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1. Compound ID: 1116
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a-Neup5Ac-(2-8)-a-Neup5Ac-(2-3)-+
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a-Neup5Ac-(2-8)-a-Neup5Ac-(2-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1-4)-b-D-Gal-(1-4)-b-D-Glcp-(1-?)-CER |
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Structure type: oligomer
Trivial name: GQ1b
Compound class: ganglioside
Contained glycoepitopes: IEDB_130648,IEDB_130675,IEDB_130676,IEDB_130678,IEDB_130679,IEDB_130680,IEDB_130681,IEDB_130683,IEDB_130684,IEDB_130686,IEDB_134627,IEDB_136044,IEDB_136095,IEDB_136794,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_147450,IEDB_147451,IEDB_149174,IEDB_150933,IEDB_150937,IEDB_153198,IEDB_153199,IEDB_190606,IEDB_433718,IEDB_547903,IEDB_858580,IEDB_983931,SB_116,SB_13,SB_14,SB_144,SB_164,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_2,SB_22,SB_23,SB_24,SB_25,SB_28,SB_3,SB_35,SB_37,SB_38,SB_39,SB_4,SB_41,SB_42,SB_5,SB_6,SB_68,SB_7,SB_70,SB_71,SB_76,SB_8,SB_84,SB_88,SB_94,SB_95,SB_96,SB_97,SB_98
The structure is contained in the following publication(s):
- Article ID: 335
Neisser A, Bernheimer H, Berger T, Moran AP, Schwerer B "Serum antibodies against gangliosides and Campylobacter jejuni lipopolysaccharides in Miller-Fisher syndrome" -
Infection and Immunity 65(10) (1997) 4038-4042
Seven patients with Miller Fisher syndrome (MFS), six in the acute phase and one in the recovery phase, were investigated for serum antibodies against gangliosides and purified lipopolysaccharides (LPS) from different strains of Campylobacter jejuni, including the MFS-associated serotypes O:2 and O:23. Immunoglobulin G antibodies against gangliosides GT1a and GQ1b were found in five of six patients in the acute phase of disease. Three of these patients also displayed antibodies to ganglioside GD2, a finding not previously reported for MFS. All anti-GT1a- and anti-GQ1b-seropositive patients showed antibody binding to C. jejuni LPS, predominantly to O:2 and O:23 LPS. Antibody cross-reactivity between gangliosides GT1a and GQ1b and O:2 and O:23 LPS was demonstrated by adsorption studies. This cross-reactivity between gangliosides and C.jejuni LPS, which is obviously due to oligosaccharide homologies, may be an important pathogenetic factor in the development of MFS after C. jejuni infection
lipopolysaccharides, antibodies, Campylobacter, Campylobacter jejuni, gangliosides, Miller-Fisher syndrome
NCBI PubMed ID: 9317004Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: andrea.neisser@univie.ac.at
Institutions: Institute of Neurology and Department of Neurology, University of Vienna, Vienna, Austria, Department of Microbiology, University College, Galway, Ireland
Methods: serological methods, TLC-immunostaining
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2. Compound ID: 1117
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a-Neup5Ac-(2-3)-+
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a-Neup5Ac-(2-8)-a-Neup5Ac-(2-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1-4)-b-D-Gal-(1-4)-b-D-Glcp-(1-?)-CER |
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Structure type: oligomer
Trivial name: GT1b
Compound class: ganglioside
Contained glycoepitopes: IEDB_130648,IEDB_130678,IEDB_130679,IEDB_130683,IEDB_130686,IEDB_134627,IEDB_136044,IEDB_136095,IEDB_136794,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_147450,IEDB_147451,IEDB_149174,IEDB_150933,IEDB_150937,IEDB_153198,IEDB_153199,IEDB_190606,IEDB_547903,IEDB_983931,SB_116,SB_13,SB_144,SB_164,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_2,SB_22,SB_23,SB_24,SB_25,SB_3,SB_35,SB_37,SB_39,SB_4,SB_41,SB_42,SB_5,SB_6,SB_68,SB_7,SB_70,SB_71,SB_76,SB_8,SB_84,SB_88,SB_96,SB_97,SB_98
The structure is contained in the following publication(s):
- Article ID: 335
Neisser A, Bernheimer H, Berger T, Moran AP, Schwerer B "Serum antibodies against gangliosides and Campylobacter jejuni lipopolysaccharides in Miller-Fisher syndrome" -
Infection and Immunity 65(10) (1997) 4038-4042
