Found 13 structures.
Displayed structures from 1 to 13
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1. Compound ID: 205
a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1-5)-Kdo
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b-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Trivial name: glycoform 4
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 50
Edebrink P, Jansson P, Jansson PE, Rahman MM, Widmalm G, Holme T, Rahman M "Structural studies of the O-antigen oligosaccharides from two strains of Moraxella catarrhalis serotype C" -
Carbohydrate Research 266 (1995) 237-261
The oligosaccharide parts from Moraxella (Branhamella) catarrhalis serotype C lipooligosaccharides were isolated by mild acid hydrolysis followed by gel permeation chromatography. Four different oligosaccharides could be identified from strain RS26 and two from strain RS10. The structures of the O-oligosaccharides were established by methylation analyses, mass spectrometry, and NMR spectroscopy. It is concluded that the oligosaccharide O-antigens from RS26 are a mixture of octa-, deca-, and undeca-saccharides, and most likely a heptasaccharide. Strain RS10 contains the deca- and the undeca-saccharide only. The structures for the oligosaccharides are shown below. [formula: see text] OS(7) [formula: see text] OS(8) [formula: see text] OS(10) [formula: see text] OS(11) Methylation analysis of the intact lipooligosaccharides showed that two Kdo residues were present, one terminal and one 4,5-substituted residue. It also showed that they consisted of a lipid A portion with 6-substituted glucosamine residues.
NMR, Lipooligosaccharide, Moraxella catarrhalis, Branhamella
NCBI PubMed ID: 7535189Publication DOI: 10.1016/0008-6215(94)00276-LJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden
Methods: NMR-2D, methylation, NMR, sugar analysis, MS
- Article ID: 52
Edebrink P, Jansson PE, Widmalm G, Holme T, Rahman M "The structures of oligosaccharides isolated from the lipopolysaccharide of Moraxella catarrhalis serotype B, strain CCUG 3292" -
Carbohydrate Research 295 (1996) 127-146
The oligosaccharides from the lipopolysaccharides of Moraxella catarrhalis serotype B, strain CCUG 3292, were isolated after mild acid hydrolysis and separated by high-performance anion-exchange chromatography. The structures of the oligosaccharides were established by fast atom bombardment mass spectrometry and nuclear magnetic resonance spectroscopy. It is concluded that the oligosaccharides comprise a mixture of mainly a nona- and a deca-saccharide. [formula: see text] Smaller amounts of undeca-saccharides and of truncated forms, namely, hexa-, hepta-, and octa-saccharides, were also detected
Lipopolysaccharide, NMR, Moraxella catarrhalis, Branhamella
NCBI PubMed ID: 9002189Publication DOI: 10.1016/S0008-6215(96)90132-9Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Pererik.Jansson@kfcm13.hs.sll.se
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden, Clinical Research Centre, Analytical Unit, Karolinska Institute, Huddinge, Sweden, Microbiology and Tumor Biology Center, Division of Bacteriology, Karolinska Institute, Stockholm, Sweden
Methods: NMR-2D, methylation, NMR, sugar analysis, MS
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2. Compound ID: 3865
a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1-5)-Kdo
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b-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 1457
Holme T, Rahman M, Jansson PE, Widmalm G "The lipopolysaccharide of Moraxella catarrhalis - Structural relationships and antigenic properties" -
European Journal of Biochemistry 265(2) (1999) 524-529
Moraxella catarrhalis has recently been shown to be both widespread and pathogenic, in contrast to previous reports. Several factors have been suggested as virulence factors, lipopolysaccharide (LPS) being one. Recent studies have shown the LPS to be without the O-chain, i.e. the polysaccharide part, and to have specific structural features corresponding to each of the three serogroups, A, B and C. The structures resemble in many respects those present in other Gram-negative nonenteric bacteria, with a galabiosyl element as a prominent common denominator. The presence of such common structures suggests that the LPS of these bacteria might be a part of a mechanism of survival for bacteria colonizing the human host.
