Found 100 structures.
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1. Compound ID: 247
Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_114704,IEDB_136044,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 63
Faber EJ, Kamerling JP, Vliegenthart JFG "Structure of the extracellular polysaccharide produced by Lactobacillus delbrueckii subsp bulgaricus 291" -
Carbohydrate Research 331(2) (2001) 183-194
The lactic acid bacterium Lactobacillus delbrueckii subsp. bulgaricus 291, when grown in skimmed milk, produced 80 mg/L exopolysaccharide with an average molecular mass of 1.4 x 10(3) kDa. Monosaccharide analysis, methylation analysis, MS, and 1D/2D NMR (1H and 13C) studies performed on the native polysaccharide, and on oligosaccharides obtained from a mild acid hydrolysate of the native polysaccharide, showed the polysaccharide to consist of branched pentasaccharide repeating units with the following structure: [structure: see text].
structural analysis, exopolysaccharide, Lactobacillus delbrueckii subsp. bulgaicus
NCBI PubMed ID: 11322732Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kame@boc.chem.uu.nl
Institutions: Department of Bio-Organic Chemistry, Bijvoet Center, Utrecht University, Utrecht, The Netherlands
Methods: NMR-2D, methylation, NMR, sugar analysis, acid hydrolysis, MS
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2. Compound ID: 248
Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_114704,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 63
Faber EJ, Kamerling JP, Vliegenthart JFG "Structure of the extracellular polysaccharide produced by Lactobacillus delbrueckii subsp bulgaricus 291" -
Carbohydrate Research 331(2) (2001) 183-194
The lactic acid bacterium Lactobacillus delbrueckii subsp. bulgaricus 291, when grown in skimmed milk, produced 80 mg/L exopolysaccharide with an average molecular mass of 1.4 x 10(3) kDa. Monosaccharide analysis, methylation analysis, MS, and 1D/2D NMR (1H and 13C) studies performed on the native polysaccharide, and on oligosaccharides obtained from a mild acid hydrolysate of the native polysaccharide, showed the polysaccharide to consist of branched pentasaccharide repeating units with the following structure: [structure: see text].
structural analysis, exopolysaccharide, Lactobacillus delbrueckii subsp. bulgaicus
NCBI PubMed ID: 11322732Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kame@boc.chem.uu.nl
Institutions: Department of Bio-Organic Chemistry, Bijvoet Center, Utrecht University, Utrecht, The Netherlands
Methods: NMR-2D, methylation, NMR, sugar analysis, acid hydrolysis, MS
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3. Compound ID: 249
Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_114704,IEDB_136044,IEDB_137472,IEDB_141794,IEDB_141806,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_6,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 63
Faber EJ, Kamerling JP, Vliegenthart JFG "Structure of the extracellular polysaccharide produced by Lactobacillus delbrueckii subsp bulgaricus 291" -
Carbohydrate Research 331(2) (2001) 183-194
The lactic acid bacterium Lactobacillus delbrueckii subsp. bulgaricus 291, when grown in skimmed milk, produced 80 mg/L exopolysaccharide with an average molecular mass of 1.4 x 10(3) kDa. Monosaccharide analysis, methylation analysis, MS, and 1D/2D NMR (1H and 13C) studies performed on the native polysaccharide, and on oligosaccharides obtained from a mild acid hydrolysate of the native polysaccharide, showed the polysaccharide to consist of branched pentasaccharide repeating units with the following structure: [structure: see text].
structural analysis, exopolysaccharide, Lactobacillus delbrueckii subsp. bulgaicus
NCBI PubMed ID: 11322732Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kame@boc.chem.uu.nl
Institutions: Department of Bio-Organic Chemistry, Bijvoet Center, Utrecht University, Utrecht, The Netherlands
Methods: NMR-2D, methylation, NMR, sugar analysis, acid hydrolysis, MS
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4. Compound ID: 250
Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_114704,IEDB_141806,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 63
Faber EJ, Kamerling JP, Vliegenthart JFG "Structure of the extracellular polysaccharide produced by Lactobacillus delbrueckii subsp bulgaricus 291" -
Carbohydrate Research 331(2) (2001) 183-194
The lactic acid bacterium Lactobacillus delbrueckii subsp. bulgaricus 291, when grown in skimmed milk, produced 80 mg/L exopolysaccharide with an average molecular mass of 1.4 x 10(3) kDa. Monosaccharide analysis, methylation analysis, MS, and 1D/2D NMR (1H and 13C) studies performed on the native polysaccharide, and on oligosaccharides obtained from a mild acid hydrolysate of the native polysaccharide, showed the polysaccharide to consist of branched pentasaccharide repeating units with the following structure: [structure: see text].
