Found 81 structures.
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1. Compound ID: 284
|
L-gro-a-D-manHepp-(1-3)-+
|
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-GlcpNAc-(1-3)-b-D-Galp-(1-4)-D-gro-a-D-manHepp-(1-6)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop |
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Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_130646,IEDB_130650,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 75
Filiatrault MJ, Gibson BW, Schilling B, Sun SH, Munson RS, Campagnari AA "Construction and characterization of Haemophilus ducreyi lipooligosaccharide (LOS) mutants defective in expression of heptosyltransferase III and b1,4-glucosyltransferase: Identification of LOS glycoforms containing lactosamine repeats" -
Infection and Immunity 68(6) (2000) 3352-3361
To begin to understand the role of the lipooligosaccharide (LOS) molecule in chancroid infections, we constructed mutants defective in expression of glycosyltransferase genes. Pyocin lysis and immunoscreening was used to identify a LOS mutant of Haemophilus ducreyi 35000. This mutant, HD35000R, produced a LOS molecule that lacked the monoclonal antibody 3F11 epitope and migrated with an increased mobility on sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). Structural studies indicated that the principal LOS glycoform contains lipid A, Kdo, and two of the three core heptose residues. HD35000R was transformed with a plasmid library of H. ducreyi 35000 DNA, and a clone producing the wild-type LOS was identified. Sequence analysis of the plasmid insert revealed one open reading frame (ORF) that encodes a protein with homology to the WaaQ (heptosyltransferase III) of Escherichia coli. A second ORF had homology to the LgtF (glucosyltransferase) of Neisseria meningitidis. Individual isogenic mutants lacking expression of the putative H. ducreyi heptosyltransferase III, the putative glucosyltransferase, and both glycosyltransferases were constructed and characterized. Each mutant was complemented with the representative wild-type genes in trans to restore expression of parental LOS and confirm the function of each enzyme. Matrix-assisted laser desorption ionization mass spectrometry and SDS-PAGE analysis identified several unique LOS glycoforms containing di-, tri-, and poly-N-acetyllactosamine repeats added to the terminal region of the main LOS branch synthesized by the heptosyltransferase III mutant. These novel H. ducreyi mutants provide important tools for studying the regulation of LOS assembly and biosynthesis
Haemophilus, Haemophilus ducreyi, Lipooligosaccharide, expression, LOS, characterization, identification, mutant, mutants, construction, heptosyltransferase, lactosamine
NCBI PubMed ID: 10816485Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: AAC@acsu.buffalo.edu
Institutions: Department of Microbiology, Department of Medicine, Division of Infectious Diseases, and Center for Microbial Pathogenesis, University at Buffalo, Buffalo, New York 14214, Department of Pharmaceutical Chemistry, University of California, San Francisco, CA, USA3, and Children's Research Institute4 and Department of Molecular Virology, Immunology, and Medical Genetics,5 Ohio State University, Columbus, Ohio 43205-2696
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2. Compound ID: 285
|
L-gro-a-D-manHepp-(1-3)-+
|
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-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-D-gro-a-D-manHepp-(1-6)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop |
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Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_130646,IEDB_130650,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 75
Filiatrault MJ, Gibson BW, Schilling B, Sun SH, Munson RS, Campagnari AA "Construction and characterization of Haemophilus ducreyi lipooligosaccharide (LOS) mutants defective in expression of heptosyltransferase III and b1,4-glucosyltransferase: Identification of LOS glycoforms containing lactosamine repeats" -
Infection and Immunity 68(6) (2000) 3352-3361
To begin to understand the role of the lipooligosaccharide (LOS) molecule in chancroid infections, we constructed mutants defective in expression of glycosyltransferase genes. Pyocin lysis and immunoscreening was used to identify a LOS mutant of Haemophilus ducreyi 35000. This mutant, HD35000R, produced a LOS molecule that lacked the monoclonal antibody 3F11 epitope and migrated with an increased mobility on sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). Structural studies indicated that the principal LOS glycoform contains lipid A, Kdo, and two of the three core heptose residues. HD35000R was transformed with a plasmid library of H. ducreyi 35000 DNA, and a clone producing the wild-type LOS was identified. Sequence analysis of the plasmid insert revealed one open reading frame (ORF) that encodes a protein with homology to the WaaQ (heptosyltransferase III) of Escherichia coli. A second ORF had homology to the LgtF (glucosyltransferase) of Neisseria meningitidis. Individual isogenic mutants lacking expression of the putative H. ducreyi heptosyltransferase III, the putative glucosyltransferase, and both glycosyltransferases were constructed and characterized. Each mutant was complemented with the representative wild-type genes in trans to restore expression of parental LOS and confirm the function of each enzyme. Matrix-assisted laser desorption ionization mass spectrometry and SDS-PAGE analysis identified several unique LOS glycoforms containing di-, tri-, and poly-N-acetyllactosamine repeats added to the terminal region of the main LOS branch synthesized by the heptosyltransferase III mutant. These novel H. ducreyi mutants provide important tools for studying the regulation of LOS assembly and biosynthesis
Haemophilus, Haemophilus ducreyi, Lipooligosaccharide, expression, LOS, characterization, identification, mutant, mutants, construction, heptosyltransferase, lactosamine
NCBI PubMed ID: 10816485Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: AAC@acsu.buffalo.edu
Institutions: Department of Microbiology, Department of Medicine, Division of Infectious Diseases, and Center for Microbial Pathogenesis, University at Buffalo, Buffalo, New York 14214, Department of Pharmaceutical Chemistry, University of California, San Francisco, CA, USA3, and Children's Research Institute4 and Department of Molecular Virology, Immunology, and Medical Genetics,5 Ohio State University, Columbus, Ohio 43205-2696
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3. Compound ID: 286
|
L-gro-a-D-manHepp-(1-3)-+
|
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-GlcpNAc-(1-3)-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)-D-gro-a-D-manHepp-(1-6)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop |
