuttgart: Fischer
Institutions: Max-Planck-Institut für Immunbiologie, Freiburg, Federal Republic of Germany
Methods: methylation, GC-MS, dephosphorylation, reetherification
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10. Compound ID: 9968
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EtN-(1---P---P---4)-+
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?%Hepp-(1-7)-+ |
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D-Galp-(1-2)-D-Galp-(1-2)-D-Glcp-(1-3)-D-Glcp-(1-3)-Hepp-(1-3)-/Variants 0/-Kdo
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P-4)-+ |
|
?%Hepp-(1-7)-+
/Variants 0/ is:
Hepp-(1-5)-
OR (exclusively)
Hepp-(1-4)- |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_131186,IEDB_135818,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_153543,IEDB_153755,IEDB_167072,IEDB_190606,IEDB_241097,IEDB_742245,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 4152
Feige U, Radziejewska-Lebrecht J "Phosphate localization in carbohydrates - a study on enterobacterial lipopolysaccharides" -
Zentralblatt für Bakteriologie. A: Medizinische Mikrobiologie, Infektionskrankheiten und Parasitologie 249 (1981) 382-391
The localization of the phosphate substituents in the core oligosaccharide of the lipopolysaccharides of Enterobacteriaceae has been reported for Salmonella minnesota and Escherichia coli B only. In these cases the localizations were done by a beta-elimination reaction in mild alkaline solution after periodate oxidation. We report now on a method generally applicable on carbohydrates. The localization of phosphate groups and the extent of substitution with phosphate residues in carbohydrates can be determined by the following reaction sequence: methylation, dephosphorylation, and reetherification (labelling) with C2H3J or C2H5J followed by derivatizing to partially methylated alditol acetates and analysis by combined gas liquid chromatography/mass spectrometry. The results presented here are obtained by application of this method to isolated core oligosaccharides of lipopolysaccharides from E. coli C23.1, E. coli C71, E. coli F2515, and P. mirabilis R4/O28. Phosphate is localized at C-4 of the chain heptoses in the lipopolysaccharides of E. coli C and E. coli R4, and at C-7 of the branching heptose in the lipopolysaccharide of P. mirabilis R4/O28.
NCBI PubMed ID: 7023134Publication DOI: 10.1016/S0174-3031(81)80094-7Journal NLM ID: 8005748Publisher: Stuttgart: Fischer
Institutions: Max-Planck-Institut für Immunbiologie, Freiburg, Federal Republic of Germany
Methods: methylation, GC-MS, dephosphorylation, reetherification
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11. Compound ID: 9969
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EtN-(1---P---P---4)-+
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?%Hepp-(1-7)-+ |
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D-Glcp-(1-3)-D-Glcp-(1-3)-Hepp-(1-3)-/Variants 0/-Kdo
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P-4)-+ |
|
?%Hepp-(1-7)-+
/Variants 0/ is:
Hepp-(1-5)-
OR (exclusively)
Hepp-(1-4)- |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_153543,IEDB_153755,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 4152
Feige U, Radziejewska-Lebrecht J "Phosphate localization in carbohydrates - a study on enterobacterial lipopolysaccharides" -
Zentralblatt für Bakteriologie. A: Medizinische Mikrobiologie, Infektionskrankheiten und Parasitologie 249 (1981) 382-391
The localization of the phosphate substituents in the core oligosaccharide of the lipopolysaccharides of Enterobacteriaceae has been reported for Salmonella minnesota and Escherichia coli B only. In these cases the localizations were done by a beta-elimination reaction in mild alkaline solution after periodate oxidation. We report now on a method generally applicable on carbohydrates. The localization of phosphate groups and the extent of substitution with phosphate residues in carbohydrates can be determined by the following reaction sequence: methylation, dephosphorylation, and reetherification (labelling) with C2H3J or C2H5J followed by derivatizing to partially methylated alditol acetates and analysis by combined gas liquid chromatography/mass spectrometry. The results presented here are obtained by application of this method to isolated core oligosaccharides of lipopolysaccharides from E. coli C23.1, E. coli C71, E. coli F2515, and P. mirabilis R4/O28. Phosphate is localized at C-4 of the chain heptoses in the lipopolysaccharides of E. coli C and E. coli R4, and at C-7 of the branching heptose in the lipopolysaccharide of P. mirabilis R4/O28.