NMR, antigen, structure, monoclonal antibodies, Cross Reactions, Moraxella catarrhalis
NCBI PubMed ID: 10504382Publication DOI: 10.1046/j.1432-1327.1999.00731.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: pererik.jansson@kfcmail.hs.sll.se
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden, International Centre for Diarrhoeal Disease Research, Dhaka, Bangladesh, Microbiology and Tumor Biology Center, Karolinska Institute, Stockholm, Sweden, Clinical Research Centre, Analytical Unit, Karolinska Institute, Huddinge Hospital, Novum, Huddinge, Sweden
Methods: acid hydrolysis, HPAEC
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3. Compound ID: 5491
Kdop-(2-4)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+ |
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1-5)-a-Kdop
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b-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_130659,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_158560,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 50
Edebrink P, Jansson P, Jansson PE, Rahman MM, Widmalm G, Holme T, Rahman M "Structural studies of the O-antigen oligosaccharides from two strains of Moraxella catarrhalis serotype C" -
Carbohydrate Research 266 (1995) 237-261
The oligosaccharide parts from Moraxella (Branhamella) catarrhalis serotype C lipooligosaccharides were isolated by mild acid hydrolysis followed by gel permeation chromatography. Four different oligosaccharides could be identified from strain RS26 and two from strain RS10. The structures of the O-oligosaccharides were established by methylation analyses, mass spectrometry, and NMR spectroscopy. It is concluded that the oligosaccharide O-antigens from RS26 are a mixture of octa-, deca-, and undeca-saccharides, and most likely a heptasaccharide. Strain RS10 contains the deca- and the undeca-saccharide only. The structures for the oligosaccharides are shown below. [formula: see text] OS(7) [formula: see text] OS(8) [formula: see text] OS(10) [formula: see text] OS(11) Methylation analysis of the intact lipooligosaccharides showed that two Kdo residues were present, one terminal and one 4,5-substituted residue. It also showed that they consisted of a lipid A portion with 6-substituted glucosamine residues.
NMR, Lipooligosaccharide, Moraxella catarrhalis, Branhamella
NCBI PubMed ID: 7535189Publication DOI: 10.1016/0008-6215(94)00276-LJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden
Methods: NMR-2D, methylation, NMR, sugar analysis, MS
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4. Compound ID: 5756
a-D-Galp-(1-4)-b-D-Galp-(1-4)-/Variants 0/-ANY
/Variants 0/ is:
D-GlcpNAc-(1-?)-
OR (exclusively)
D-Glcp-(1-?)- |
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Structure type: structural motif or average structure
Compound class: LOS
Contained glycoepitopes: IEDB_130646,IEDB_130651,IEDB_135813,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_1391964,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146104,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_190606,IEDB_423106,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_167,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 2513
Mandrell RE, Apicella MA "Lipo-oligosaccharides (LOS) of mucosal pathogens: molecular mimicry and host-modification of LOS" -
Immunobiology 187 (1993) 382-402
Immunochemical studies of the lipo-oligosaccharides (LOS) of the Gram-negative bacteria Neisseria gonorrhoeae and Neisseria meningitidis have revealed some interesting structural characteristics of these LOS that might relate to their roles during pathogenesis. The carbohydrate moieties of the LOS of pathogenic Neisseria mimic carbohydrates present in glycosphingolipids of human cells. Firstly, an LOS component present among a number of Neisseria species is antigenically and/or chemically identical to lactoneoseries glycosphingolipids present in human cells. The lactoneoseries LOS becomes sialylated on Neisseria gonorrhoeae when they are grown in the presence of cytidine 5'-monophospho-N-acetyl-neuraminic acid (CMP-NANA), the nucleotide sugar for sialic acid. Examination of gonococci present in exudates from males with natural infection indicates that sialylation also occurs in vivo. The mechanism for this process apparently involves a bacterial sialyltransferase scavenging available host CMP-NANA ("host-modification" of LOS) and transferring the sialic acid to the lactoneoserieslike LOS. Strains of N. meningitidis and Haemophilus influenzae also express similarly sialylated LOS suggesting that this is a common mechanism of pathogenesis among these bacteria. Additional examples of LOS that mimic other glycosphingolipid series have been identified also and the fact that multiple series can be expressed in a single population of gonococci suggests that a diverse set of LOS can be presented to the host during infection. It is possible that this diverse set of LOS serve different functions for the bacteria in various hosts and/or environments during infection.