structural analysis, exopolysaccharide, Lactobacillus delbrueckii subsp. bulgaicus
NCBI PubMed ID: 11322732Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kame@boc.chem.uu.nl
Institutions: Department of Bio-Organic Chemistry, Bijvoet Center, Utrecht University, Utrecht, The Netherlands
Methods: NMR-2D, methylation, NMR, sugar analysis, acid hydrolysis, MS
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5. Compound ID: 251
b-D-Glcp-(1-4)-+
|
b-D-Galp-(1-4)-b-D-Glcp-(1-6)-a-D-Glcp-(1-4)-D-Gal-ol |
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Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_114704,IEDB_136044,IEDB_137472,IEDB_141794,IEDB_141806,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_6,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 63
Faber EJ, Kamerling JP, Vliegenthart JFG "Structure of the extracellular polysaccharide produced by Lactobacillus delbrueckii subsp bulgaricus 291" -
Carbohydrate Research 331(2) (2001) 183-194
The lactic acid bacterium Lactobacillus delbrueckii subsp. bulgaricus 291, when grown in skimmed milk, produced 80 mg/L exopolysaccharide with an average molecular mass of 1.4 x 10(3) kDa. Monosaccharide analysis, methylation analysis, MS, and 1D/2D NMR (1H and 13C) studies performed on the native polysaccharide, and on oligosaccharides obtained from a mild acid hydrolysate of the native polysaccharide, showed the polysaccharide to consist of branched pentasaccharide repeating units with the following structure: [structure: see text].
structural analysis, exopolysaccharide, Lactobacillus delbrueckii subsp. bulgaicus
NCBI PubMed ID: 11322732Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kame@boc.chem.uu.nl
Institutions: Department of Bio-Organic Chemistry, Bijvoet Center, Utrecht University, Utrecht, The Netherlands
Methods: NMR-2D, methylation, NMR, sugar analysis, acid hydrolysis, MS
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6. Compound ID: 252
b-D-Galp-(1-4)-b-D-Glcp-(1-6)-+
|
b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-a-D-Glcp-(1-4)-D-Gal-ol |
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Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_114704,IEDB_136044,IEDB_137472,IEDB_141794,IEDB_141806,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_6,SB_7,SB_88
The structure is contained in the following publication(s):
- Article ID: 63
Faber EJ, Kamerling JP, Vliegenthart JFG "Structure of the extracellular polysaccharide produced by Lactobacillus delbrueckii subsp bulgaricus 291" -
Carbohydrate Research 331(2) (2001) 183-194
The lactic acid bacterium Lactobacillus delbrueckii subsp. bulgaricus 291, when grown in skimmed milk, produced 80 mg/L exopolysaccharide with an average molecular mass of 1.4 x 10(3) kDa. Monosaccharide analysis, methylation analysis, MS, and 1D/2D NMR (1H and 13C) studies performed on the native polysaccharide, and on oligosaccharides obtained from a mild acid hydrolysate of the native polysaccharide, showed the polysaccharide to consist of branched pentasaccharide repeating units with the following structure: [structure: see text].
