Found 20 structures.
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1. Compound ID: 62
Structure type: oligomer
Aglycon: (CH2)8CO2CH3
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141794,IEDB_144990,IEDB_151528,IEDB_152215,IEDB_190606,IEDB_885822,SB_7
The structure is contained in the following publication(s):
- Article ID: 16
Blixt O, Van Die I, Norberg T, van den Eijnden DH "High-level expression of the Neisseria meningitidis lgtA gene in Escherichia coli and characterization of the encoded N-acetylglucosaminyltransferase as a useful catalyst in the synthesis of GlcNAcb1→3Gal and GalNAcb1-3Gal linkages" -
Glycobiology 9(10) (1999) 1061-1071
We have expressed the Neisseria meningitidis lgtA gene at a high level in Escherichia coli. The encoded β-N-acetylglucosaminyltransferase, referred to as LgtA, which in the bacterium is involved in the synthesis of the lacto-N-neo-tetraose structural element of the bacterial lipooligosaccharide, was obtained in an enzymatically highly active form. This glycosyltransferase appeared to be unusual in that it displays a broad acceptor specificity toward both α- and β-galactosides, whether structurally related to N- or O-protein-, or lipid-linked oligosaccharides. Product analysis by one- and two-dimensional 400 MHz 1H- and 13C NMR spectroscopy reveals that LgtA catalyzes the introduction of GlcNAc from UDP-GlcNAc in a β1→3-linkage to accepting Gal residues. The enzyme can thus be characterized as a UDP-GlcNAc:Gal α/β-R β 3-N-acetylglucosaminyltransferase. Although lactose is a highly preferred acceptor substrate the recombinant enzyme also acts efficiently on monomeric and dimeric N-acetyllactosamine revealing its potential value in the synthesis of polylactosaminoglycan structures in enzyme assisted procedures. Furthermore, LgtA shows a high donor promiscuity toward UDP-GalNAc, but not toward other UDP-sugars, and can catalyze the introduction of GalNAc in β1→3-linkage to α- or β-Gal in the acceptor structures at moderate rates. LgtA therefore shows promise to be a useful catalyst in the preparative synthesis of both GlcNAc β1→3 Gal and GalNAc β1→3 Gal linkages.
oligosaccharide, enzyme-assisted-synthesis, recombinant glycosyltransferase, glycosidic linkage, polylactosaminoglycan, recombinant glycosyltrasferase
NCBI PubMed ID: 10521543Publication DOI: 10.1093/glycob/9.10.1061Journal NLM ID: 9104124Publisher: IRL Press at Oxford University Press
Institutions: Department of Chemistry, Swedish University of Agricultural Sciences, Uppsala, Sweden, Department of Medical Chemistry, Vrije Universiteit, Van der Boechorstraat 7, 1081 BT Amsterdam, The Netherlands
Methods: 13C NMR, 1H NMR, NMR-2D, SDS-PAGE, enzyme-assisted synthesis, DNA techniques, glycosyltransferase assays, kinetics assays
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2. Compound ID: 1218
L-Fucp-(1-2)-+
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D-6dGulp-(1-3)-+ |
| |
-4)-D-Manp-(1-3)-D-Galp-(1-3)-a-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_144983,IEDB_144990,IEDB_150766,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_152215,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461719,IEDB_885822,IEDB_983930,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_44,SB_67,SB_7,SB_72,SB_8,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 380
Skurnik M, Zhang L "Molecular genetics and biochemistry of Yersinia lipopolysaccharide" -
APMIS: Acta Pathologica, Microbiologica, et Immunologica Scandinavica 104(12) (1996) 849-872
Studies on the molecular genetics of bacterial LPS serve at least two main purposes: (i) to help develop an understanding of the biology, biochemistry and genetics of this bacterial surface macromolecule, and (ii) to provide a basis for both vaccine development and virulence experiments. Both of these goals have been the driving force in studies of Yersinia LPS carried out during the last decade. Here we will review the progress made in the molecular genetics and biochemistry of Yersinia LPS. A deep understanding has been achieved with respect to Y. enterocolitica serotype O:3, reaching as far as a detailed analysis of the gene clusters directing the biosynthesis of the outer core oligosaccharide and of the O-ag. The O-ag gene clusters of Y. enterocolitica serotype O:8 and Y. pseudotuberculosis serotypes O:2a and O:5a have also been cloned and partially characterized LPS biosynthesis of these Yersinia species includes examples of the two major variations recognized in the biosynthesis of this macromolecule: (i) homopolymeric or O-antigen polymerase-independent biosynthesis, and (ii) heteropolymeric or O-antigen polymerase-dependent biosynthesis.