NCBI PubMed ID: 8330904Publication DOI: 10.1016/S0171-2985(11)80352-9Journal NLM ID: 8002742Publisher: Amsterdam: Elsevier
Institutions: Division of Infectious Diseases, San Francisco General Hospital, University of California
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5. Compound ID: 7430
a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1--/Kdo-Kdo-lipid A/
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b-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Aglycon: Kdo-Kdo-lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 3357
Peng D, Hu WG, Choudhury BP, Muszynski A, Carlson RW, Gu XX "Role of different moieties from the lipooligosaccharide molecule in biological activities of the Moraxella catarrhalis outer membrane" -
FEBS Journal 274(20) (2007) 5350-5359
Lipooligosaccharide (LOS), a major component of the outer membrane of Moraxella catarrhalis, consists of two major moieties: a lipid A and a core oligosaccharide (OS). The core OS can be dissected into a linker and three OS chains. To gain an insight into the biological activities of the LOS molecules of M. catarrhalis, we used a random transposon mutagenesis approach with an LOS specific monoclonal antibody to construct a serotype A O35Elgt3 LOS mutant. MALDI-TOF-MS of de-O-acylated LOS from the mutant and glycosyl composition, linkage, and NMR analysis of its OS indicated that the LOS contained a truncated core OS and consisted of a Glc-Kdo(2) (linker)-lipid A structure. Phenotypic analysis revealed that the mutant was similar to the wild-type strain in its growth rate, toxicity and susceptibility to hydrophobic reagents. However, the mutant was sensitive to bactericidal activity of normal human serum and had a reduced adherence to human epithelial cells. These data, combined with our previous data obtained from mutants which contained only lipid A or lacked LOS, suggest that the complete OS chain moiety of the LOS is important for serum resistance and adherence to epithelial cells, whereas the linker moiety is critical for maintenance of the outer membrane integrity and stability to preserve normal cell growth. Both the lipid A and linker moieties contribute to the LOS toxicity
Lipooligosaccharide, role, Moraxella catarrhalis, outer membrane, moiety
NCBI PubMed ID: 17892485Journal NLM ID: 101229646Publisher: Blackwell Publishing
Correspondence: guxx@nidcd.nih.gov
Institutions: Vaccine Research Section, National Institute on Deafness and Other Communication Disorders, National Institutes of Health, Rockville, MD, USA
Methods: GC-MS, NMR, sugar analysis, MALDI-TOF MS, serological methods, genetic methods, statistical analysis
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6. Compound ID: 8694
a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1-5)-a-Kdop-(2--/Kdop-LipidA/
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b-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Aglycon: Kdop-LipidA
Compound class: LOS
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 3775
Schwingel JM, Edwards KJ, Cox AD, Masoud H, Richards JC, St-Michael F, Tekwe CD, Sethi S, Murphy TF, Campagnari AA "Use of Moraxella catarrhalis lipooligosaccharide mutants to identify specific oligosaccharide epitopes recognized by human serum antibodies" -
Infection and Immunity 77(10) (2009) 4548-4558
Moraxella catarrhalis is a causative agent of otitis media in children and lower respiratory tract infections in adults suffering from chronic obstructive pulmonary disease (COPD). This strict human pathogen continues to be a significant cause of disease in this broad spectrum of patients because there is no available vaccine. Although numerous putative vaccine antigens have been described, little is known about the human immune response to M. catarrhalis infection in vivo. Human serum antibodies are directed at a number of surface proteins, and lipooligosaccharides (LOS) and detoxified LOS may be an effective immunogen in mice. In this study, we used a specific LOS-based enzyme-linked immunosorbent assay (ELISA), containing the three major M. catarrhalis serotypes together with a complete series of truncated LOS mutants, to detect the development of new antibodies to specific regions of the oligosaccharide molecule. We compared serum samples from COPD patients who had recently cleared an M. catarrhalis infection to serum samples collected prior to their infection. Variability in the antibody response to LOS was observed, as some patients developed serotype-specific antibodies, others developed antibodies to the LOS of each serotype, others developed broadly cross-reactive antibodies, and some did not develop new antibodies. These newly developed human antibodies are directed at both side chains and core structures in the LOS molecule. This LOS-based ELISA can be used to dissect the human antibody response to both internal and external carbohydrate epitopes, thus providing a better understanding of the humoral immune response to M. catarrhalis LOS epitopes developed during natural infection.