Seven patients with Miller Fisher syndrome (MFS), six in the acute phase and one in the recovery phase, were investigated for serum antibodies against gangliosides and purified lipopolysaccharides (LPS) from different strains of Campylobacter jejuni, including the MFS-associated serotypes O:2 and O:23. Immunoglobulin G antibodies against gangliosides GT1a and GQ1b were found in five of six patients in the acute phase of disease. Three of these patients also displayed antibodies to ganglioside GD2, a finding not previously reported for MFS. All anti-GT1a- and anti-GQ1b-seropositive patients showed antibody binding to C. jejuni LPS, predominantly to O:2 and O:23 LPS. Antibody cross-reactivity between gangliosides GT1a and GQ1b and O:2 and O:23 LPS was demonstrated by adsorption studies. This cross-reactivity between gangliosides and C.jejuni LPS, which is obviously due to oligosaccharide homologies, may be an important pathogenetic factor in the development of MFS after C. jejuni infection
lipopolysaccharides, antibodies, Campylobacter, Campylobacter jejuni, gangliosides, Miller-Fisher syndrome
NCBI PubMed ID: 9317004Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: andrea.neisser@univie.ac.at
Institutions: Institute of Neurology and Department of Neurology, University of Vienna, Vienna, Austria, Department of Microbiology, University College, Galway, Ireland
Methods: serological methods, TLC-immunostaining
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3. Compound ID: 1118
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b-D-GalpNAc-(1-4)-+
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a-Neup5Ac-(2-8)-a-Neup5Ac-(2-3)-b-D-Gal-(1-4)-b-D-Glcp-(1-?)-CER |
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Structure type: oligomer
Trivial name: GD2
Compound class: ganglioside
Contained glycoepitopes: IEDB_130648,IEDB_130676,IEDB_130679,IEDB_130683,IEDB_130684,IEDB_136044,IEDB_136095,IEDB_136794,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_150937,IEDB_153198,IEDB_153199,IEDB_190606,IEDB_433718,IEDB_858580,IEDB_983931,SB_116,SB_144,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_25,SB_3,SB_35,SB_37,SB_39,SB_4,SB_41,SB_42,SB_5,SB_6,SB_68,SB_7,SB_71,SB_76,SB_84,SB_88,SB_94,SB_95
The structure is contained in the following publication(s):
- Article ID: 335
Neisser A, Bernheimer H, Berger T, Moran AP, Schwerer B "Serum antibodies against gangliosides and Campylobacter jejuni lipopolysaccharides in Miller-Fisher syndrome" -
Infection and Immunity 65(10) (1997) 4038-4042
Seven patients with Miller Fisher syndrome (MFS), six in the acute phase and one in the recovery phase, were investigated for serum antibodies against gangliosides and purified lipopolysaccharides (LPS) from different strains of Campylobacter jejuni, including the MFS-associated serotypes O:2 and O:23. Immunoglobulin G antibodies against gangliosides GT1a and GQ1b were found in five of six patients in the acute phase of disease. Three of these patients also displayed antibodies to ganglioside GD2, a finding not previously reported for MFS. All anti-GT1a- and anti-GQ1b-seropositive patients showed antibody binding to C. jejuni LPS, predominantly to O:2 and O:23 LPS. Antibody cross-reactivity between gangliosides GT1a and GQ1b and O:2 and O:23 LPS was demonstrated by adsorption studies. This cross-reactivity between gangliosides and C.jejuni LPS, which is obviously due to oligosaccharide homologies, may be an important pathogenetic factor in the development of MFS after C. jejuni infection
lipopolysaccharides, antibodies, Campylobacter, Campylobacter jejuni, gangliosides, Miller-Fisher syndrome
NCBI PubMed ID: 9317004Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: andrea.neisser@univie.ac.at
Institutions: Institute of Neurology and Department of Neurology, University of Vienna, Vienna, Austria, Department of Microbiology, University College, Galway, Ireland
Methods: serological methods, TLC-immunostaining
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4. Compound ID: 4470
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a-Neup5Ac-(2-8)-a-Neup5Ac-(2-3)-+
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a-Neup5Ac-(2-8)-a-Neup5Ac-(2-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1-4)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: GQ1b
Compound class: ganglioside