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Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_130646,IEDB_130650,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 75
Filiatrault MJ, Gibson BW, Schilling B, Sun SH, Munson RS, Campagnari AA "Construction and characterization of Haemophilus ducreyi lipooligosaccharide (LOS) mutants defective in expression of heptosyltransferase III and b1,4-glucosyltransferase: Identification of LOS glycoforms containing lactosamine repeats" -
Infection and Immunity 68(6) (2000) 3352-3361
To begin to understand the role of the lipooligosaccharide (LOS) molecule in chancroid infections, we constructed mutants defective in expression of glycosyltransferase genes. Pyocin lysis and immunoscreening was used to identify a LOS mutant of Haemophilus ducreyi 35000. This mutant, HD35000R, produced a LOS molecule that lacked the monoclonal antibody 3F11 epitope and migrated with an increased mobility on sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). Structural studies indicated that the principal LOS glycoform contains lipid A, Kdo, and two of the three core heptose residues. HD35000R was transformed with a plasmid library of H. ducreyi 35000 DNA, and a clone producing the wild-type LOS was identified. Sequence analysis of the plasmid insert revealed one open reading frame (ORF) that encodes a protein with homology to the WaaQ (heptosyltransferase III) of Escherichia coli. A second ORF had homology to the LgtF (glucosyltransferase) of Neisseria meningitidis. Individual isogenic mutants lacking expression of the putative H. ducreyi heptosyltransferase III, the putative glucosyltransferase, and both glycosyltransferases were constructed and characterized. Each mutant was complemented with the representative wild-type genes in trans to restore expression of parental LOS and confirm the function of each enzyme. Matrix-assisted laser desorption ionization mass spectrometry and SDS-PAGE analysis identified several unique LOS glycoforms containing di-, tri-, and poly-N-acetyllactosamine repeats added to the terminal region of the main LOS branch synthesized by the heptosyltransferase III mutant. These novel H. ducreyi mutants provide important tools for studying the regulation of LOS assembly and biosynthesis
Haemophilus, Haemophilus ducreyi, Lipooligosaccharide, expression, LOS, characterization, identification, mutant, mutants, construction, heptosyltransferase, lactosamine
NCBI PubMed ID: 10816485Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: AAC@acsu.buffalo.edu
Institutions: Department of Microbiology, Department of Medicine, Division of Infectious Diseases, and Center for Microbial Pathogenesis, University at Buffalo, Buffalo, New York 14214, Department of Pharmaceutical Chemistry, University of California, San Francisco, CA, USA3, and Children's Research Institute4 and Department of Molecular Virology, Immunology, and Medical Genetics,5 Ohio State University, Columbus, Ohio 43205-2696
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4. Compound ID: 832
|
b-D-Galp-(1-4)-b-D-GlcpNAc-(1-6)-+
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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)-D-GlcNAc |
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Structure type: oligomer
Trivial name: antigen type I
Contained glycoepitopes: IEDB_130646,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_150939,IEDB_151531,IEDB_153529,IEDB_153531,IEDB_153557,IEDB_158533,IEDB_158548,IEDB_158550,IEDB_190606,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 230
Feizi T "Progress in deciphering the information content of the 'glycome' - a crescendo in the closing years of the millennium" -
Glycoconjugate Journal 17(7-9) (2000) 553-565
The closing years of the second millennium have been uplifting for carbohydrate biology. Optimism that oligosaccharide sequences are bearers of crucial biological information has been borne out by the constellation of efforts of carbohydrate chemists, biochemists, immunochemists, and cell- and molecular biologists. The direct involvement of specific oligosaccharide sequences in protein targeting and folding, and in mechanisms of infection, inflammation and immunity is now unquestioned. With the emergence of families of proteins with carbohydrate-binding activities, assignments of information content for defined oligosaccharide sequences will become more common, but the pinpointing and elucidation of the bioactive domains on oligosaccharides will continue to pose challenges even to the most experienced carbohydrate biologists. The neoglycolipid technology incorporates some of the key requirements for this challenge: namely the resolution of complex glycan mixtures, and ligand binding coupled with sequence determination by mass spectrometry.
monoclonal antibodies, mass spectrometry, blood group antigen, carbohydrate ligands, differentiation antigens, embryonic development, galectins, inflammation, leukocyte adhesion, neoglycolipids, oligosaccharide ligands, oligosaccharid probes, selectins
NCBI PubMed ID: 11421348Journal NLM ID: 8603310Publisher: Kluwer Academic Publishers
Correspondence: t.feizi@ic.ac.uk
Institutions: The Glycosciences Laboratory, Imperial College School of Medicine, Harrow, United Kingdom
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5. Compound ID: 833
|
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-GlcpNAc-(1-3)-b-D-Galp-(1-4)-D-GlcNAc |
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Structure type: oligomer
Trivial name: antigen type i
Contained glycoepitopes: IEDB_130646,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 230
Feizi T "Progress in deciphering the information content of the 'glycome' - a crescendo in the closing years of the millennium" -
Glycoconjugate Journal 17(7-9) (2000) 553-565
The closing years of the second millennium have been uplifting for carbohydrate biology. Optimism that oligosaccharide sequences are bearers of crucial biological information has been borne out by the constellation of efforts of carbohydrate chemists, biochemists, immunochemists, and cell- and molecular biologists. The direct involvement of specific oligosaccharide sequences in protein targeting and folding, and in mechanisms of infection, inflammation and immunity is now unquestioned. With the emergence of families of proteins with carbohydrate-binding activities, assignments of information content for defined oligosaccharide sequences will become more common, but the pinpointing and elucidation of the bioactive domains on oligosaccharides will continue to pose challenges even to the most experienced carbohydrate biologists. The neoglycolipid technology incorporates some of the key requirements for this challenge: namely the resolution of complex glycan mixtures, and ligand binding coupled with sequence determination by mass spectrometry.