lipopolysaccharides, Bacterial, antibodies, epitopes, mutation, serum, Moraxella (Branhamella) catarrhalis
NCBI PubMed ID: 19651870Publication DOI: 10.1128/IAI.00294-09Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: aac@buffalo.edu
Institutions: Department of Microbiology and Immunology, University at Buffalo, Buffalo, NY 14214, USA
Methods: methylation, PCR, de-O-acylation, SDS-PAGE, sugar analysis, ELISA, ESI-MS, GLC, mild acid hydrolysis, serological methods, genetic methods
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7. Compound ID: 9407
a-Kdop-(2-4)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+ |
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1-5)-a-Kdop-(2--/lipid A/
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b-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_130659,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_158560,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 4004
Cox AD, St Michael F, Cairns CM, Lacelle S, Filion AL, Neelamegan D, Wenzel CQ, Horan H, Richards JC "Investigating the potential of conserved inner core oligosaccharide regions of Moraxella catarrhalis lipopolysaccharide as vaccine antigens: accessibility and functional activity of monoclonal antibodies and glycoconjugate derived sera" -
Glycoconjugate Journal 28(3-4) (2011) 165-182
We investigated the conservation and antibody accessibility of inner core epitopes of Moraxella catarrhalis lipopolysaccharide (LPS) in order to assess their potential as vaccine candidates. Two LPS mutants, a single mutant designated lgt2 and a double mutant termed lgt2/lgt4, elaborating truncated inner core structures were generated in order to preclude expression of host-like outer core structures and to create an inner core structure that was shared by all three serotypes A, B and C of M. catarrhalis. Murine monoclonal antibodies (mAbs), designated MC2-1 and MC2-10 were obtained by immunising mice with the lgt2 mutant of M. catarrhalis serotype A strain. We showed that mAb MC2-1 can bind to the core LPS of wild-type (wt) serotype A, B and C organisms and concluded that mAb MC2-1 defines an immunogenic inner core epitope of M. catarrhalis LPS. We were unsuccessful in obtaining mAbs to the lgt2/lgt4 mutant. MAb MC2-10 only recognised the lgt2 mutant and the wt serotype A strain, and exhibited a strong requirement for the terminal N-acetyl-glucosamine residue of the lgt2 mutant core oligosaccharide, suggesting that this residue was immunodominant. Subsequently, we showed that both mAbs MC2-1 and MC2-10 could facilitate bactericidal killing of the lgt2 mutant, however neither mAb could facilitate bactericidal killing of the wt serotype A strain. We then confirmed and extended the candidacy of the inner core LPS by demonstrating that it is possible to elicit functional antibodies against M. catarrhalis wt strains following immunisation of rabbits with glycoconjugates elaborating the conserved inner core LPS antigen. The present study describes three conjugation strategies that either uses amidases produced by Dictyostelium discoideum, targeting the amino functionality created by the amidase activity as the attachment point on the LPS molecule, or a strong base treatment to remove all fatty acids from the LPS, thus creating amino functionalities in the lipid A region to conjugate via maleimide-thiol linker strategies targeting the carboxyl residues of the carrier protein and the free amino functionalities of the derived lipid A region of the carbohydrate resulted in a high loading of carbohydrates per carrier protein from these carbohydrate preparations. Immunisation derived antisera from rabbits recognised fully extended M. catarrhalis LPS and whole cells. Moreover, bactericidal activity was demonstrated to both the immunising carbohydrate antigen and importantly to wt cells, thus further supporting the consideration of inner core LPS as a potential vaccine antigen to combat disease caused by M. catarrhalis.
Lipopolysaccharide, epitope, lipid A, monoclonal antibodies, Moraxella catarrhalis, amidase
NCBI PubMed ID: 21590368Publication DOI: 10.1007/s10719-011-9332-7Journal NLM ID: 8603310Publisher: Kluwer Academic Publishers
Correspondence: Andrew.Cox@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, K1A 0R6, Canada.