Contained glycoepitopes: IEDB_130648,IEDB_130675,IEDB_130676,IEDB_130678,IEDB_130679,IEDB_130680,IEDB_130681,IEDB_130683,IEDB_130684,IEDB_130686,IEDB_134627,IEDB_136044,IEDB_136794,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_147450,IEDB_147451,IEDB_149174,IEDB_150933,IEDB_150937,IEDB_153198,IEDB_153199,IEDB_190606,IEDB_433718,IEDB_547903,IEDB_858580,IEDB_983931,SB_116,SB_13,SB_14,SB_144,SB_164,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_2,SB_22,SB_23,SB_24,SB_25,SB_28,SB_3,SB_35,SB_37,SB_38,SB_39,SB_4,SB_41,SB_42,SB_5,SB_6,SB_68,SB_7,SB_70,SB_71,SB_76,SB_8,SB_84,SB_88,SB_94,SB_95,SB_96,SB_97,SB_98
The structure is contained in the following publication(s):
- Article ID: 1689
Jacobs BC, Endtz HP, van der Meche FGA, Hazenberg MP, Achtereekte HAM, Van Doorn PA "Serum anti-GQ1b IgG antibodies recognize surface epitopes on Campylobacter jejuni from patients with Miller Fisher syndrome" -
Annals of Neurology 37 (1995) 260-264
Three patients who had diarrhea prior to the development of Miller Fisher syndrome are presented. Campylobacter jejuni was isolated from stool specimens from all patients. High titers of anti-GQ1b IgG antibodies were demonstrated in the serum of these patients by enzyme-linked immunosorbent assay and thin-layer chromatography overlay. In enzyme-linked immunosorbent assay inhibition studies the anti-GQ1b IgG antibodies bound specifically to whole bacteria of the Miller Fisher syndrome-associated C. jejuni strains. The presence of anti-GQ1b IgG binding epitopes on the surface of the C. jejuni from the patients was not exclusively associated with a specific Penner serotype. It is suggested that anti-GQ1b antibodies are formed during the initial infection that elicits Miller Fisher syndrome. The cross-reactivity of anti-GQ1b IgG antibodies with surface epitopes on Miller Fisher syndrome-associated C. jejuni strains supports the hypothesis of molecular mimicry between bacteria and neural tissue.
NCBI PubMed ID: 7531419Journal NLM ID: 7707449Institutions: Department of Neurology, University Hospital Dijkzigt, The Netherlands
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5. Compound ID: 4579
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b-D-GalpNAc-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: glycosphingolipid
Compound class: LOS
Contained glycoepitopes: IEDB_130648,IEDB_136044,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146664,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_21,SB_3,SB_5,SB_6,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 1769
Kerwood DE, Schneider H, Yamasaki R "Structural analysis of lipooligosaccharide produced by Neisseria gonorrhoeae, strain MS11mk (variant A): a precursor for a gonococcal lipooligosaccharide associated with virulence" -
Biochemistry 31 (1992) 12760-12768
We studied the structure of the lipooligosaccharide (LOS) that is produced by a variant A of strain MS11mk. This variant produces a single LOS that is recognized by monoclonal antibody (MAb) 2-1-L8. In a recent study of the pathogenesis of Neisseria gonorrhoeae in male volunteers, variant A gave rise to other phase variants that produce higher molecular weight LOSs, and these LOS were associated with virulence. Definition of the structure of the variant A LOS is important to understand the biosynthesis of LOS and its expression in vivo. The dephosphorylated oligosaccharide (OS) structure derived from the variant A LOS was analyzed by two-dimensional NMR and methylation analysis. The OS structure was found to be a truncated form of the LOS produced by strain F62 [Yamasaki et al. (1991) Biochemistry 30, 10566-10575]; the variant A OS is a hexamer, a beta-lactosyl residue linked to a tetrasaccharide: Gal β1→4 Glc β1→4[GlcNAc α1→2Hep α1→3]Hep α1→ KDO. We determined that the variant A LOS is a precursor for the synthesis of higher MW LOS. We also studied expression of the MAb 2-1-L8-defined epitope present on the variant A LOS. Our data indicate that the MAb-defined epitope is not a linear beta-lactosyl residue but its specificity is directed toward the phosphorylated GlcNAc-Hep-Hep residue. Since this MAb binds to gonococci, at least part of the phosphorylated diheptose area is exposed on the gonococcal surface.