Lipopolysaccharide, genetic, gene, genetics, O-antigen, biochemistry, Yersinia, molecular genetics
NCBI PubMed ID: 9048864Publication DOI: 10.1111/j.1699-0463.1996.tb04951.xJournal NLM ID: 8803400Publisher: Copenhagen: Munksgaard
Institutions: Turku Centre for Biotechnology, University of Turku, Finland, department of Medical Microbiology, University of Turku, Turku, Finland
- Article ID: 1329
Zhang LJ, Radziejewska-Lebrecht J, Krajewska-Pietrasik D, Toivanen P, Skurnik M "Molecular and chemical characterization of the lipopolysaccharide O-antigen and its role in the virulence of Yersinia enterocolitica serotype O:8" -
Molecular Microbiology 23 (1997) 63-76
The Y. enterocolitica O:8(YeO8) O-antigen repeat units consist of five sugar residues: N-acetyl-D-galactosamine (GalNAc), D-galactose (Gal), D-mannose (Man), L-fucose (Fuc), and 6-deoxy-D-gulose (6d-Gul). The nucleotide sequence of the O-antigen gene cluster of the YeO8 strain 8081-c was determined. Altogether, 18 open reading frames (ORFs) were identified and shown to be essential for O-antigen biosynthesis. We previously characterized the 3'-end of the O-antigen gene cluster and identified four genes: two for GDP-Man biosynthesis, one for UDP-Gal biosynthesis, and one for O-antigen polymerase. Based on sequence similarity, Tn5-insertion phenotypes and chemical analysis, the 14 new genes were assigned the following functions: four genes are involved in the biosynthesis of CDP-6d-Gul and two in GDP-Fuc biosynthesis. Five gene products were assigned sugar transferase functions and one gene product was similar to Wzx, the O-antigen flippase. Two genes remained unassigned. By genetic complementation we also showed that YeO8 O-antigen biosynthesis was dependent on N-acetyl-glucosaminyl:undecaprenylphosphate transferase (GlcNAc transferase), the WecA (formerly known as Rfe) protein. Data obtained from chemical-composition analysis suggest that in addition to being GlcNAc transferase, WecA may also function as a GalNAc transferase. Using a restriction-deficient derivative of Y. enterocolitica O:8 strain 8081, a rough mutant, designated 8081-R2, was isolated. 8081-R2 was complemented in trans with a cloned O-antigen gene cluster restoring surface O-antigen expression. The virulence of the wild-type strain and that of the complemented strain were significantly higher (approx. 100-fold) than that of the rough mutant in an orally infected mouse model, showing that YeO8 O-antigen is a virulence factor
Lipopolysaccharide, LPS, structure, role, virulence, characterization, serotype, O-antigen, O antigen, molecular, chemical, lipopolysaccharide O-antigen, Yersinia, Yersinia enterocolitica
NCBI PubMed ID: 9004221Journal NLM ID: 8712028Publisher: Blackwell Publishing
Correspondence: lijuan@hancock.microbiology.ubc.ca
Institutions: Institute of Microbiology and Immunology, University of Lodz, Lodz, Poland, Turku Immunology Centre, Department of Medical Microbiology, University of Turku, Finland, Turku Centre for Biotechnology, University of Turku, Turku, Finland
- Article ID: 4328
Knirel YA "Structure of O-antigens" -
Book: Bacterial lipopolysaccharides: Structure, chemical synthesis, biogenesis and interaction with host cells (2011) Chapter 3, 41-115
The lipopolysaccharide (LPS) is the major constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. Its lipid A moiety is embedded in the membrane and serves as an anchor for the rest of the LPS molecule. The outermost repetitive glycan region of the LPS is linked to the lipid A through a core oligosaccharide (OS), and is designated as the O-specific polysaccharide (O-polysaccharide, OPS) or O-antigen. The O-antigen is the most variable portion of the LPS and provides serological specificity, which is used for bacterial serotyping. The OPS also provides protection to the microorganisms from host defenses such as complement mediated killing and phagocytosis, and is involved in interactions of bacteria with plants and bacteriophages. Studies of the OPSs ranging from the elucidation of their chemical structures and conformations to their biological and physico-chemical properties help improving classification schemes of Gram-negative bacteria. Furthermore, these studies contributed to a better understanding of the mechanisms of pathogenesis of infectious diseases, as well as provided information to develop novel vaccines and diagnostic reagents.