monoclonal antibodies, mass spectrometry, blood group antigen, carbohydrate ligands, differentiation antigens, embryonic development, galectins, inflammation, leukocyte adhesion, neoglycolipids, oligosaccharide ligands, oligosaccharid probes, selectins
NCBI PubMed ID: 11421348Journal NLM ID: 8603310Publisher: Kluwer Academic Publishers
Correspondence: t.feizi@ic.ac.uk
Institutions: The Glycosciences Laboratory, Imperial College School of Medicine, Harrow, United Kingdom
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6. Compound ID: 849
|
L-gro-a-D-manHepp-(1-3)-+
|
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-GlcpNAc-(1-3)-b-D-Galp-(1-4)-D-gro-a-D-manHepp-(1-6)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_130646,IEDB_130650,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 233
Filiatrault MJ, Munson RS, Campagnari AA "Genetic analysis of a pyocin-resistant lipooligosaccharide (LOS) mutant of Haemophilus ducreyi: Restoration of full-length LOS restores pyocin sensitivity" -
Journal of Bacteriology 183(19) (2001) 5756-5761
DNA sequence and Southern blot analyses were used to determine the genetic defect of a Haemophilus ducreyi pyocin-resistant lipooligosaccharide (LOS) mutant, HD35000R. The region of the HD35000R chromosome containing the suspected mutation was amplified, and sequence analysis detected a 3,189-bp deletion. This deletion resulted in the loss of the entire waaQ gene, another open reading frame that encodes a putative homolog to a hypothetical protein (HI0461) of H. influenzae, the gene encoding an argininosuccinate synthase homolog, and a change in the 3' sequence of the lgtF gene. Southern blot analysis confirmed that no genomic rearrangements had occurred. Isogenic LOS mutants and the respective complemented mutants were evaluated for susceptibility to pyocin C. The mutants expressing truncated LOS were resistant to lysis by pyocin C, and complementation restored sensitivity to the pyocin. We conclude that HD35000R is defective in both glycosyltransferase genes and that pyocin resistance is due to truncation of the full-length LOS molecule
genetic, Haemophilus, Haemophilus ducreyi, Lipooligosaccharide, LOS, analysis, mutant, pyocin, sensitivity
NCBI PubMed ID: 11544241Journal NLM ID: 2985120RPublisher: American Society for Microbiology
Correspondence: aac@ascu.buffalo.edu
Institutions: Department of Microbiology, State University of New York at Buffalo, Buffalo, New York 14214, USA
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7. Compound ID: 850
|
L-gro-a-D-manHepp-(1-3)-+
|
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-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-D-gro-a-D-manHepp-(1-6)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_130646,IEDB_130650,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 233
Filiatrault MJ, Munson RS, Campagnari AA "Genetic analysis of a pyocin-resistant lipooligosaccharide (LOS) mutant of Haemophilus ducreyi: Restoration of full-length LOS restores pyocin sensitivity" -
Journal of Bacteriology 183(19) (2001) 5756-5761
DNA sequence and Southern blot analyses were used to determine the genetic defect of a Haemophilus ducreyi pyocin-resistant lipooligosaccharide (LOS) mutant, HD35000R. The region of the HD35000R chromosome containing the suspected mutation was amplified, and sequence analysis detected a 3,189-bp deletion. This deletion resulted in the loss of the entire waaQ gene, another open reading frame that encodes a putative homolog to a hypothetical protein (HI0461) of H. influenzae, the gene encoding an argininosuccinate synthase homolog, and a change in the 3' sequence of the lgtF gene. Southern blot analysis confirmed that no genomic rearrangements had occurred. Isogenic LOS mutants and the respective complemented mutants were evaluated for susceptibility to pyocin C. The mutants expressing truncated LOS were resistant to lysis by pyocin C, and complementation restored sensitivity to the pyocin. We conclude that HD35000R is defective in both glycosyltransferase genes and that pyocin resistance is due to truncation of the full-length LOS molecule
genetic, Haemophilus, Haemophilus ducreyi, Lipooligosaccharide, LOS, analysis, mutant, pyocin, sensitivity
NCBI PubMed ID: 11544241Journal NLM ID: 2985120RPublisher: American Society for Microbiology
Correspondence: aac@ascu.buffalo.edu
Institutions: Department of Microbiology, State University of New York at Buffalo, Buffalo, New York 14214, USA
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8. Compound ID: 851
|
L-gro-a-D-manHepp-(1-3)-+
|
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-GlcpNAc-(1-3)-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)-D-gro-a-D-manHepp-(1-6)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_130646,IEDB_130650,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_139428,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_983931,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 233
Filiatrault MJ, Munson RS, Campagnari AA "Genetic analysis of a pyocin-resistant lipooligosaccharide (LOS) mutant of Haemophilus ducreyi: Restoration of full-length LOS restores pyocin sensitivity" -
Journal of Bacteriology 183(19) (2001) 5756-5761
DNA sequence and Southern blot analyses were used to determine the genetic defect of a Haemophilus ducreyi pyocin-resistant lipooligosaccharide (LOS) mutant, HD35000R. The region of the HD35000R chromosome containing the suspected mutation was amplified, and sequence analysis detected a 3,189-bp deletion. This deletion resulted in the loss of the entire waaQ gene, another open reading frame that encodes a putative homolog to a hypothetical protein (HI0461) of H. influenzae, the gene encoding an argininosuccinate synthase homolog, and a change in the 3' sequence of the lgtF gene. Southern blot analysis confirmed that no genomic rearrangements had occurred. Isogenic LOS mutants and the respective complemented mutants were evaluated for susceptibility to pyocin C. The mutants expressing truncated LOS were resistant to lysis by pyocin C, and complementation restored sensitivity to the pyocin. We conclude that HD35000R is defective in both glycosyltransferase genes and that pyocin resistance is due to truncation of the full-length LOS molecule
genetic, Haemophilus, Haemophilus ducreyi, Lipooligosaccharide, LOS, analysis, mutant, pyocin, sensitivity
NCBI PubMed ID: 11544241Journal NLM ID: 2985120RPublisher: American Society for Microbiology
Correspondence: aac@ascu.buffalo.edu
Institutions: Department of Microbiology, State University of New York at Buffalo, Buffalo, New York 14214, USA
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9. Compound ID: 1024
|
a-L-Fucp-(1-3)-+
|
a-L-Fucp-(1-2)-{{{-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-}}}D-gro-a-D-manHepp-(1-2)-D-gro-a-D-manHepp-(1-6)-D-gro-a-D-manHepp-(1--/(1->7)aXDDmanHeppII of core oligosaccharide -lipid A (ID 7468)/ |
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Structure type: oligomer
Aglycon: (1->7)aXDDmanHeppII of core oligosaccharide -lipid A (ID 7468)
Trivial name: O-chain region
Contained glycoepitopes: IEDB_130644,IEDB_130646,IEDB_130654,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141500,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_143250,IEDB_144556,IEDB_144562,IEDB_145669,IEDB_147455,IEDB_149555,IEDB_149557,IEDB_149561,IEDB_150092,IEDB_150787,IEDB_150939,IEDB_150948,IEDB_151531,IEDB_152214,IEDB_153553,IEDB_158546,IEDB_158550,IEDB_174333,IEDB_190606,IEDB_2151203,IEDB_2189046,IEDB_461719,IEDB_461720,IEDB_461721,IEDB_952752,SB_147,SB_154,SB_157,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_34,SB_7,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 310
Logan SM, Conlan JW, Monteiro MA, Wakarchuk WW, Altman E "Functional genomics of Helicobacter pylori: identification of a b-1,4 galactosyltransferase and generation of mutants with altered lipopolysaccharide" -
Molecular Microbiology 35(5) (2000) 1156-1167
A previously annotated open reading frame (ORF) (HP0826) from Helicobacter pylori was cloned and expressed in Escherichia coli cells and determined to be a β-1,4-galactosyltransferase that used GlcNAc as an acceptor. Mutational analysis in H. pylori strains demonstrated that this enzyme plays a key role in the biosynthesis of the type 2 N-acetyl-lactosamine (LacNAc) polysaccharide O-chain backbone, by catalysing the addition of Gal to GlcNAc. To examine the potential role of this O-chain structure in bacterial colonization of the host stomach, the mutation was introduced into H. pylori strain SS1 which is known to be capable of colonizing the gastric mucosa of mice. Compared with the parental strain, mutated SS1 was less efficient at colonizing the murine stomach.