Methods: 13C NMR, 1H NMR, NMR-2D, SDS-PAGE, DNA techniques, ELISA, MALDI-MS, Western blotting, de-O-acylation with hydrazine, NMR-1D, serological methods, de-N-O-acylation, alkaline hydrolysis, CE-ESI-MS, de-N-acylation
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8. Compound ID: 9511
b-D-Galp-(1-2)-a-Hepp-(1-3)-+
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b-D-GalpNAc-(1-3)-a-D-Galp-(1-4)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-Glcp-(1-4)-a-Hepp-(1-5)-Kdo
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b-D-Glcp-(1-2)-+ |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130646,IEDB_130648,IEDB_130650,IEDB_130651,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_137776,IEDB_1391966,IEDB_140108,IEDB_140110,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142351,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_146104,IEDB_146664,IEDB_149144,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_423101,IEDB_742247,IEDB_983931,SB_145,SB_165,SB_166,SB_173,SB_177,SB_187,SB_192,SB_195,SB_21,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 4038
Houliston RS, Vinogradov E, Dzieciatkowska M, Li J, St Michael F, Karwaski MF, Brochu D, Jarrell HC, Parker CT, Yuki N, Mandrell RE, Gilbert M "Lipooligosaccharide of Campylobacter jejuni: Similarity with multiple types of mammalian glycans beyond gangliosides" -
Journal of Biological Chemistry 286(14) (2011) 12361-12370
Campylobacter jejuni is well known for synthesizing ganglioside mimics within the glycan component of its lipooligosaccharide (LOS), which have been implicated in triggering Guillain-Barre syndrome. We now confirm that this pathogen is capable of synthesizing a much broader spectrum of host glycolipid/glycoprotein mimics within its LOS. P blood group and paragloboside (lacto-N-neotetraose) antigen mimicry is exhibited by RM1221, a strain isolated from a poultry source. RM1503, a gastroenteritis-associated strain, expresses lacto-N-biose and sialyl-Lewis c units, the latter known as the pancreatic tumor-associated antigen, DU-PAN-2 (or LSTa). C. jejuni GC149, a Guillain-Barre syndrome-associated strain, expresses an unusual sialic acid-containing hybrid oligosaccharide with similarity to both ganglio and P(k) antigens and can, through phase variation of its LOS biosynthesis genes, display GT1a or GD3 ganglioside mimics. We show that the sialyltransferase CstII and the galactosyltransferase CgtD are involved in the synthesis of multiple mimic types, with LOS structural diversity achieved through evolving allelic substrate specificity.
Lipooligosaccharide, Campylobacter jejuni, gangliosides, mimicry
NCBI PubMed ID: 21257763Publication DOI: 10.1074/jbc.M110.181750Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: michel.gilbert@nrc-cnrc.gc.ca
Institutions: From the Institute for Biological Sciences, National Research Council, Ottawa, Ontario K1A 0R6, Canada
Methods: 13C NMR, 1H NMR, NMR-2D, methylation, GC-MS, sugar analysis, 31P NMR, NMR-1D, genetic methods, de-N-O-acylation, CE, LC-MS
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9. Compound ID: 9799
a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1-5)-Kdop-(2--/lipid A/
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b-D-Glcp-(1-3)-+ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 4100
Ren D, Yu S, Gao S, Peng D, Petralia RS, Muszynski A, Carlson RW, Robbins JB, Tsai CM, Lim DJ, Gu XX "Mutant lipooligosaccharide-based conjugate vaccine demonstrates a broad-spectrum effectiveness against Moraxella catarrhalis" -
Vaccine 29(25) (2011) 4210-4217
There is no licensed vaccine available against Moraxella catarrhalis, an exclusive human pathogen responsible for otitis media in children and respiratory infections in adults. We previously developed conjugate vaccine candidates based on lipooligosaccharides (LOSs) of M. catarrhalis serotypes A, B, and C, each of which was shown to cover a portion of the clinical strains. To generate conserved LOS antigens and eliminate a potential autoimmune response to a similar epitope between M. catarrhalis LOS moiety Galα1-4Galβ1-4Glc and human P(k) antigen, two LOS mutants from strain O35E were constructed. Mutant O35Elgt5 or O35EgalE revealed a deletion of one or two terminal galactose residues of wild type O35E LOS. Each LOS molecule was purified, characterized, detoxified, and coupled to tetanus toxoid (TT) to form conjugates, namely dLOS-TT. Three subcutaneous immunizations using dLOS-TT from O35Elgt5 or O35EgalE elicited significant increases (a 729- or 1263-fold above the preimmune serum levels) of serum immunoglobulin (Ig)G against O35E LOS in rabbits with an adjuvant or without an adjuvant (an 140- or 140-fold above the preimmune serum levels). Rabbit antisera demonstrated elevated complement-mediated bactericidal activities against the wild type strain O35E. The rabbit sera elicited by O35Elgt5 dLOS-TT were further examined and showed cross bactericidal activity against all additional 19 M. catarrhalis strains and clinical isolates studied. Moreover, the rabbit sera displayed cross-reactivity not only among three serotype strains but also clinical isolates in a whole-cell enzyme-linked immunosorbent assay (ELISA), which was further confirmed under transmission electron microscopy. In conclusion, O35Elgt5 dLOS-TT may act as a vaccine against most M. catarrhalis strains and therefore can be used for further in vivo efficacy studies.