Lipopolysaccharide, synthesis, lipopolysaccharides, structure, Bacterial, host, O-antigen, O antigen, cell, O antigens, O-antigens, chemical, interaction, cells, PDF, chemical synthesis, biogenesis
Publication DOI: 10.1007/978-3-7091-0733-1_3Publisher: Springer
Correspondence: knirel@ioc.ac.ru
Editors: Knirel YA, Valvano MA
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
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3. Compound ID: 3997
a-L-Fucp-(1-2)-+
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a-D-Gulp-(1-3)-+ |
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-4)-Manp-(1-3)-a-D-Galp-(1-3)-a-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_1394182,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_144990,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_152215,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_885822,IEDB_983930,SB_154,SB_44,SB_67,SB_7,SB_72,SB_86
The structure is contained in the following publication(s):
- Article ID: 1482
Skurnik M "Molecular genetics, biochemistry and biological role of Yersinia lipopolysaccharide" -
Book: The Genus Yersinia (series: Advances in Experimental Medicine and Biolog) (2003) 187-198
Lipopolysaccharide (LPS) is the major component of the outer leaflet of the outer membrane of Gram-negative bacteria. The LPS molecule is composed of two biosynthetic entities: the lipid A--core and the O-polysaccharide (O-antigen). Most biological effects of LPS are due to the lipid A part, however, there is an increasing body of evidence also with Yersinia indicating that O-antigen plays an important role in effective colonization of host tissues, resistance to complement-mediated killing and in the resistance to cationic antimicrobial peptides that are key elements of the innate immune system. The biosynthesis of O-antigen requires numerous enzymatic activities and includes the biosynthesis of individual NDP-activated precursor sugars in the cytoplasm, linkage and sugar-specific transferases, O-unit flippase, O-antigen polymerase and O-chain length determinant. Based on this enzymatic mode of O-antigen biosynthesis LPS isolated from bacteria is a heterologous population of molecules; some do not carry any O-antigen while others that do have variation in the O-antigen chain lengths. The genes required for the O-antigen biosynthesis are located in O-antigen gene clusters that in genus Yersinia is located between the hemH and gsk genes. Temperature regulates the O-antigen expression in Y. enterocolitica and Y. pseudotuberculosis; bacteria grown at room temperature (RT, 22-25 degrees C) produce in abundance O-antigen while only trace amounts are present in bacteria grown at 37 degrees C. Even though the amount of O-antigen is known to fluctuate under different growth conditions in many bacteria very little detailed information is available on the control of the O-antigen biosynthetic machinery.
Lipopolysaccharide, genetic, lipopolysaccharides, structure, core, genetics, role, strain, cell, molecular, biological, cell wall, biochemistry, PAGE, function, genus, bacteriophage, Yersinia, molecular genetics, Yersinia pestis, influence, Bacteriophages, growth, temperature
NCBI PubMed ID: 12756756Publication DOI: 10.1007/0-306-48416-1_38Publisher: Springer US.