NCBI PubMed ID: 1281427Journal NLM ID: 0370623Publisher: American Chemical Society
Institutions: Center for Immunochemistry, University of California, San Francisco, CA, USA
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6. Compound ID: 5769
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a-D-GalpNAc-(1-4)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: glycosphingolipid
Compound class: glycolipid
Contained glycoepitopes: IEDB_130648,IEDB_136044,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146664,IEDB_153215,IEDB_190606,IEDB_885822,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_3,SB_5,SB_6,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2525
Leffler H, Svanborg-Eden C "Glycolipid receptors for uropathogenic Escherichia coli on human erythrocytes and uroepithelial cells" -
Infection and Immunity 34 (1981) 920-929
Journal NLM ID: 0246127Publisher: American Society for Microbiology
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7. Compound ID: 5776
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a-Neup5Ac-(2-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: GM3, II3NeuAc-Lac-Cer
Compound class: ganglioside
Contained glycoepitopes: IEDB_130679,IEDB_136044,IEDB_136794,IEDB_137339,IEDB_137472,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_149174,IEDB_150933,IEDB_190606,IEDB_983931,SB_116,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_3,SB_37,SB_39,SB_5,SB_6,SB_68,SB_7,SB_71,SB_76,SB_84,SB_88
The structure is contained in the following publication(s):
- Article ID: 2536
Ono E, Abe K, Nakazawa M, Naiki M "Ganglioside epitope recognized by K99 fimbriae from enterotoxigenic Escherichia coli" -
Infection and Immunity 57 (1989) 907-911
The receptor structure recognized by Escherichia coli possessing K99 fimbriae and by isolated K99 fimbrial fractions was examined by using an equine erythrocyte hemagglutination inhibition test. Both K99-positive organisms (strain B41) and fimbrial preparations reacted with N-glycolylneuraminyl-lactosyl-ceramide (NeuGcLacCer) purified from equine erythrocytes with very high potency. Fimbrial preparations were 253 times more potent than intact organisms, indicating that isolated fimbriae more precisely recognize the structure of NeuGcLacCer than do fimbriae located on the bacterial cell wall. Structurally, the N-glycolyl group of the sialic acid was shown to be essential because substitution of the N-acetyl group for the N-glycolyl group caused the reactivity to completely disappear. The substitution of the O-acetyl group for the C4 hydroxyl group of the sialic acid (4-O-Ac-NeuGcLacCer) also diminished the reactivity by about 500 times, indicating that the fine structure of NeuGc is necessary for recognition. N-Glycolylneuraminyl-neolactotetraosyl-ceramide (NeuGcnLc4Cer) and N-glycolylneuraminyl-neolactohexaosyl-ceramide (NeuGcnLc6Cer), both of which have identical disaccharides at the nonreducing terminal and longer carbohydrate chains, showed reduced reactivity, indicating that the ceramide of NeuGcLacCer is also involved in the recognition. Indeed, NeuGcLac oligosaccharides altered by cleavage of the ceramide or the terminal sialic acid (NeuGc) showed dramatically reduced reactivities. Ten other E. coli strains (isolated from diseased calves) and two strains (isolated from diseased piglets) which possessed the same K99 antigen and various O antigens were used for the recognition test. The results obtained were similar to those mentioned above.
NCBI PubMed ID: 2465273Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Biochemistry, Faculty of Veterinary Genetics, Hokkaido University, Sapporo, Japan
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8. Compound ID: 5777
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Gc-(1-5)-a-Neup-(2-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: GM3-NeuGc, II3NeuGc-Lac-Cer
Compound class: ganglioside
Contained glycoepitopes: IEDB_136044,IEDB_137339,IEDB_137472,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146664,IEDB_153758,IEDB_158540,IEDB_190606,IEDB_688614,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_3,SB_5,SB_6,SB_66,SB_69,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2536
Ono E, Abe K, Nakazawa M, Naiki M "Ganglioside epitope recognized by K99 fimbriae from enterotoxigenic Escherichia coli" -
Infection and Immunity 57 (1989) 907-911
The receptor structure recognized by Escherichia coli possessing K99 fimbriae and by isolated K99 fimbrial fractions was examined by using an equine erythrocyte hemagglutination inhibition test. Both K99-positive organisms (strain B41) and fimbrial preparations reacted with N-glycolylneuraminyl-lactosyl-ceramide (NeuGcLacCer) purified from equine erythrocytes with very high potency. Fimbrial preparations were 253 times more potent than intact organisms, indicating that isolated fimbriae more precisely recognize the structure of NeuGcLacCer than do fimbriae located on the bacterial cell wall. Structurally, the N-glycolyl group of the sialic acid was shown to be essential because substitution of the N-acetyl group for the N-glycolyl group caused the reactivity to completely disappear. The substitution of the O-acetyl group for the C4 hydroxyl group of the sialic acid (4-O-Ac-NeuGcLacCer) also diminished the reactivity by about 500 times, indicating that the fine structure of NeuGc is necessary for recognition. N-Glycolylneuraminyl-neolactotetraosyl-ceramide (NeuGcnLc4Cer) and N-glycolylneuraminyl-neolactohexaosyl-ceramide (NeuGcnLc6Cer), both of which have identical disaccharides at the nonreducing terminal and longer carbohydrate chains, showed reduced reactivity, indicating that the ceramide of NeuGcLacCer is also involved in the recognition. Indeed, NeuGcLac oligosaccharides altered by cleavage of the ceramide or the terminal sialic acid (NeuGc) showed dramatically reduced reactivities. Ten other E. coli strains (isolated from diseased calves) and two strains (isolated from diseased piglets) which possessed the same K99 antigen and various O antigens were used for the recognition test. The results obtained were similar to those mentioned above.