NCBI PubMed ID: 7023134Publication DOI: 10.1016/S0174-3031(81)80094-7Journal NLM ID: 8005748Publisher: Stuttgart: Fischer
Institutions: Max-Planck-Institut für Immunbiologie, Freiburg, Federal Republic of Germany
Methods: methylation, GC-MS, dephosphorylation, reetherification
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12. Compound ID: 9970
|
Hepp-(1-3)-+
|
EtN-(1---P---P---4)-/Variants 0/-Kdo
/Variants 0/ is:
Hepp-(1-5)-
OR (exclusively)
Hepp-(1-4)- |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650
The structure is contained in the following publication(s):
- Article ID: 4152
Feige U, Radziejewska-Lebrecht J "Phosphate localization in carbohydrates - a study on enterobacterial lipopolysaccharides" -
Zentralblatt für Bakteriologie. A: Medizinische Mikrobiologie, Infektionskrankheiten und Parasitologie 249 (1981) 382-391
The localization of the phosphate substituents in the core oligosaccharide of the lipopolysaccharides of Enterobacteriaceae has been reported for Salmonella minnesota and Escherichia coli B only. In these cases the localizations were done by a beta-elimination reaction in mild alkaline solution after periodate oxidation. We report now on a method generally applicable on carbohydrates. The localization of phosphate groups and the extent of substitution with phosphate residues in carbohydrates can be determined by the following reaction sequence: methylation, dephosphorylation, and reetherification (labelling) with C2H3J or C2H5J followed by derivatizing to partially methylated alditol acetates and analysis by combined gas liquid chromatography/mass spectrometry. The results presented here are obtained by application of this method to isolated core oligosaccharides of lipopolysaccharides from E. coli C23.1, E. coli C71, E. coli F2515, and P. mirabilis R4/O28. Phosphate is localized at C-4 of the chain heptoses in the lipopolysaccharides of E. coli C and E. coli R4, and at C-7 of the branching heptose in the lipopolysaccharide of P. mirabilis R4/O28.
NCBI PubMed ID: 7023134Publication DOI: 10.1016/S0174-3031(81)80094-7Journal NLM ID: 8005748Publisher: Stuttgart: Fischer
Institutions: Max-Planck-Institut für Immunbiologie, Freiburg, Federal Republic of Germany
Methods: methylation, GC-MS, dephosphorylation, reetherification
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13. Compound ID: 9971
|
86%EtN-(1---P---P---4)-+
|
19%EtN-(1---P---P---4)-Hepp-(1-3)-/Variants 0/-Kdo
/Variants 0/ is:
Hepp-(1-5)-
OR (exclusively)
Hepp-(1-4)- |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650
The structure is contained in the following publication(s):
- Article ID: 4152
Feige U, Radziejewska-Lebrecht J "Phosphate localization in carbohydrates - a study on enterobacterial lipopolysaccharides" -
Zentralblatt für Bakteriologie. A: Medizinische Mikrobiologie, Infektionskrankheiten und Parasitologie 249 (1981) 382-391
The localization of the phosphate substituents in the core oligosaccharide of the lipopolysaccharides of Enterobacteriaceae has been reported for Salmonella minnesota and Escherichia coli B only. In these cases the localizations were done by a beta-elimination reaction in mild alkaline solution after periodate oxidation. We report now on a method generally applicable on carbohydrates. The localization of phosphate groups and the extent of substitution with phosphate residues in carbohydrates can be determined by the following reaction sequence: methylation, dephosphorylation, and reetherification (labelling) with C2H3J or C2H5J followed by derivatizing to partially methylated alditol acetates and analysis by combined gas liquid chromatography/mass spectrometry. The results presented here are obtained by application of this method to isolated core oligosaccharides of lipopolysaccharides from E. coli C23.1, E. coli C71, E. coli F2515, and P. mirabilis R4/O28. Phosphate is localized at C-4 of the chain heptoses in the lipopolysaccharides of E. coli C and E. coli R4, and at C-7 of the branching heptose in the lipopolysaccharide of P. mirabilis R4/O28.