Editors: Skurnik M, Bengoechea JA, Granfors K
Institutions: Department of Bacteriology and Immunology, Haartman Institute, University of Helsinki, Finland
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4. Compound ID: 4126
a-D-Glcp-(1-2)-a-D-Glcp-(1-6)-+
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a-D-Glcp-(1-4)-a-D-Glcp-(1-4)-b-D-GlcpA-(1-4)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-3)-D-GalNAc |
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Structure type: oligomer
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_140629,IEDB_140630,IEDB_141584,IEDB_141794,IEDB_142488,IEDB_144990,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_152215,IEDB_167071,IEDB_190606,IEDB_232584,IEDB_423153,IEDB_885822,IEDB_983931,SB_192,SB_21,SB_7
The structure is contained in the following publication(s):
- Article ID: 1525
Katzenellenbogen E, Kocharova NA, Zatonsky GV, Shashkov AS, Knirel YA, Gamian A, Bogulska M "Structure of the O-polysaccharide of Hafnia alvei strain PCM 1189 that has hexa- to octa-saccharide repeating units owing to incomplete glucosylation" -
Carbohydrate Research 340(2) (2005) 263-270
The O-polysaccharide of Hafnia alvei PCM 1189 consists of D-glucose, D-galactose, D-GalNAc and D-GlcA and lacks the strict regularity. The intact and carboxyl-reduced polysaccharides as well as oligosaccharides obtained by partial acid hydrolysis were studied by chemical and enzymatic analyses, methylation and NMR spectroscopy. The following structure was established for the O-polysaccharide, which is built up of branched hexa- to octasaccharide repeating units differing in the number of lateral glucose residues: [structure: see text] where the glucose residues shown in italics are nonstoichiometric substituents. The repeating units include also a minor O-acetyl group, whose position was not determined.
Lipopolysaccharide, O-antigen, Hafnia alvei, enterobacteria, bacterial polysaccharide structure
NCBI PubMed ID: 15639246Journal NLM ID: 0043535Publisher: Elsevier
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Immunochemistry Department, L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland
Methods: methylation, NMR, sugar analysis, enzymatic analysis
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5. Compound ID: 4127
a-D-Glcp-(1-6)-+
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a-D-Glcp-(1-4)-a-D-Glcp-(1-4)-b-D-GlcpA-(1-4)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-3)-D-GalNAc |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_140629,IEDB_140630,IEDB_141584,IEDB_141794,IEDB_142488,IEDB_144990,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_152215,IEDB_167071,IEDB_190606,IEDB_423153,IEDB_885822,IEDB_983931,SB_192,SB_21,SB_7
The structure is contained in the following publication(s):
- Article ID: 1525
Katzenellenbogen E, Kocharova NA, Zatonsky GV, Shashkov AS, Knirel YA, Gamian A, Bogulska M "Structure of the O-polysaccharide of Hafnia alvei strain PCM 1189 that has hexa- to octa-saccharide repeating units owing to incomplete glucosylation" -
Carbohydrate Research 340(2) (2005) 263-270
The O-polysaccharide of Hafnia alvei PCM 1189 consists of D-glucose, D-galactose, D-GalNAc and D-GlcA and lacks the strict regularity. The intact and carboxyl-reduced polysaccharides as well as oligosaccharides obtained by partial acid hydrolysis were studied by chemical and enzymatic analyses, methylation and NMR spectroscopy. The following structure was established for the O-polysaccharide, which is built up of branched hexa- to octasaccharide repeating units differing in the number of lateral glucose residues: [structure: see text] where the glucose residues shown in italics are nonstoichiometric substituents. The repeating units include also a minor O-acetyl group, whose position was not determined.