NCBI PubMed ID: 2465273Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Biochemistry, Faculty of Veterinary Genetics, Hokkaido University, Sapporo, Japan
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9. Compound ID: 5778
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Gc-(1-5)-a-Neup4Ac-(2-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: GM3-Neu4Ac5Gc
Compound class: ganglioside
Contained glycoepitopes: IEDB_136044,IEDB_137339,IEDB_137472,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146664,IEDB_153758,IEDB_158540,IEDB_190606,IEDB_688614,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_3,SB_5,SB_6,SB_66,SB_69,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2536
Ono E, Abe K, Nakazawa M, Naiki M "Ganglioside epitope recognized by K99 fimbriae from enterotoxigenic Escherichia coli" -
Infection and Immunity 57 (1989) 907-911
The receptor structure recognized by Escherichia coli possessing K99 fimbriae and by isolated K99 fimbrial fractions was examined by using an equine erythrocyte hemagglutination inhibition test. Both K99-positive organisms (strain B41) and fimbrial preparations reacted with N-glycolylneuraminyl-lactosyl-ceramide (NeuGcLacCer) purified from equine erythrocytes with very high potency. Fimbrial preparations were 253 times more potent than intact organisms, indicating that isolated fimbriae more precisely recognize the structure of NeuGcLacCer than do fimbriae located on the bacterial cell wall. Structurally, the N-glycolyl group of the sialic acid was shown to be essential because substitution of the N-acetyl group for the N-glycolyl group caused the reactivity to completely disappear. The substitution of the O-acetyl group for the C4 hydroxyl group of the sialic acid (4-O-Ac-NeuGcLacCer) also diminished the reactivity by about 500 times, indicating that the fine structure of NeuGc is necessary for recognition. N-Glycolylneuraminyl-neolactotetraosyl-ceramide (NeuGcnLc4Cer) and N-glycolylneuraminyl-neolactohexaosyl-ceramide (NeuGcnLc6Cer), both of which have identical disaccharides at the nonreducing terminal and longer carbohydrate chains, showed reduced reactivity, indicating that the ceramide of NeuGcLacCer is also involved in the recognition. Indeed, NeuGcLac oligosaccharides altered by cleavage of the ceramide or the terminal sialic acid (NeuGc) showed dramatically reduced reactivities. Ten other E. coli strains (isolated from diseased calves) and two strains (isolated from diseased piglets) which possessed the same K99 antigen and various O antigens were used for the recognition test. The results obtained were similar to those mentioned above.
NCBI PubMed ID: 2465273Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Biochemistry, Faculty of Veterinary Genetics, Hokkaido University, Sapporo, Japan
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10. Compound ID: 5779
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Gc-(1-5)-a-Neup-(2-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: 3'-LM1-NeuGc
Compound class: ganglioside
Contained glycoepitopes: IEDB_130646,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137339,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_1391966,IEDB_140108,IEDB_140110,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142351,IEDB_142487,IEDB_142488,IEDB_146664,IEDB_149144,IEDB_151531,IEDB_153758,IEDB_190606,IEDB_983931,SB_145,SB_15,SB_165,SB_166,SB_173,SB_175,SB_187,SB_192,SB_195,SB_20,SB_201,SB_3,SB_30,SB_5,SB_6,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2536
Ono E, Abe K, Nakazawa M, Naiki M "Ganglioside epitope recognized by K99 fimbriae from enterotoxigenic Escherichia coli" -
Infection and Immunity 57 (1989) 907-911
The receptor structure recognized by Escherichia coli possessing K99 fimbriae and by isolated K99 fimbrial fractions was examined by using an equine erythrocyte hemagglutination inhibition test. Both K99-positive organisms (strain B41) and fimbrial preparations reacted with N-glycolylneuraminyl-lactosyl-ceramide (NeuGcLacCer) purified from equine erythrocytes with very high potency. Fimbrial preparations were 253 times more potent than intact organisms, indicating that isolated fimbriae more precisely recognize the structure of NeuGcLacCer than do fimbriae located on the bacterial cell wall. Structurally, the N-glycolyl group of the sialic acid was shown to be essential because substitution of the N-acetyl group for the N-glycolyl group caused the reactivity to completely disappear. The substitution of the O-acetyl group for the C4 hydroxyl group of the sialic acid (4-O-Ac-NeuGcLacCer) also diminished the reactivity by about 500 times, indicating that the fine structure of NeuGc is necessary for recognition. N-Glycolylneuraminyl-neolactotetraosyl-ceramide (NeuGcnLc4Cer) and N-glycolylneuraminyl-neolactohexaosyl-ceramide (NeuGcnLc6Cer), both of which have identical disaccharides at the nonreducing terminal and longer carbohydrate chains, showed reduced reactivity, indicating that the ceramide of NeuGcLacCer is also involved in the recognition. Indeed, NeuGcLac oligosaccharides altered by cleavage of the ceramide or the terminal sialic acid (NeuGc) showed dramatically reduced reactivities. Ten other E. coli strains (isolated from diseased calves) and two strains (isolated from diseased piglets) which possessed the same K99 antigen and various O antigens were used for the recognition test. The results obtained were similar to those mentioned above.