NCBI PubMed ID: 7023134Publication DOI: 10.1016/S0174-3031(81)80094-7Journal NLM ID: 8005748Publisher: Stuttgart: Fischer
Institutions: Max-Planck-Institut für Immunbiologie, Freiburg, Federal Republic of Germany
Methods: methylation, GC-MS, dephosphorylation, reetherification
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14. Compound ID: 9972
|
HEP-(1-7)-+
|
b-D-Glcp-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-3)-/Variants 0/-Kdo
/Variants 0/ is:
L-gro-a-D-manHepp-(1-5)-
OR (exclusively)
L-gro-a-D-manHepp-(1-4)- |
Show graphically |
Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_140088,IEDB_142488,IEDB_146664,IEDB_2189047,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 4153
Bellmann W, Lingens F "Structural studies on the core oligosaccharide of Phenylobacterium immobile strain K2 lipopolysaccharide. Chemical synthesis of 3-hydroxy-5c-dodecenoic acid" -
Biological Chemistry Hoppe-Seyler 366 (1985) 567-575
The fatty acid composition of the bound lipids of 17 strains from Phenylobacterium immobile was investigated. Ester-linked 3-hydroxy-5c-dodecenoic acid was found to be the major substituent in the lipopolysaccharide. Therefore the occurrence of this unusual acid can be taken as a useful marker for the determination of P. immobile by simple fatty acid analysis. Lipid A backbone was found to consist of 2,3-diamino-2,3-dideoxy-D-glucose, which up to this time has only been detected in group I of purple nonsulfur bacteria and their non-phototrophic relatives. A convenient chemical synthesis for 3-hydroxy-5c-dodecenoic acid is described. The polysaccharide region of P. immobile strain K2 lipopolysaccharide was investigated. The methods used included gel filtration procedures, methylation analysis, periodate oxidation, Smith degradation, oxidation with chromium trioxide and enzymic degradations of the isolated oligosaccharide. We found that strain K2 has a rough-type lipopolysaccharide, devoid of an O-specific side chain. For the core oligosaccharide the following structure is proposed: (Formula: see text) β-D-Glcp(1-3)-L-α-D-Hepp(1-3)-L-α-D-Hepp(1-3-L-α-D-Hepp(1-4/5)dOclA.
NCBI PubMed ID: 4026999Publication DOI: 10.1515/bchm3.1985.366.1.567Journal NLM ID: 8503054Publisher: Berlin: Walter De Gruyter
Institutions: Institut für Mikrobiologie, Universität Hohenheim, Stuttgart
Methods: methylation, periodate oxidation, GLC-MS, gel filtration, sugar analysis, GLC, Smith degradation, chemical synthesis, enzymatic degradation, TLCX
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15. Compound ID: 10051
|
/Variants 0/-+
|
-3)-Ribf-(1-7)-Kdo-(2-
/Variants 0/ is:
?%Ac-5)-
OR (exclusively)
?%Ac-4)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, K-antigen
Contained glycoepitopes: IEDB_130650,IEDB_149136
The structure is contained in the following publication(s):
- Article ID: 4181
Vann WF, Jann K "Structure and serological specificity of the K13-antigenic polysaccharide (K13 antigen) of urinary tract-infective Escherichia coli" -
Infection and Immunity 25 (1979) 85-92
The primary structure of the K13-antigenic polysaccharide (K13 antigen) of Escherichia coli O6:K13:H1 was elucidated by composition, periodate oxidation, Smith degradation, and methylation analysis. The polysaccharide consists of a repeating sequence of 3-linked ribofuranose and 7-linked 3-deoxymannooctulosonic acid (KDO). About 50% of the KDO residues are O-acetylated at position 4 or 5. Measurement of the optical rotary dispersion indicated that in aqueous solution the K13 polysaccharide assumes a secondary structure in which the carboxyl groups of KDO are engaged. The serological specificity of the K13 polysaccharide is expressed through KDO and its O-acetyl substituent, the ribose unit being antigenically silent. There are two populations of anti-K13 antibodies one directed against the charged region of the KDO and the other against the O-acetyl groups.
NCBI PubMed ID: 90016Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Max-Planck-Institut für Immunbiologie, Freiberg, West Germany
Methods: methylation, periodate oxidation, Smith degradation, composition analysis, serological methods
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Next 15 structure(s)
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