Lipopolysaccharide, O-antigen, Hafnia alvei, enterobacteria, bacterial polysaccharide structure
NCBI PubMed ID: 15639246Journal NLM ID: 0043535Publisher: Elsevier
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Immunochemistry Department, L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland
Methods: methylation, NMR, sugar analysis, enzymatic analysis
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6. Compound ID: 4128
a-D-Glcp-(1-2)-a-D-Glcp-(1-6)-+
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a-D-Glcp-(1-4)-b-D-GlcpA-(1-4)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-3)-D-GalNAc |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_140630,IEDB_141584,IEDB_141794,IEDB_142488,IEDB_144990,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_152215,IEDB_167071,IEDB_190606,IEDB_232584,IEDB_423153,IEDB_885822,IEDB_983931,SB_192,SB_21,SB_7
The structure is contained in the following publication(s):
- Article ID: 1525
Katzenellenbogen E, Kocharova NA, Zatonsky GV, Shashkov AS, Knirel YA, Gamian A, Bogulska M "Structure of the O-polysaccharide of Hafnia alvei strain PCM 1189 that has hexa- to octa-saccharide repeating units owing to incomplete glucosylation" -
Carbohydrate Research 340(2) (2005) 263-270
The O-polysaccharide of Hafnia alvei PCM 1189 consists of D-glucose, D-galactose, D-GalNAc and D-GlcA and lacks the strict regularity. The intact and carboxyl-reduced polysaccharides as well as oligosaccharides obtained by partial acid hydrolysis were studied by chemical and enzymatic analyses, methylation and NMR spectroscopy. The following structure was established for the O-polysaccharide, which is built up of branched hexa- to octasaccharide repeating units differing in the number of lateral glucose residues: [structure: see text] where the glucose residues shown in italics are nonstoichiometric substituents. The repeating units include also a minor O-acetyl group, whose position was not determined.
Lipopolysaccharide, O-antigen, Hafnia alvei, enterobacteria, bacterial polysaccharide structure
NCBI PubMed ID: 15639246Journal NLM ID: 0043535Publisher: Elsevier
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Immunochemistry Department, L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland
Methods: methylation, NMR, sugar analysis, enzymatic analysis
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7. Compound ID: 4129
a-D-Glcp-(1-6)-+
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a-D-Glcp-(1-4)-b-D-GlcpA-(1-4)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-3)-D-GalNAc |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_140630,IEDB_141584,IEDB_141794,IEDB_142488,IEDB_144990,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_152215,IEDB_167071,IEDB_190606,IEDB_423153,IEDB_885822,IEDB_983931,SB_192,SB_21,SB_7
The structure is contained in the following publication(s):
- Article ID: 1525
Katzenellenbogen E, Kocharova NA, Zatonsky GV, Shashkov AS, Knirel YA, Gamian A, Bogulska M "Structure of the O-polysaccharide of Hafnia alvei strain PCM 1189 that has hexa- to octa-saccharide repeating units owing to incomplete glucosylation" -
Carbohydrate Research 340(2) (2005) 263-270
The O-polysaccharide of Hafnia alvei PCM 1189 consists of D-glucose, D-galactose, D-GalNAc and D-GlcA and lacks the strict regularity. The intact and carboxyl-reduced polysaccharides as well as oligosaccharides obtained by partial acid hydrolysis were studied by chemical and enzymatic analyses, methylation and NMR spectroscopy. The following structure was established for the O-polysaccharide, which is built up of branched hexa- to octasaccharide repeating units differing in the number of lateral glucose residues: [structure: see text] where the glucose residues shown in italics are nonstoichiometric substituents. The repeating units include also a minor O-acetyl group, whose position was not determined.