NCBI PubMed ID: 2465273Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Biochemistry, Faculty of Veterinary Genetics, Hokkaido University, Sapporo, Japan
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11. Compound ID: 5780
|
Gc-(1-5)-a-Neup-(2-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: VI3NeuGc-nLc6-Cer
Compound class: ganglioside
Contained glycoepitopes: IEDB_130646,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137339,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_1391966,IEDB_140108,IEDB_140110,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142351,IEDB_142487,IEDB_142488,IEDB_146664,IEDB_149144,IEDB_150939,IEDB_151531,IEDB_153758,IEDB_158549,IEDB_190606,IEDB_983931,SB_117,SB_145,SB_15,SB_165,SB_166,SB_173,SB_175,SB_187,SB_192,SB_195,SB_20,SB_201,SB_3,SB_30,SB_5,SB_6,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2536
Ono E, Abe K, Nakazawa M, Naiki M "Ganglioside epitope recognized by K99 fimbriae from enterotoxigenic Escherichia coli" -
Infection and Immunity 57 (1989) 907-911
The receptor structure recognized by Escherichia coli possessing K99 fimbriae and by isolated K99 fimbrial fractions was examined by using an equine erythrocyte hemagglutination inhibition test. Both K99-positive organisms (strain B41) and fimbrial preparations reacted with N-glycolylneuraminyl-lactosyl-ceramide (NeuGcLacCer) purified from equine erythrocytes with very high potency. Fimbrial preparations were 253 times more potent than intact organisms, indicating that isolated fimbriae more precisely recognize the structure of NeuGcLacCer than do fimbriae located on the bacterial cell wall. Structurally, the N-glycolyl group of the sialic acid was shown to be essential because substitution of the N-acetyl group for the N-glycolyl group caused the reactivity to completely disappear. The substitution of the O-acetyl group for the C4 hydroxyl group of the sialic acid (4-O-Ac-NeuGcLacCer) also diminished the reactivity by about 500 times, indicating that the fine structure of NeuGc is necessary for recognition. N-Glycolylneuraminyl-neolactotetraosyl-ceramide (NeuGcnLc4Cer) and N-glycolylneuraminyl-neolactohexaosyl-ceramide (NeuGcnLc6Cer), both of which have identical disaccharides at the nonreducing terminal and longer carbohydrate chains, showed reduced reactivity, indicating that the ceramide of NeuGcLacCer is also involved in the recognition. Indeed, NeuGcLac oligosaccharides altered by cleavage of the ceramide or the terminal sialic acid (NeuGc) showed dramatically reduced reactivities. Ten other E. coli strains (isolated from diseased calves) and two strains (isolated from diseased piglets) which possessed the same K99 antigen and various O antigens were used for the recognition test. The results obtained were similar to those mentioned above.
NCBI PubMed ID: 2465273Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Department of Biochemistry, Faculty of Veterinary Genetics, Hokkaido University, Sapporo, Japan
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12. Compound ID: 5797
|
a-Neup5Ac-(2-3)-+
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b-D-Galp-(1-3)-b-D-GalpNAc-(1-4)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: GM1
Compound class: ganglioside
Contained glycoepitopes: IEDB_130648,IEDB_130678,IEDB_130679,IEDB_130683,IEDB_134627,IEDB_136044,IEDB_136794,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_147450,IEDB_147451,IEDB_149174,IEDB_150933,IEDB_190606,IEDB_547903,IEDB_983931,SB_116,SB_13,SB_144,SB_164,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_2,SB_23,SB_24,SB_25,SB_3,SB_37,SB_39,SB_4,SB_41,SB_5,SB_6,SB_68,SB_7,SB_71,SB_76,SB_8,SB_84,SB_88,SB_96
The structure is contained in the following publication(s):
- Article ID: 1303
Yuki N, Handa S, Tai T, Takahashi M, Saito K, Tsujino Y, Taki T "Ganglioside-like epitopes of lipopolysaccharides from Campylobacter jejuni (PEN 19) in three isolates from patients with Guillain-Barré syndrome" -
Journal of the Neurological Sciences 130 (1995) 112-116
Sera from patients with Guillain-Barre syndrome (GBS) frequently have anti-GM1 antibody. We earlier showed that an lipopolysaccharides (LPS) from Campylobacter jejuni (PEN 19) isolated from a GBS patient has a GM1 ganglioside-like structure. Aspinall et al. (Biochemistry,61 (1994) 335-337) reported that OH 4382 has an LPS that bears a CD3 ganglioside-like structure and that OH 4384 has an LPS that bears a GT1a-like structure; both strains were isolated from patients with GBS. They also suggested a GM1-like structure is present in the LPSs from OH 4384, but failed to show the presence in the LPSs from OH 4382. To clarify the pathogenesis of GBS after infection by C. jejuni (PEN 19), we investigated the carbohydrate structures of the three strains by thin-layer chromatography immunostaining with cholera toxin and monoclonal anti-ganglioside antibodies. We found that both OH 4382 and OH 4384 have an LPS with the GM1 epitope as well as one with the GT1a or GD3 epitope.