Lipopolysaccharide, mutants, Helicobacter pylori, galactosyltransferase, Helicobacter, genomics
NCBI PubMed ID: 10712696Publication DOI: 10.1046/j.1365-2958.2000.01784.xJournal NLM ID: 8712028Publisher: Blackwell Publishing
Correspondence: susan.logan@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada, K1A OR6.
Methods: methylation, FAB-MS
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10. Compound ID: 1093
Structure type: polymer chemical repeating unit
Aglycon: core
Trivial name: poly(Lewis X)
Contained glycoepitopes: IEDB_130646,IEDB_130654,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141500,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144556,IEDB_144562,IEDB_145669,IEDB_147455,IEDB_149557,IEDB_150092,IEDB_150939,IEDB_151531,IEDB_152214,IEDB_158550,IEDB_174333,IEDB_190606,IEDB_2151203,IEDB_461720,IEDB_952752,SB_157,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_7,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 329
Monteiro MA, Chan KHN, Rasko DA, Taylor DE, Zheng PY, Appelmelk BJ, Wirth HP, Yang MQ, Blaser MJ, Hynes SO, Moran AP, Perry MB "Simultaneous expression of type 1 and type 2 Lewis blood group antigens by Helicobacter pylori lipopolysaccharides" -
Journal of Biological Chemistry 273(19) (1998) 11533-11543
Previous structural investigations performed on the lipopolysaccharides (LPSs) from the human gastric pathogen Helicobacter pylori have revealed that these cell surface glycan molecules express type 2 partially fucosylated, glucosylated, or galactosylated N-acetyllactosamine O antigen chains (O-chains) of various lengths, which may or may not be terminated at the nonreducing end by Lewis X (Lex) and/or Ley blood group epitopes in mimicry of human cell surface glycoconjugates and glycolipids. Subsequently, serological experiments with commercially available Lewis-specific monoclonal antibodies also have recognized the presence of Lex and Ley blood group antigens in H. pylori but, in addition, have indicated the presence of type 1 chain Lea, Leb, and Led (H-type 1) blood group epitopes in some H. pylori strains. To confirm their presence, structural studies and additional serological experiments were undertaken on H. pylori strains suspected of carrying type 1 chain epitopes. These investigations revealed that the O-chain region of H. pylori strain UA948 carried both Lea (type 1) and Lex (type 2) blood group determinants. The O-chain from H. pylori UA955 LPS expressed the terminal Lewis disaccharide (type 1 chain) and Lex and Ley antigens (type 2). The O-chain of H. pylori J223 LPS carried the type 1 chain precursor Lec, the H-1 epitope (Led, type 1 chain) and an elongated nonfucosylated type 2 N-acetyllactosamine chain (i antigen). Thus, O-chains from H. pylori LPSs can also express fucosylated type 1 sequences, and the LPS from a single H. pylori strain may carry O-chains with type 1 and 2 Lewis blood groups simultaneously. That monoclonal antibodies putatively specific for the Leb determinant can detect glycan substructures (Le disaccharide, Lec, and Led) of Leb indicates their nonspecificity. The expression of both type 1 and 2 Lewis antigens by H. pylori LPSs mimics the cell surface glycomolecules present in both the gastric superficial (which expresses mainly type 1 determinants) and the superficial and glandular epithelium regions (both of which express predominantly type 2 determinants). Therefore, each H. pylori strain may have a different niche within the gastric mucosa, and each individual LPS blood group antigen may have a dissimilar role in H. pylori adaptation.
antigen, lipopolysaccharides, expression, type, Helicobacter pylori, Helicobacter, Lewis, blood group antigens
NCBI PubMed ID: 9565568Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: Mario.Monteiro@nrc.ca
Institutions: Department of Microbiology, National University of Ireland, Galway, Ireland, Canadian Bacterial Diseases Network, b Institute for Biological Sciences, National Research Council, Ottawa, K1A 0R6 Ontario, Canada, Department of Medical Microbiology and Immunology, University of Alberta, Edmonton, T6G 2H7 Alberta, Canada, Department of Medical Microbiology, Vrije Universiteit Amsterdam, Amsterdam, The Netherlands, Division of Gastroenterology, Zurich University Scool of Medicine, Zurich, Switzerland, Department of Medicine, Vanderbilt University and Veterans Affairs Medical Center, Nashville, Tennessee
Methods: 1H NMR, FAB-MS, ELISA, GLC, immunoblotting
- Article ID: 613
Aspinall GO, Monteiro MA "Lipopolysaccharides of Helicobacter pylori strains P466 and MO19: Structures of the O antigen and core oligosaccharide regions" -
Biochemistry 35 (1996) 2498-2504
Lipopolysaccharides (LPS) from phenol-water extraction of dyspeptic (P466) and asymptomatic (MO19) strains of Helicobacter pylori were each isolated as water-soluble material of high relative molecular mass (high Mr) and as water-insoluble gels of low Mr. Chemical and spectroscopic analyses of the soluble LPS and oligosaccharides liberated from the water-insoluble gels led to proposed structures for chains comprising the O antigen, intervening, and core regions. As in the LPS from the type strain NCTC11637 [Aspinall, G. O., et al. (1996) Biochemistry 35, 000], the O antigen region of the P466 LPS is characterized by the presence of extended chains with fucosylated and nonfucosylated N-acetyllactosamine units, the former carrying a-L-fucopyranose units at O-3 of b-D-GlcNAc residues. This structure differs from that of the type strain in termination of the O chain by a Lewisy (Ley) antigenic determinant [a-LFuc(1-2)b-D-Gal(1-4)[a-L-Fuc(1-3)]b-D-GlcNAc] but also has internal Lewisx (Lex) units. The inner core region of the P466 LPS is indistinguishable from that in the type strain. In contrast, the O antigen region of the LPS from strain MO19 consists of a single Ley epitope linked via a 3-linked b-D-Gal to an intervening region on the basis of a sequence of 3-linked D-glycero-a-D-manno-heptose residues which is in turn linked to an inner core identical to that in the type strain and the P466 strain. Results in this and the preceding paper show that LPS from the three H. pylori strains display molecular mimicry of human cell surface glycoconjugates but may vary in the expression of Lex or Ley determinants, the degree of O antigen chain extension, or in the presence of an additional region between the inner core and the O antigen.