Lipopolysaccharide, O-antigen, Hafnia alvei, enterobacteria, bacterial polysaccharide structure
NCBI PubMed ID: 15639246Journal NLM ID: 0043535Publisher: Elsevier
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Immunochemistry Department, L. Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland
Methods: methylation, NMR, sugar analysis, enzymatic analysis
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8. Compound ID: 6023
L-Fucp-(1-2)-+
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6dGulp-(1-3)-+ |
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-2)-D-Manp-(1-3)-D-Galp-(1-3)-D-GalpNAc-(1-
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6dGulp-(1-4)-+ |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_144983,IEDB_144990,IEDB_147450,IEDB_150766,IEDB_150767,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_152215,IEDB_153553,IEDB_167071,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461711,IEDB_461719,IEDB_885822,IEDB_983930,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_44,SB_67,SB_7,SB_72,SB_8,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 2681
Ovodov YS, Gorshkova RP, Tomshich SV, Komandrova NA, Zubkov VA, Kalmykova EN, Isakov VV "Chemical and Immunochemical studies on lipopolysaccharides of some Yersinia species - A review of some recent investigations" -
Journal of Carbohydrate Chemistry 11 (1992) 21-35
The present paper revealed the results of some recent chemical and immunochemical studies of the lipopolysaccharides from various species and erologie variants of Yersinia genus as follows: Y. pseudotuberculosis IIC and VII; Y. enterocolitica 0:1, 2a, 3; 0:2a, 2b, 3; 0:3; 0:4, 32; 0:5; 0:5,27; 0:6,31; 0:7,8; 0:19,8; 0:8; Y. frederiksenii 0:16,29; Y. intermedia 0:4,33; Y. aldovae.
Publication DOI: 10.1080/07328309208016139Journal NLM ID: 8218151Publisher: Marcel Dekker
Institutions: The Pacific Institute of Bioorganic Chemistry, Far East Branch of the USSR Academy of Sciences, 690022, Vladivostok, U.S.S.R
Methods: 13C NMR, 1H NMR
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9. Compound ID: 6024
L-Fucp-(1-2)-+
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6dGulp-(1-3)-+ |
| |
-4)-D-Manp-(1-3)-D-Galp-(1-3)-a-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_144983,IEDB_144990,IEDB_150766,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_152215,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461719,IEDB_885822,IEDB_983930,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_44,SB_67,SB_7,SB_72,SB_8,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 2681
Ovodov YS, Gorshkova RP, Tomshich SV, Komandrova NA, Zubkov VA, Kalmykova EN, Isakov VV "Chemical and Immunochemical studies on lipopolysaccharides of some Yersinia species - A review of some recent investigations" -
Journal of Carbohydrate Chemistry 11 (1992) 21-35
The present paper revealed the results of some recent chemical and immunochemical studies of the lipopolysaccharides from various species and erologie variants of Yersinia genus as follows: Y. pseudotuberculosis IIC and VII; Y. enterocolitica 0:1, 2a, 3; 0:2a, 2b, 3; 0:3; 0:4, 32; 0:5; 0:5,27; 0:6,31; 0:7,8; 0:19,8; 0:8; Y. frederiksenii 0:16,29; Y. intermedia 0:4,33; Y. aldovae.
Publication DOI: 10.1080/07328309208016139Journal NLM ID: 8218151Publisher: Marcel Dekker
Institutions: The Pacific Institute of Bioorganic Chemistry, Far East Branch of the USSR Academy of Sciences, 690022, Vladivostok, U.S.S.R
Methods: 13C NMR, 1H NMR
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10. Compound ID: 6136
a-L-Fucp-(1-2)-+
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D-6dGulp-(1-3)-D-Manp-(1-3)-D-Galp-(1-3)-a-D-GalpNAc |
Show graphically |
Structure type: oligomer
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_144983,IEDB_144990,IEDB_150766,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_152215,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461719,IEDB_885822,IEDB_983930,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_44,SB_67,SB_7,SB_72,SB_8,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 2739
Tomshich SV, Gorshkova RP, Ovodov YS "Structural characterization of a lipopolysaccharide of Yersinia enterocolitica serovar 0:8" -
Khimiia Prirodnykh Soedineniĭ = Chemistry of Natural Compounds [Russian] (1987) 657-664