Moraxella catarrhalis, conjugate vaccine, cross-reactivity, lipooligosaccharide mutant, conserved antigen
NCBI PubMed ID: 21501641Publication DOI: 10.1016/j.vaccine.2011.03.102Journal NLM ID: 8406899Publisher: Elsevier
Correspondence: X.-X. Gu
Institutions: Vaccine Research Section, National Institute on Deafness and Other Communication Disorders, National Institutes of Health, 5 Research Court, Rockville, MD 20850, USA
Methods: GC-MS, SDS-PAGE, ELISA, mild acid hydrolysis, serological methods, genetic methods, statistical analysis
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10. Compound ID: 14535
a-Kdop-(2-4)-+
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-+ |
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a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-a-D-Glcp-(1-5)-a-Kdop-(2--/(2->6)lipid A/
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b-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Aglycon: (2->6)lipid A
Compound class: LOS
Contained glycoepitopes: IEDB_130650,IEDB_130651,IEDB_130659,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_140108,IEDB_141794,IEDB_141806,IEDB_141807,IEDB_142487,IEDB_142488,IEDB_144987,IEDB_144991,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152217,IEDB_158560,IEDB_190606,IEDB_742247,IEDB_983931,SB_165,SB_166,SB_177,SB_178,SB_187,SB_192,SB_195,SB_30,SB_31,SB_6,SB_62,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 5771
Gao Y, Lee J, Widmalm G, Im W "Preferred conformations of lipooligosaccharides and oligosaccharides of Moraxella catarrhalis" -
Glycobiology 30(2) (2020) 86-94
Moraxella catarrhalis (M. catarrhalis) is a pathogenic gram-negative bacterium that causes otitis media and sinusitis in children. Three major serotypes A, B and C are identified to account for approximately 95% of the clinical isolates. Understanding the conformational properties of different serotypes of M. catarrhalis provides insights into antigenic determinants. In this work, all-atom molecular dynamics simulations were conducted for M. catarrhalis lipooligosaccharide (LOS) bilayer systems and oligosaccharides (OS) in water solution to investigate the conformational similarities and differences of three serotypes. For up to 10 neutral monosaccharides in the core part, the conformational ensembles described by the pair-wise root mean square deviation distributions are similar among the three serotypes of either the LOS or OS. At the central β-(1→4)-linkage, anti-psi conformation in conjunction with the gauche-gauche (g-) conformation of the central trisubstituted glucosyl residue is observed as the dominant conformation to sustain the structural characteristics of M. catarrhalis three types, which is further supported by calculated transglycosidic 3{J}{C,H}({psiH}) of serotype A in comparison to experimental data. Interestingly, the conformational variability of three serotypes is more restricted for the OS in water solution than that in the LOS bilayer systems. The LOS-LOS interactions in the bilayer systems are responsible for the increased conformational diversity despite of tight packing. Solvent-accessible surface area analysis suggests that a trisaccharide attached to the β-(1→6)-linked sugar in all three serotypes of LOS could be the common epitope and have the possibility to interact with antibodies.