Lipopolysaccharide, antigen, lipopolysaccharides, LPS, oligosaccharide, structure, core, strain, O-antigen, O antigen, core oligosaccharide, region, Helicobacter pylori, Helicobacter
NCBI PubMed ID: 8652594Journal NLM ID: 0370623Publisher: American Chemical Society
Institutions: Department of Chemistry, York University, North York, Toronto, Ontario M3J 1P3, Canada
Methods: NMR-2D, defucosylation
- Article ID: 615
Aspinall GO, Mainkar AS, Moran AP "A structural comparison of lipopolysaccharides from two strains of Helicobacter pylori, of which one strain (442) does and the other strain (471) does not stimulate pepsinogen secretion" -
Glycobiology 9(11) (1999) 1235-1245
Lipopolysaccharides (LPSs) from strains of Helicobacter pylori (442 and 471), which differed in stimulation of pepsinogen secretion, were isolated as water-soluble material of high-Mr, and as water-insoluble gels of low-Mr. Chemical and spectroscopic analyses of soluble LPS and oligosaccharides liberated from the gels led to proposed structures with Lewis (Le) antigen termini connected to N-acetyllactosaminoglycans of alternating 3-linked b-D-Gal and 4-linked b-D-GlcNAc residues with various laterally attached glycosyl substituents. The LPS of H.pylori 442 was similar to previously examined strains (NCTC11637 and P466) in having partially glycosylated chains with a-L-Fuc units attached to O-3 of the majority of GlcNAc residues in Lex units, and in chain termination with Lex or Ley determinants. In contrast, terminal Ley units occurred in LPS of H.pylori 471 and glycosaminoglycan chains carried a smaller proportion of a-L-Fuc units, but at O-6 of a majority of nonfucosylated GlcNAc residues, there was a novel type of branching with a-D-Gal substituents. Evidence for the branched regions was obtained from 1H NMR spectra and from characterization of oligosaccharides formed by the action of endo-β-galactosidase. Examination of oligosaccharides liberated from water-insoluble LPS gels of H.pylori 442 and 471 provided evidence for similar core OS structures to those from other H.pylori strains but interesting differences were observed.
Lipopolysaccharide, lipopolysaccharides, strain, structural, Helicobacter pylori, comparison, Helicobacter, pepsinogen, secretion
NCBI PubMed ID: 10536039Journal NLM ID: 9104124Publisher: IRL Press at Oxford University Press
Institutions: Department of Microbiology, National University of Ireland, Galway, Ireland, Department of Chemistry, York University, North York, ON M3J 1P3, Canada
Methods: NMR-2D, FAB-MS, Smith degradation, enzymatic degradation, defucosylation
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11. Compound ID: 1094
Structure type: polymer chemical repeating unit
Aglycon: core
Trivial name: poly(N-acetyllactosamine)
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130646,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_150939,IEDB_151531,IEDB_158550,IEDB_190606,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 329
Monteiro MA, Chan KHN, Rasko DA, Taylor DE, Zheng PY, Appelmelk BJ, Wirth HP, Yang MQ, Blaser MJ, Hynes SO, Moran AP, Perry MB "Simultaneous expression of type 1 and type 2 Lewis blood group antigens by Helicobacter pylori lipopolysaccharides" -
Journal of Biological Chemistry 273(19) (1998) 11533-11543
Previous structural investigations performed on the lipopolysaccharides (LPSs) from the human gastric pathogen Helicobacter pylori have revealed that these cell surface glycan molecules express type 2 partially fucosylated, glucosylated, or galactosylated N-acetyllactosamine O antigen chains (O-chains) of various lengths, which may or may not be terminated at the nonreducing end by Lewis X (Lex) and/or Ley blood group epitopes in mimicry of human cell surface glycoconjugates and glycolipids. Subsequently, serological experiments with commercially available Lewis-specific monoclonal antibodies also have recognized the presence of Lex and Ley blood group antigens in H. pylori but, in addition, have indicated the presence of type 1 chain Lea, Leb, and Led (H-type 1) blood group epitopes in some H. pylori strains. To confirm their presence, structural studies and additional serological experiments were undertaken on H. pylori strains suspected of carrying type 1 chain epitopes. These investigations revealed that the O-chain region of H. pylori strain UA948 carried both Lea (type 1) and Lex (type 2) blood group determinants. The O-chain from H. pylori UA955 LPS expressed the terminal Lewis disaccharide (type 1 chain) and Lex and Ley antigens (type 2). The O-chain of H. pylori J223 LPS carried the type 1 chain precursor Lec, the H-1 epitope (Led, type 1 chain) and an elongated nonfucosylated type 2 N-acetyllactosamine chain (i antigen). Thus, O-chains from H. pylori LPSs can also express fucosylated type 1 sequences, and the LPS from a single H. pylori strain may carry O-chains with type 1 and 2 Lewis blood groups simultaneously. That monoclonal antibodies putatively specific for the Leb determinant can detect glycan substructures (Le disaccharide, Lec, and Led) of Leb indicates their nonspecificity. The expression of both type 1 and 2 Lewis antigens by H. pylori LPSs mimics the cell surface glycomolecules present in both the gastric superficial (which expresses mainly type 1 determinants) and the superficial and glandular epithelium regions (both of which express predominantly type 2 determinants). Therefore, each H. pylori strain may have a different niche within the gastric mucosa, and each individual LPS blood group antigen may have a dissimilar role in H. pylori adaptation.