Lipopolysaccharide, lipopolysaccharides, LPS, isolate, epitope, Campylobacter, Campylobacter jejuni, ganglioside, mimicry, syndrome, epitopes
NCBI PubMed ID: 7544402Journal NLM ID: 0375403Publisher: Elsevier
Institutions: Department of Biochemistry, Faculty of Medicine, Tokyo Medical and Dental University, 1-5-45 Yushima, Bunkyo-ku, Tokyo113, Japan, Department of Tumor Immunology, Tokyo Metropolitan Institute of Medical Science, Bunkyo-ku, Tokyo, Japan, Department of Microbiology, Tokyo Metropolitan Research Laboratory of Public Health, Shinjuku-ku, Tokyo, Japan, Department of Pediatrics, Ohtemae Hospital, Chuo-ku, Osaka, Japan
Methods: NMR-2D, NMR
- Article ID: 2545
Barbieri CL, Giorgio S, Merjan AJC, Figueiredo EN "Glycosphingolipid antigens of Leishmania (Leishmania) amazonensisamastigotes identified by use of a monoclonal antibody" -
Infection and Immunity 61 (1993) 2131-2137
Journal NLM ID: 0246127Publisher: American Society for Microbiology
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13. Compound ID: 5798
|
a-Neup5Ac-(2-3)-+
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a-Neup5Ac-(2-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1-4)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: GD1a
Compound class: ganglioside
Contained glycoepitopes: IEDB_130648,IEDB_130678,IEDB_130679,IEDB_130683,IEDB_134627,IEDB_136044,IEDB_136794,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_146100,IEDB_146664,IEDB_147450,IEDB_147451,IEDB_149174,IEDB_150933,IEDB_190606,IEDB_547903,IEDB_983931,SB_116,SB_13,SB_144,SB_164,SB_165,SB_166,SB_170,SB_171,SB_172,SB_187,SB_192,SB_195,SB_2,SB_22,SB_23,SB_24,SB_25,SB_3,SB_37,SB_39,SB_4,SB_41,SB_5,SB_6,SB_68,SB_7,SB_70,SB_71,SB_76,SB_8,SB_84,SB_88,SB_96,SB_97,SB_98
The structure is contained in the following publication(s):
- Article ID: 2545
Barbieri CL, Giorgio S, Merjan AJC, Figueiredo EN "Glycosphingolipid antigens of Leishmania (Leishmania) amazonensisamastigotes identified by use of a monoclonal antibody" -
Infection and Immunity 61 (1993) 2131-2137
Journal NLM ID: 0246127Publisher: American Society for Microbiology
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14. Compound ID: 5962
|
b-D-GalpNAc-(1-3)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-4)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: IV3GalNAcb-Gb4-Cer, para-Forssman glycolipid
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_130648,IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137339,IEDB_137472,IEDB_137473,IEDB_1391964,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_146664,IEDB_151528,IEDB_152217,IEDB_190606,IEDB_423106,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_167,SB_178,SB_18,SB_187,SB_19,SB_192,SB_195,SB_21,SB_27,SB_3,SB_31,SB_5,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2655
McConville MJ, Blackwell JM "Developmental changes in the glycosylated phosphatidylinositols of Leishmania donovani. Characterization of the promastigote and amastigote glycolipids" -
Journal of Biological Chemistry 266 (1991) 15170-15179
In addition to utilizing glycosylated phosphatidylinositols (GPIs) as anchors for surface proteins, protozoan parasites of the genus Leishmania synthesize two novel classes of GPI: the polydisperse lipophosphoglycans (LPGs) and a family of low molecular weight glycoinositol phospholipids (GIPLs). We now show that LPG is expressed in high copy number (6 x 10(6) molecules/cell) in the promastigote (insect) stage of L. donovani but not in the amastigote stage, which infects mammalian macrophages. Detection of these molecules was by gas chromatography-mass spectrometric analyses and by a sensitive radiolabeling procedure. In contrast, a novel family of GIPLs was present in high copy number (approximately 10(7) molecules/cell) in both promastigote and amastigote stages of L. donovani. These glycolipids were purified and analyzed by gas chromatography-mass spectrometry, methylation analysis, and by chemical and enzymatic sequencing after deamination and NaB3H4 reduction. Promastigotes contained three major GIPLs species with the following generalized structure [formula: see text] where R = H for isoM2, Man α1- for isoM3 or Man α1-2Man α1- for isoM4. Amastigotes contained two major GIPL species that lacked the α1-3-linked mannose branch and had the linear structures Man α1-6Man α1-4GlcN (M2) and Man α1-2Man α1-6Man α1-4GlcN (M3) linked to alkylacyl-PI. The 1-O-alkyl-2-acyl-PI moieties of all these species contained predominantly C18:0 alkyl chains and C16:0 or C18:0 fatty acids. Amastigotes contained, in addition, a GalNAc β1-3 terminating glycosphingolipid with homology to the mammalian para Forssman glycolipid. This glycolipid appeared to be a constituent of the parasite membrane but was not metabolically labeled with [3H]glucose, suggesting that it was acquired from host cells. These results suggest that LPG may not be required for amastigote survival in the mammalian host and that the GIPLs are likely to be major components on the surface membrane in both stages.