antigenic determinant, epitope, Gram-negative bacteria, engineering, molecular dynamics simulation, bacterial outer membrane
NCBI PubMed ID: 31616921Publication DOI: 10.1093/glycob/cwz086Journal NLM ID: 9104124Publisher: IRL Press at Oxford University Press
Correspondence: wonpil@lehigh.edu
Institutions: School of Mathematics, Physics and Statistics, Shanghai University of Engineering Science, 333 Longteng Road, Songjiang District, Shanghai 201620, China, Departments of Biological Sciences and Bioengineering, Lehigh University, 111 Research Drive, Bethlehem, PA 18015, USA, Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Svante Arrhenius vag 16C, SE-10691 Stockholm, Sweden, School of Computational Sciences, Korea Institute for Advanced Study, 85 Hoegiro, Dongdaemun-gu, Seoul 02455, Republic of Korea
Methods: NMR, conformation analysis, MD simulations, CHARMM-GUI Membrane Builder
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11. Compound ID: 15587
D-Galp-(1-?)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-a-D-Manp-(1-6)-+
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D-Galp-(1-?)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/Asn/ |
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Structure type: oligomer
Aglycon: Asn
Compound class: N-glycan
Contained glycoepitopes: IEDB_115013,IEDB_123886,IEDB_130645,IEDB_130646,IEDB_130649,IEDB_130651,IEDB_130701,IEDB_131186,IEDB_134624,IEDB_135813,IEDB_135815,IEDB_135818,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137485,IEDB_140108,IEDB_140122,IEDB_141496,IEDB_141793,IEDB_141794,IEDB_141807,IEDB_144983,IEDB_144987,IEDB_144991,IEDB_146104,IEDB_146694,IEDB_149558,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_153201,IEDB_153212,IEDB_156493,IEDB_167072,IEDB_190606,IEDB_221845,IEDB_241097,IEDB_418918,IEDB_548907,IEDB_689191,IEDB_742245,IEDB_742247,IEDB_742248,IEDB_918314,IEDB_983930,SB_163,SB_165,SB_166,SB_177,SB_187,SB_195,SB_197,SB_198,SB_30,SB_31,SB_33,SB_40,SB_44,SB_62,SB_67,SB_7,SB_72,SB_73,SB_74,SB_85,SB_87,SB_88
The structure is contained in the following publication(s):
- Article ID: 6019
Veríssimo CD, Graeff-Teixeira C, Jones MK, Morassutti AL "Glycans in the roles of parasitological diagnosis and host-parasite interplay" -
Parasitology 146(10) (2019) 1217-1232
The investigation of the glycan repertoire of several organisms has revealed a wide variation in terms of structures and abundance of glycan moieties. Among the parasites, it is possible to observe different sets of glycoconjugates across taxa and developmental stages within a species. The presence of distinct glycoconjugates throughout the life cycle of a parasite could relate to the ability of that organism to adapt and survive in different hosts and environments. Carbohydrates on the surface, and in excretory-secretory products of parasites, play essential roles in host-parasite interactions. Carbohydrate portions of complex molecules of parasites stimulate and modulate host immune responses, mainly through interactions with specific receptors on the surface of dendritic cells, leading to the generation of a pattern of response that may benefit parasite survival. Available data reviewed here also show the frequent aspect of parasite immunomodulation of mammalian responses through specific glycan interactions, which ultimately makes these molecules promising in the fields of diagnostics and vaccinology.