antigen, lipopolysaccharides, expression, type, Helicobacter pylori, Helicobacter, Lewis, blood group antigens
NCBI PubMed ID: 9565568Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: Mario.Monteiro@nrc.ca
Institutions: Department of Microbiology, National University of Ireland, Galway, Ireland, Canadian Bacterial Diseases Network, b Institute for Biological Sciences, National Research Council, Ottawa, K1A 0R6 Ontario, Canada, Department of Medical Microbiology and Immunology, University of Alberta, Edmonton, T6G 2H7 Alberta, Canada, Department of Medical Microbiology, Vrije Universiteit Amsterdam, Amsterdam, The Netherlands, Division of Gastroenterology, Zurich University Scool of Medicine, Zurich, Switzerland, Department of Medicine, Vanderbilt University and Veterans Affairs Medical Center, Nashville, Tennessee
Methods: 1H NMR, FAB-MS, ELISA, GLC, immunoblotting
- Article ID: 612
Aspinall GO, Monteiro MA, Pang H, Walsh EJ, Moran AP "Lipopolysaccharide of the Helicobacter pylori type strain NCTC11637 (ATCC43504): Structure of the O antigen chain and core oligosaccharide regions" -
Biochemistry 35 (1996) 2489-2497
Smooth- and rough-form lipopolysaccharides from phenol-water extraction of cells from Helicobacter pylori type strain NCTC11637 were isolated as the water-soluble component of high-Mr and water-insoluble low-Mr gel. Structural investigations were performed on the intact water-soluble smooth-form lipopolysaccharide, various oligosaccharides formed as chemical and enzymic degradation products, and three oligosaccharide fractions liberated by acetic acid hydrolysis from the water-insoluble rough-form lipopolysaccharide. A structure is proposed for the complete polysaccharide component of the smooth-form lipopolysaccharide comprising the O antigen chain, an intervening region, and the inner core oligosaccharide on the basis of 1H and 13C NMR experiments, fast atom bombardment/mass spectrometry, and methylation linkage analysis of permethylated oligo- and polysaccharide derivatives. The most striking feature of the O antigen region in the lipopolysaccharide is the presence of extended chains with fucosylated and nonfucosylated N-acetyllactosamine (LacNAc) units that mimic human cell surface glycoconjugates in normal human granulocytes. The chains are terminated by di- or trimeric Lewis-x (Lex) determinants, which are also found in tumor-associated carbohydrate antigens in many adenocarcinomas.
Lipopolysaccharide, antigen, LPS, oligosaccharide, structure, core, strain, O-antigen, O antigen, chain, type, core oligosaccharide, region, Helicobacter pylori, Helicobacter
NCBI PubMed ID: 8652593Journal NLM ID: 0370623Publisher: American Chemical Society
Institutions: Department of Microbiology, University College, Galway, Ireland, Department of Chemistry, York University, North York, Toronto, Ontario M3J 1P3, Canada, Carbohydrate Research Centre, Department of Molecular and Medical Genetics, University of Toronto, Toronto, Ontario M5S 1A8, Canada
Methods: NMR-2D, methylation, FAB-MS, GC-MS, SDS-PAGE, Smith degradation, enzymatic degradation, GPC
- Article ID: 613
Aspinall GO, Monteiro MA "Lipopolysaccharides of Helicobacter pylori strains P466 and MO19: Structures of the O antigen and core oligosaccharide regions" -
Biochemistry 35 (1996) 2498-2504
Lipopolysaccharides (LPS) from phenol-water extraction of dyspeptic (P466) and asymptomatic (MO19) strains of Helicobacter pylori were each isolated as water-soluble material of high relative molecular mass (high Mr) and as water-insoluble gels of low Mr. Chemical and spectroscopic analyses of the soluble LPS and oligosaccharides liberated from the water-insoluble gels led to proposed structures for chains comprising the O antigen, intervening, and core regions. As in the LPS from the type strain NCTC11637 [Aspinall, G. O., et al. (1996) Biochemistry 35, 000], the O antigen region of the P466 LPS is characterized by the presence of extended chains with fucosylated and nonfucosylated N-acetyllactosamine units, the former carrying a-L-fucopyranose units at O-3 of b-D-GlcNAc residues. This structure differs from that of the type strain in termination of the O chain by a Lewisy (Ley) antigenic determinant [a-LFuc(1-2)b-D-Gal(1-4)[a-L-Fuc(1-3)]b-D-GlcNAc] but also has internal Lewisx (Lex) units. The inner core region of the P466 LPS is indistinguishable from that in the type strain. In contrast, the O antigen region of the LPS from strain MO19 consists of a single Ley epitope linked via a 3-linked b-D-Gal to an intervening region on the basis of a sequence of 3-linked D-glycero-a-D-manno-heptose residues which is in turn linked to an inner core identical to that in the type strain and the P466 strain. Results in this and the preceding paper show that LPS from the three H. pylori strains display molecular mimicry of human cell surface glycoconjugates but may vary in the expression of Lex or Ley determinants, the degree of O antigen chain extension, or in the presence of an additional region between the inner core and the O antigen.
Lipopolysaccharide, antigen, lipopolysaccharides, LPS, oligosaccharide, structure, core, strain, O-antigen, O antigen, core oligosaccharide, region, Helicobacter pylori, Helicobacter
NCBI PubMed ID: 8652594Journal NLM ID: 0370623Publisher: American Chemical Society
Institutions: Department of Chemistry, York University, North York, Toronto, Ontario M3J 1P3, Canada
Methods: NMR-2D, defucosylation
- Article ID: 615
Aspinall GO, Mainkar AS, Moran AP "A structural comparison of lipopolysaccharides from two strains of Helicobacter pylori, of which one strain (442) does and the other strain (471) does not stimulate pepsinogen secretion" -
Glycobiology 9(11) (1999) 1235-1245
Lipopolysaccharides (LPSs) from strains of Helicobacter pylori (442 and 471), which differed in stimulation of pepsinogen secretion, were isolated as water-soluble material of high-Mr, and as water-insoluble gels of low-Mr. Chemical and spectroscopic analyses of soluble LPS and oligosaccharides liberated from the gels led to proposed structures with Lewis (Le) antigen termini connected to N-acetyllactosaminoglycans of alternating 3-linked b-D-Gal and 4-linked b-D-GlcNAc residues with various laterally attached glycosyl substituents. The LPS of H.pylori 442 was similar to previously examined strains (NCTC11637 and P466) in having partially glycosylated chains with a-L-Fuc units attached to O-3 of the majority of GlcNAc residues in Lex units, and in chain termination with Lex or Ley determinants. In contrast, terminal Ley units occurred in LPS of H.pylori 471 and glycosaminoglycan chains carried a smaller proportion of a-L-Fuc units, but at O-6 of a majority of nonfucosylated GlcNAc residues, there was a novel type of branching with a-D-Gal substituents. Evidence for the branched regions was obtained from 1H NMR spectra and from characterization of oligosaccharides formed by the action of endo-β-galactosidase. Examination of oligosaccharides liberated from water-insoluble LPS gels of H.pylori 442 and 471 provided evidence for similar core OS structures to those from other H.pylori strains but interesting differences were observed.