Journal NLM ID: 0151571Publisher: Tashkent: Izdatelstvo Fan
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11. Compound ID: 6137
L-Fucp-(1-2)-+
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b-D-Quip-(1-4)-+ |
| |
b-D-Quip-(1-3)-D-Manp-(1-4)-D-Galp-(1-3)-a-D-GalpNAc |
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Structure type: oligomer
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_144983,IEDB_144990,IEDB_150766,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_152215,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461719,IEDB_885822,IEDB_983930,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_44,SB_67,SB_7,SB_72,SB_8,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 2740
Tomshich SV, Gorshkova RP, Ovodov YS "Comparative structural study of lipopolysaccharides of Yersinia enterocolitica serovars O:7.8 and O:19.8" -
Khimiia Prirodnykh Soedineniĭ = Chemistry of Natural Compounds [Russian] 25(6) (1989) 763-770
The lipopolysaccharides of Yersinia enterocolitica, serovars 0:7.8 (strain 106) and 0:19.8 (strain 842), isolated from the microbial mass by phenol-water extraction, contained residues of L-fucose, 6-deoxy-D-gulose, D-mannose, D-galactose, D-glucose, D- and L-glycero-D-mannoheptoses, N-acetyl-D-glucosamine, N-acetyl-D-galactosamine, and 2-keto-3-deoxyoctonic acid (KDO). The polysaccharides obtained by mild acid hydrolysis of the lipopolysaccharides followed by gel filtration on Sephadex G-50 were a mixture of the O-specific polysaccharide and the core, which could not be separated even by repeated rechromatography because of the comparability of their molecular masses. On the basis of the results of monosaccharide analysis, methylation, Smith degradation, and partial hydrolysis, a structure has been suggested for the repeating unit of the O-specific polysaccharides of the lipopolysaccharides of Y. enterocolitica of the serovars studied
Journal NLM ID: 0151571WWW link: http://link.springer.com/article/10.1007%2FBF00598256?LI=true#Publisher: Tashkent: Izdatelstvo Fan
Institutions: Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Branch, USSR Academy of Sciences, Vladivostok.
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12. Compound ID: 6138
L-Fucp-(1-2)-+
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b-D-6dGulp-(1-4)-+ |
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b-D-6dGulp-(1-3)-D-Manp-(1-4)-D-Galp-(1-3)-a-D-GalpNAc |
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Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130648,IEDB_130701,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_144983,IEDB_144990,IEDB_150766,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_152215,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461719,IEDB_885822,IEDB_983930,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_44,SB_67,SB_7,SB_72,SB_8,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 2740
Tomshich SV, Gorshkova RP, Ovodov YS "Comparative structural study of lipopolysaccharides of Yersinia enterocolitica serovars O:7.8 and O:19.8" -
Khimiia Prirodnykh Soedineniĭ = Chemistry of Natural Compounds [Russian] 25(6) (1989) 763-770
The lipopolysaccharides of Yersinia enterocolitica, serovars 0:7.8 (strain 106) and 0:19.8 (strain 842), isolated from the microbial mass by phenol-water extraction, contained residues of L-fucose, 6-deoxy-D-gulose, D-mannose, D-galactose, D-glucose, D- and L-glycero-D-mannoheptoses, N-acetyl-D-glucosamine, N-acetyl-D-galactosamine, and 2-keto-3-deoxyoctonic acid (KDO). The polysaccharides obtained by mild acid hydrolysis of the lipopolysaccharides followed by gel filtration on Sephadex G-50 were a mixture of the O-specific polysaccharide and the core, which could not be separated even by repeated rechromatography because of the comparability of their molecular masses. On the basis of the results of monosaccharide analysis, methylation, Smith degradation, and partial hydrolysis, a structure has been suggested for the repeating unit of the O-specific polysaccharides of the lipopolysaccharides of Y. enterocolitica of the serovars studied
Journal NLM ID: 0151571WWW link: http://link.springer.com/article/10.1007%2FBF00598256?LI=true#Publisher: Tashkent: Izdatelstvo Fan
Institutions: Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Branch, USSR Academy of Sciences, Vladivostok.