structural analysis, exopolysaccharide, Lactobacillus delbrueckii subsp. bulgaicus
NCBI PubMed ID: 11322732Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: kame@boc.chem.uu.nl
Institutions: Department of Bio-Organic Chemistry, Bijvoet Center, Utrecht University, Utrecht, The Netherlands
Methods: NMR-2D, methylation, NMR, sugar analysis, acid hydrolysis, MS
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7. Compound ID: 279
Structure type: oligomer
Compound class: CPS
Contained glycoepitopes: IEDB_114704,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 73
Ferreira F, Andersson M, Kenne L, Cotta MA, Stack RJ "Structural studies of the extracellular polysaccharide from Butyrivibrio fibrisolvens strain 49" -
Carbohydrate Research 278(1) (1995) 143-153
The structure of Butyrivibrio fibrisolvens strain 49 capsular polysaccharide has been investigated mainly by sugar and methylation analysis, partial chemical degradations, NMR spectroscopy, and mass spectrometry. The results suggest that the polysaccharide is composed of pentasaccharide repeating units having the following structure. [formula: see text] The polysaccharide contains O-acetyl groups, one of which is substituted to O-3 of the 4-substituted α-D-Galp residue, while others occur in non-stoichiometric amounts at other locations
Bacterial polysaccharide, Butyrivibrio fibrisolvens, extracellular polysaccharide, structural elucidation, (1-carboxyethyl)hexose
NCBI PubMed ID: 8536266Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Catedra de Farmacognosia y Productos Naturales, Facultad de Quimica, Montevideo, Uruguay, ASTRA ARCUS AB, Analytical and Pharmaceutical R&S, Sodertalje, Sweden, Departement of Chemistry, Swedish University of Agricultural Sciences, Uppsala, Sweden, National Center for Argicultural Utilization Research, Agricultural Research Service, US Departement of Agriculture, Peoria, IL, USA, Glycomed Incorporated, Alameda, USA
Methods: NMR-2D, methylation, partial acid hydrolysis, NMR, sugar analysis, carboxyl reduction, Smith degradation
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8. Compound ID: 1940
a-L-Fucp-(1-3)-+ a-L-Fucp-(1-3)-+
| |
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)-D-Gal-ol-(?--/D-Gal-ol-1-d/ |
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Structure type: oligomer
; 1759 [M+H]+
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_130646,IEDB_130654,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,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_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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9. Compound ID: 1941
b-D-Galp-(1-4)-+ a-L-Fucp-(1-3)-+
| |
a-L-Fucp-(1-3)-b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-D-Gal-ol-(?--/D-Gal-ol-1-d/ |
Show graphically |
Structure type: oligomer
; 1514 [M+H]+
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_130646,IEDB_130654,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_140108,IEDB_140122,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_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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10. Compound ID: 1942
a-L-Fucp-(1-3)-+
|
b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-D-Gal-ol-(?--/D-Gal-ol-1-d/ |
Show graphically |
Structure type: oligomer
; 1136 [M+H]+
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_130646,IEDB_130654,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_145669,IEDB_149557,IEDB_150092,IEDB_151531,IEDB_152214,IEDB_174333,IEDB_190606,IEDB_461720,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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11. Compound ID: 1943
b-D-GlcpNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-D-Gal-ol-(?--/D-Gal-ol-1-d/ |
Show graphically |
Structure type: oligomer
; 962 [M+H]+
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_130646,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_151531,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: 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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12. Compound ID: 1944
b-D-Galp-(1-4)-+
|
a-L-Fucp-(1-3)-b-D-GlcpNAc-(1-3)-D-Gal-ol-(?--/D-Gal-ol-1-d/ |
Show graphically |
Structure type: oligomer
; 891 [M+H]+
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_130646,IEDB_130654,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_145669,IEDB_149557,IEDB_150092,IEDB_151531,IEDB_152214,IEDB_174333,IEDB_190606,IEDB_461720,SB_157,SB_165,SB_166,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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13. Compound ID: 1945
Structure type: oligomer
; 513 [M+H]+
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_151531
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: 1967
a-L-Fucp-(1-3)-+
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b-D-GlcNAc-(1-3)-b-D-Galp-(1-4)-b-D-GlcpNAc-(1-3)-D-Gal-ol-(?--/D-Gal-ol-1-d/ |
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Structure type: oligomer
; 1136 [M+H]+ permethylated
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_130646,IEDB_130654,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_145669,IEDB_149557,IEDB_150092,IEDB_151531,IEDB_152214,IEDB_174333,IEDB_190606,IEDB_461720,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: 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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15. Compound ID: 1968
b-D-Galp-(1-4)-+
|
a-L-Fucp-(1-3)-b-D-GlcpNAc-(1-3)-D-Gal-ol-(?--/D-Gal-ol-1-d/ |
Show graphically |
Structure type: oligomer
; 891 [M+H]+ permethylated
Aglycon: D-Gal-ol-1-d
Contained glycoepitopes: IEDB_114704,IEDB_130646,IEDB_130654,IEDB_135813,IEDB_136044,IEDB_136045,IEDB_137340,IEDB_137472,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_145669,IEDB_149557,IEDB_150092,IEDB_151531,IEDB_152214,IEDB_174333,IEDB_190606,IEDB_461720,SB_157,SB_165,SB_166,SB_187,SB_195,SB_30,SB_7,SB_86,SB_88
The structure is contained in the following publication(s):
- 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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