Lipopolysaccharide, lipopolysaccharides, strain, structural, Helicobacter pylori, comparison, Helicobacter, pepsinogen, secretion
NCBI PubMed ID: 10536039Journal NLM ID: 9104124Publisher: IRL Press at Oxford University Press
Institutions: Department of Microbiology, National University of Ireland, Galway, Ireland, Department of Chemistry, York University, North York, ON M3J 1P3, Canada
Methods: NMR-2D, FAB-MS, Smith degradation, enzymatic degradation, defucosylation
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12. Compound ID: 1450
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a-L-Fucp-(1-3)-+ a-L-Fucp-(1-3)-+ a-L-Fucp-(1-3)-+
| | |
a-L-Fucp-(1-2)-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-GlcpNAc-(1-3)-}}}b-D-Galp-(1-4)-b-D-GlcpNAc-(1--/(1->7)aDDHepp-core oligosaccharide/ |
Show graphically |
Structure type: oligomer
Aglycon: (1->7)aDDHepp-core oligosaccharide
Trivial name: O-side chain antigen
Contained glycoepitopes: IEDB_130644,IEDB_130646,IEDB_130654,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141500,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_143250,IEDB_144556,IEDB_144562,IEDB_145669,IEDB_147455,IEDB_149555,IEDB_149557,IEDB_149561,IEDB_150092,IEDB_150939,IEDB_150948,IEDB_151531,IEDB_152214,IEDB_153553,IEDB_158550,IEDB_174333,IEDB_190606,IEDB_2151203,IEDB_461719,IEDB_461720,IEDB_461721,IEDB_952752,SB_147,SB_154,SB_157,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_34,SB_7,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 461
Moran AP, Shiberu B, Ferris JA, Knirel YA, Senchenkova SN, Perepelov AV, Jansson P, Goldberg JB "Role of Helicobacter pylori rfaJ genes (HP0159 and HP1416) in lipopolysaccharide synthesis" -
FEMS Microbiology Letters 241(1) (2004) 57-65
The genome of Helicobacter pylori 26695 has been sequenced and the lipopolysaccharide (LPS) O sidechain of this strain has been shown to express both Lewis x and Lewis y units. To determine the role of HP0159 and HP1416, genes recognized as rfaJ homologs and implicated in LPS synthesis, isogenic mutants of H. pylori 26695 were generated. The LPS of mutant 26695::HP0159Kan did not express either Lewis epitope as detected by immunoblotting, whereas the control strain and 26695::HP1416Kan produced both epitopes. Structural analysis of the LPS of the mutants showed that HP0159 encodes an α(1,2/3)-glucosyltransferase whereas HP1416 encodes an α(1,2/4)-glucosyltransferase.
Lipopolysaccharide, core oligosaccharide, Helicobacter pylori, glycosyltransferase, Lewis antigen
NCBI PubMed ID: 15556710Publication DOI: 10.1016/j.femsle.2004.10.004Journal NLM ID: 7705721Publisher: Blackwell Publishing
Correspondence: jbg2b@virginia.edu
Institutions: Department of Microbiology, National University of Ireland, Galway, Ireland
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13. Compound ID: 1875
Structure type: polymer chemical repeating unit
; 638-432
Aglycon: core
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130646,IEDB_130654,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141500,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144556,IEDB_144562,IEDB_145669,IEDB_147455,IEDB_149557,IEDB_150092,IEDB_150939,IEDB_151531,IEDB_152214,IEDB_158550,IEDB_174333,IEDB_190606,IEDB_2151203,IEDB_461720,IEDB_952752,SB_157,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_7,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 612
Aspinall GO, Monteiro MA, Pang H, Walsh EJ, Moran AP "Lipopolysaccharide of the Helicobacter pylori type strain NCTC11637 (ATCC43504): Structure of the O antigen chain and core oligosaccharide regions" -
Biochemistry 35 (1996) 2489-2497
Smooth- and rough-form lipopolysaccharides from phenol-water extraction of cells from Helicobacter pylori type strain NCTC11637 were isolated as the water-soluble component of high-Mr and water-insoluble low-Mr gel. Structural investigations were performed on the intact water-soluble smooth-form lipopolysaccharide, various oligosaccharides formed as chemical and enzymic degradation products, and three oligosaccharide fractions liberated by acetic acid hydrolysis from the water-insoluble rough-form lipopolysaccharide. A structure is proposed for the complete polysaccharide component of the smooth-form lipopolysaccharide comprising the O antigen chain, an intervening region, and the inner core oligosaccharide on the basis of 1H and 13C NMR experiments, fast atom bombardment/mass spectrometry, and methylation linkage analysis of permethylated oligo- and polysaccharide derivatives. The most striking feature of the O antigen region in the lipopolysaccharide is the presence of extended chains with fucosylated and nonfucosylated N-acetyllactosamine (LacNAc) units that mimic human cell surface glycoconjugates in normal human granulocytes. The chains are terminated by di- or trimeric Lewis-x (Lex) determinants, which are also found in tumor-associated carbohydrate antigens in many adenocarcinomas.