NCBI PubMed ID: 1831200Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Institutions: Department of Biochemistry, University of Dundee, United Kingdom
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15. Compound ID: 5963
|
a-D-Galp-(1-4)-b-D-Galp-(1-4)-b-D-Glcp-(1-?)-CER-(?--/Ceramide/ |
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Structure type: oligomer
Aglycon: Ceramide
Trivial name: Gb3-Cer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137339,IEDB_137472,IEDB_1391964,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_146664,IEDB_151528,IEDB_152217,IEDB_190606,IEDB_423106,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_167,SB_178,SB_187,SB_192,SB_195,SB_27,SB_3,SB_31,SB_5,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2656
John CM, Griffiss JM, Apicella MA, Mandrell RE, Gibson BW "The structural basis for pyocin resistance in Neisseria gonorrhoeae lipooligosaccharides" -
Journal of Biological Chemistry 266 (1991) 19303-19311
Pyocin resistance in a strain of Neisseria gonorrhoeae has been found to be associated with structural differences in the oligosaccharide moieties of the gonococcal outer membrane lipooligosaccharides (LOS). N. gonorrhoeae strain 1291 had been treated with several pyocins, usually lethal bacteriocins produced by Pseudomonas aeruginosa, and a series of surviving mutants were selected. The LOS of these pyocin-resistant mutants had altered electrophoretic mobilities in sodium dodecyl sulfate-polyacrylamide gels (Dudas, K. C., and Apicella, M. A. (1988) Infect. Immun. 56, 499-504). Structural analyses of the oligosaccharide portions of the wild-type (1291 wt) and five pyocin-resistant strains (1291a-e) by liquid secondary ion mass spectrometry, tandem mass spectrometry, and methylation analysis revealed that four of the mutant strains make oligosaccharides that differ from the wild-type LOS by successive saccharide deletions (1291a,c-e) and, in the oligosaccharide of 1291b, by the addition of a terminal Gal to the 1291c structure. The composition, sequence, and linkages of the terminal tetrasaccharide of the wild-type LOS are the same as the lacto-N-neotetraose terminus of the human paragloboside (Gal β1→4 GlcNAc β1→3 Gal β1→4 Glc-ceramide), and both glycolipids bound the same monoclonal antibodies O6B4/3F11 that recognize this terminal epitope. None of the pyocin-resistant mutants bound this antibody. The 1291b LOS bound a monoclonal antibody that is specific for Gal α1→4 Gal β1→4 Glc-ceramide (Pk glycosphingolipid) and shared a common composition, sequence, and linkages with this latter glycosphingolipid. Organisms that bound the anti-Pk monoclone occurred at the rate of approximately 1/750 among the wild-type parent strain. This structural information supports the conclusion that treatment with pyocin selects for mutants with truncated LOS structures and suggests that the oligosaccharides contained in the LOS of the wild-type strain and 1291b mimic those of human glycosphingolipids.
NCBI PubMed ID: 1918047Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Institutions: Department of Pharmaceutical Chemistry, University of California, San Francisco, CA, USA
- Article ID: 2664
Straus AH, Levery SB, Jasiulionis MG, Salyan MEK, Steele SJ, Travassos LR, Hakomori SI, Takahashi HK "Stage-specific glycosphingolipids form amastigote forms of Leishmania (L.) amazonensis. Immunogenicity and role in parasite binding and invasion of macrophages" -
Journal of Biological Chemistry 268 (1993) 13723-13730
Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Methods: 1H NMR, FAB-MS, GC-MS
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