immune response, glycoconjugate, glycans, Parasite, protozoa, helminth
NCBI PubMed ID: 31057132Publication DOI: 10.1017/S0031182019000465Journal NLM ID: 0401121Publisher: London, New York, Cambridge University Press
Correspondence: Alessandra Loureiro Morassutti
Institutions: Escola de Ciências, Pontifícia Universidade Católica do Rio Grande do Sul, Av. Ipiranga 6681, Porto Alegre RS 90619-900 Rio Grande do Sul, Brazil, School of Biological Sciences, Queen's University Belfast, 2017, University Road, Belfast, BT7 1NN, Northern Ireland, UK, School of Veterinary Science, University of Queensland, St Lucia, Qld, 4072 Brisbane, Australia
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12. Compound ID: 25742
a-L-Fucp-(1-3)-+ a-D-Manp-(1-2)-a-D-Manp-(1-6)-+ a-L-Fucp-(1-3)-+
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D-Galp-(1-4)-D-Galp-(1-4)-D-GlcpNAc-(1-2)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-D-GlcNAc
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D-Xylp-(1-2)-+ |
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Structure type: oligomer
Contained glycoepitopes: IEDB_114701,IEDB_115005,IEDB_116644,IEDB_122244,IEDB_123886,IEDB_123887,IEDB_123888,IEDB_130646,IEDB_130651,IEDB_130654,IEDB_130701,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_136104,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137485,IEDB_140108,IEDB_140116,IEDB_140122,IEDB_141793,IEDB_141794,IEDB_141807,IEDB_141829,IEDB_142489,IEDB_143632,IEDB_144562,IEDB_144983,IEDB_144987,IEDB_144991,IEDB_145003,IEDB_145668,IEDB_145669,IEDB_146104,IEDB_148491,IEDB_148492,IEDB_148493,IEDB_149557,IEDB_150092,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_152214,IEDB_153212,IEDB_167070,IEDB_167188,IEDB_174332,IEDB_174333,IEDB_190606,IEDB_221845,IEDB_423128,IEDB_461720,IEDB_540672,IEDB_548907,IEDB_742247,IEDB_983930,SB_136,SB_157,SB_165,SB_166,SB_177,SB_187,SB_195,SB_196,SB_197,SB_198,SB_30,SB_31,SB_33,SB_44,SB_62,SB_67,SB_7,SB_72,SB_73,SB_74,SB_85,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 10375
van Huystee RB, Sesto PA, O'Donell JP "Number and size of oligosaccharides linked to peanut peroxidases" -
Plant Physiology and Biochemistry 30 (1992) 147-152
Journal NLM ID: 9882449Publisher: Elsevier Science for Société Française De Physiologie Végétale
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13. Compound ID: 28112
a-Fucp-(1-3)-+ a-D-Manp-(1-3)-a-D-Manp-(1-6)-+ a-Fucp-(1-3)-+
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Galp-(1-4)-Galp-(1-4)-b-D-GlcpNAc-(1-3)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (major cationic peanut peroxidase)/
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b-Xylp-(1-2)-+ |
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Structure type: oligomer
Aglycon: (->4) Asn-X-Ser/Thr (major cationic peanut peroxidase)
Compound class: N-glycan
Contained glycoepitopes: IEDB_114701,IEDB_115005,IEDB_115015,IEDB_116644,IEDB_122244,IEDB_123886,IEDB_123887,IEDB_123888,IEDB_130646,IEDB_130651,IEDB_130654,IEDB_130701,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137485,IEDB_140108,IEDB_140116,IEDB_140122,IEDB_141793,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_144987,IEDB_144991,IEDB_145003,IEDB_145668,IEDB_145669,IEDB_146104,IEDB_148491,IEDB_148492,IEDB_148493,IEDB_149135,IEDB_149557,IEDB_150092,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_152214,IEDB_153212,IEDB_164174,IEDB_167070,IEDB_167188,IEDB_174332,IEDB_174333,IEDB_190606,IEDB_221845,IEDB_461720,IEDB_548907,IEDB_742247,IEDB_983930,SB_157,SB_165,SB_166,SB_177,SB_187,SB_195,SB_197,SB_198,SB_30,SB_31,SB_33,SB_44,SB_62,SB_67,SB_7,SB_72,SB_73,SB_74,SB_77,SB_85,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 11040
van Huystee RB, McManus MT "Glycans of higher plant peroxidases: recent observations and future speculations" -
Glycoconjugate Journal 15(2) (1998) 101-106
Plant peroxidases are composed of a peptide and associated heme, calcium and glycans. The 3D structure of the major cationic peanut peroxidase has revealed the sites of the heme and calcium. But the diffraction of the glycans was not sufficient to show their structure. This review presents research that has been executed to obtain putative glycans and their binding sites, and to gain an indirect insight into these glycans. It also offers approaches that will be used to determine the function of the glycans on the peanut peroxidase. Some comparisons are made with other plant glycoproteins including peroxidases from plants other than peanut.
glycans, plant peroxidases
NCBI PubMed ID: 9557869Publication DOI: 10.1023/a:1006955903531Journal NLM ID: 8603310Publisher: Kluwer Academic Publishers
Institutions: Department of Plant Sciences, The University of Western Ontario London, Ontario, Canada, Department of Plant Biology and Biotechnology, Massey University, Palmerston North, New Zealand
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Total list of structure IDs on all result pages of the current query:
Total list of corresponding CSDB IDs (record IDs):
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