Lipopolysaccharide, antigen, LPS, oligosaccharide, structure, core, strain, O-antigen, O antigen, chain, type, core oligosaccharide, region, Helicobacter pylori, Helicobacter
NCBI PubMed ID: 8652593Journal NLM ID: 0370623Publisher: American Chemical Society
Institutions: Department of Microbiology, University College, Galway, Ireland, Department of Chemistry, York University, North York, Toronto, Ontario M3J 1P3, Canada, Carbohydrate Research Centre, Department of Molecular and Medical Genetics, University of Toronto, Toronto, Ontario M5S 1A8, Canada
Methods: NMR-2D, methylation, FAB-MS, GC-MS, SDS-PAGE, Smith degradation, enzymatic degradation, GPC
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14. Compound ID: 1901
Structure type: polymer chemical repeating unit
Aglycon: core
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130646,IEDB_130654,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141500,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144556,IEDB_144562,IEDB_145669,IEDB_147455,IEDB_149557,IEDB_150092,IEDB_150939,IEDB_151531,IEDB_152214,IEDB_158550,IEDB_174333,IEDB_190606,IEDB_2151203,IEDB_461720,IEDB_952752,SB_157,SB_165,SB_166,SB_173,SB_187,SB_195,SB_30,SB_7,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 614
Aspinall GO, Monteiro MA, Shaver RT, Kurjanczyk LA, Penner JL "Lipopolysaccharides of Helicobacter pylori serogroups O:3 and O:6. Structures of a class of lipopolysaccharides with reference to the location of oligomeric units of D-glycero-a-D-manno-heptose residues" -
European Journal of Biochemistry 248 (1997) 592-601
Lipopolysaccharides (LPS) from antigenically different strains assigned to serogroups O:3 and O:6 of Helicobacter pylori were isolated as water-soluble material of high Mr and as water-insoluble gels of low M,. Chemical and spectroscopic analyses of the soluble LPS and oligosaccharides liberated from the water-insoluble gels led to proposed structures with Lewis (Le) antigen determinants terminating regular repeating units of different types, linked in turn to inner core regions of invariable structure. The O:6 LPS has two populations of related molecules with chains of 3-linked D-glycero-a-D-manno-heptose residues similar to those in the MO19 strain, one with and the other without a single terminal Lewis (LeY') epitope. In contrast, in the O:3 LPS, Lewis (LeX and LeY) epitopes terminate a partially fucosylated N-acetyllactosaminoglycan, but a heptan chain similar to that in the O:6 LPS was shown to connect the outer chains to the inner core. These LPS provide examples of the molecular mimicry of cell-surface glycoconjugates. Structural variations of LPS between strains, and differences in some aspects of structure within strains, between high Mr and low Mr LPS indicate a class of LPS whose mechanisms of biosynthesis lead to overall architectures different from those characteristic of most LPS from enteric bacteria.
Lipopolysaccharide, LPS, core, O-antigen, core oligosaccharide, molecular mimicry, Helicobacter pylori, D-glycero-D-manno-heptose, Helicobacter, molecular mimicry.
NCBI PubMed ID: 9346320Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Department of Chemistry, York University, Toronto, Ontario, Canada, Depanment of Chemistry, York University, Toronto, Ontario, Canada, Department of Microbiology, University of Toronto, Ontario, Canada
Methods: FAB-MS
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15. Compound ID: 1953
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a-D-Glcp-(1-3)-a-D-Glcp-(1-4)-b-D-Galp-(1-7)-+
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a-L-Fucp-(1-3)-+ a-L-Fucp-(1-3)-+ a-L-Fucp-(1-3)-+ a-L-Fucp-(1-3)-+ | P-7)-+
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a-L-Fucp-(1-2)-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-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-7)-D-gro-a-D-manHepp-(1-2)-D-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-Kdo |
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Structure type: oligomer
Contained glycoepitopes: IEDB_130644,IEDB_130646,IEDB_130650,IEDB_130654,IEDB_130655,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140088,IEDB_140108,IEDB_140122,IEDB_141500,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_142489,IEDB_143250,IEDB_144556,IEDB_144562,IEDB_144998,IEDB_145669,IEDB_146664,IEDB_147455,IEDB_149555,IEDB_149557,IEDB_149561,IEDB_150092,IEDB_150787,IEDB_150939,IEDB_150948,IEDB_151531,IEDB_152214,IEDB_153553,IEDB_158546,IEDB_158550,IEDB_174333,IEDB_190606,IEDB_2151203,IEDB_2189046,IEDB_2189047,IEDB_461719,IEDB_461720,IEDB_461721,IEDB_952752,IEDB_983931,SB_147,SB_154,SB_157,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_34,SB_7,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 613
Aspinall GO, Monteiro MA "Lipopolysaccharides of Helicobacter pylori strains P466 and MO19: Structures of the O antigen and core oligosaccharide regions" -
Biochemistry 35 (1996) 2498-2504
Lipopolysaccharides (LPS) from phenol-water extraction of dyspeptic (P466) and asymptomatic (MO19) strains of Helicobacter pylori were each isolated as water-soluble material of high relative molecular mass (high Mr) and as water-insoluble gels of low Mr. Chemical and spectroscopic analyses of the soluble LPS and oligosaccharides liberated from the water-insoluble gels led to proposed structures for chains comprising the O antigen, intervening, and core regions. As in the LPS from the type strain NCTC11637 [Aspinall, G. O., et al. (1996) Biochemistry 35, 000], the O antigen region of the P466 LPS is characterized by the presence of extended chains with fucosylated and nonfucosylated N-acetyllactosamine units, the former carrying a-L-fucopyranose units at O-3 of b-D-GlcNAc residues. This structure differs from that of the type strain in termination of the O chain by a Lewisy (Ley) antigenic determinant [a-LFuc(1-2)b-D-Gal(1-4)[a-L-Fuc(1-3)]b-D-GlcNAc] but also has internal Lewisx (Lex) units. The inner core region of the P466 LPS is indistinguishable from that in the type strain. In contrast, the O antigen region of the LPS from strain MO19 consists of a single Ley epitope linked via a 3-linked b-D-Gal to an intervening region on the basis of a sequence of 3-linked D-glycero-a-D-manno-heptose residues which is in turn linked to an inner core identical to that in the type strain and the P466 strain. Results in this and the preceding paper show that LPS from the three H. pylori strains display molecular mimicry of human cell surface glycoconjugates but may vary in the expression of Lex or Ley determinants, the degree of O antigen chain extension, or in the presence of an additional region between the inner core and the O antigen.
Lipopolysaccharide, antigen, lipopolysaccharides, LPS, oligosaccharide, structure, core, strain, O-antigen, O antigen, core oligosaccharide, region, Helicobacter pylori, Helicobacter
NCBI PubMed ID: 8652594Journal NLM ID: 0370623Publisher: American Chemical Society
Institutions: Department of Chemistry, York University, North York, Toronto, Ontario M3J 1P3, Canada
Methods: NMR-2D, defucosylation
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