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13. Compound ID: 6177
Structure type: oligomer
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141582,IEDB_141584,IEDB_141794,IEDB_142488,IEDB_143260,IEDB_144990,IEDB_144998,IEDB_146664,IEDB_147450,IEDB_151528,IEDB_152215,IEDB_153207,IEDB_167071,IEDB_190606,IEDB_2218588,IEDB_885822,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
The structure is contained in the following publication(s):
- Article ID: 2762
Basu S, Pal J, Rao CVN, Chakrabarty AN, Dastidar SG "Immunochemical studies on a polysaccharide from Shigella dysenteriae type 2" -
Molecular Immunology 20 (1983) 1089-1093
Journal NLM ID: 7905289Publisher: Elsevier
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14. Compound ID: 6178
D-GlcpNAc-(1-4)-+
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D-Galp-(1-3)-D-GalpNAc-(1-3)-D-GalpNAc-(1-4)-D-Glc |
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Structure type: oligomer
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_135813,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141582,IEDB_141584,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_143260,IEDB_144990,IEDB_144998,IEDB_146664,IEDB_147450,IEDB_151528,IEDB_151531,IEDB_152215,IEDB_153207,IEDB_167071,IEDB_190606,IEDB_2218588,IEDB_885822,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
The structure is contained in the following publication(s):
- Article ID: 2762
Basu S, Pal J, Rao CVN, Chakrabarty AN, Dastidar SG "Immunochemical studies on a polysaccharide from Shigella dysenteriae type 2" -
Molecular Immunology 20 (1983) 1089-1093
Journal NLM ID: 7905289Publisher: Elsevier
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15. Compound ID: 7005
a-L-Fucp-(1-2)-+
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-3)-b-D-Galp-(1-3)-a-D-GalpNAc-(1-2)-a-D-Galp-(1-3)-a-D-GalpNAc-(1- |
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Structure type: polymer biological repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_140124,IEDB_141584,IEDB_141794,IEDB_141814,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_144990,IEDB_149570,IEDB_150766,IEDB_150948,IEDB_151528,IEDB_152213,IEDB_152214,IEDB_152215,IEDB_152218,IEDB_153205,IEDB_153222,IEDB_153553,IEDB_153554,IEDB_174039,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461714,IEDB_461719,IEDB_885822,SB_149,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 3199
Yi W, Bystricky P, Yao Q, Guo H, Zhu L, Li H, Shen J, Li M, Ganguly S, Bush CA, Wang PG "Two different O-polysaccharides from Escherichia coli O86 are produced by different polymerization of the same O-repeating unit." -
Carbohydrate Research 341 (2006) 100-108
The structure of a new O-polysaccharide from Escherichia coli O86:K62:B7 was determined using NMR and methylation analysis. The structure is as follows: [carbohydrate: see text]. Comparison with the previously published structure from E. coli O86:K2:H2 revealed that the O-polysaccharides from these two E. coli O86 serotypes share the same branched pentasaccharide repeating unit. However, they differ in the anomeric configuration of the linkage, the linkage position, and the identity of the residue through which polymerization occurs. The immunochemical activity of these two forms of LPS toward anti-B antibody was studied and compared. The results showed that LPS from E. coli O86:K2:H2 strain possesses higher blood group B reactivity. The immunoreactivity difference was explained by modeling of the O-repeating unit tetrasaccharide fragments. This finding provides a good system for the further study of O-polysaccharide biosynthesis especially the repeating unit polymerization mechanism.
Lipopolysaccharide, O-polysaccharide, molecular modeling, blood group antigens, polymerization, O-Repeating unit, Blood group antigens; Lipopolysaccharide; Molecular modeling; O-Polysaccharide; O-Repeating unit; Polymerization
NCBI PubMed ID: 16313893Publication DOI: 10.1016/j.carres.2005.11.001Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Peng G. Wang
Institutions: Department of Biochemistry, The Ohio State University, Columbus, OH 43210, USA, Department of Chemistry, University of Maryland, Baltimore County, MD 21250, USA
Methods: methylation, GC-MS, NMR, ELISA, composition analysis
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