Found 140 structures.
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Next 15 structure(s)
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1. Compound ID: 10366
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?%b-Xylp-(1-2)-+
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-3)-a-Talp-(1-3)-b-GalpNAc-(1-
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?%b-Xylp-(1-4)-+ |
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Structure type: polymer chemical repeating unit
Contained glycoepitopes: IEDB_114701,IEDB_130648,IEDB_137473,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 4307
Greenfield LK, Whitfield C "Synthesis of lipopolysaccharide O-antigens by ABC transporter-dependent pathways" -
Carbohydrate Research 356 (2012) 12-24
The O-polysaccharide (O-PS; O-antigen) of bacterial lipopolysaccharides is made up of repeating units of one or more sugar residues and displays remarkable structural diversity. Despite the structural variations, there are only three strategies for O-PS assembly. The ATP-binding cassette (ABC)-transporter-dependent mechanism of O-PS biosynthesis is widespread. The Escherichia coli O9a and Klebsiella pneumoniae O2a antigens provide prototypes, which are distinguished by the fine details that link glycan polymerization and chain termination at the cytoplasmic face of the inner membrane to its export via the ABC transporter. Here, we describe the current understanding of these processes. Since glycoconjugate assembly complexes that utilize an ABC transporter-dependent pathway are widespread among the bacterial kingdom, the models described here are expected to extend beyond O-PS biosynthesis systems
Lipopolysaccharide, O-polysaccharide, ATP-binding cassette transporter, Escherichia coli O9a, Klebsiella pneumoniae O2a
NCBI PubMed ID: 22475157Publication DOI: 10.1016/j.carres.2012.02.027Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: C. Whitfield
Institutions: Department of Molecular and Cellular Biology, University of Guelph, Guelph, Ontario, Canada N1G 2W1
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2. Compound ID: 10569
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?%b-L-Xyl-(1-4)-+
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?%b-L-Xyl-(1-3)-+ |
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?%b-L-Xyl-(1-4)-+ | |
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-2)-a-L-Rhap-(1-2)-a-D-Glcp-(1-3)-a-L-Rhap-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_133754,IEDB_136105,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_158539,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 4329
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: 13259
Structure type: fragment of a bigger structure
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_140630,IEDB_142488,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_423153,IEDB_581506,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 5251
Jensen S, Petersen BO, Omarsdottir S, Paulsen BS, Duus JØ, Olafsdottir ES "Structural characterisation of a complex heteroglycan from the cyanobacterium Nostoc commune" -
Carbohydrate Polymers 91(1) (2013) 370-376
An alkali-extractable O-methylated ribofuranose-containing heteroglycan, Nc-5-s, was isolated from wild-growing field colonies of the cyanobacterium Nostoc commune collected in Iceland, using ethanol fractionation and anion-exchange chromatography. The average molecular weight was estimated to be 1500 kDa. Structural characterisation of the heteroglycan was performed by high-field NMR spectroscopy (1D proton, 2D-COSY, 2D-NOESY, 2D-TOCSY, 1H 13C-HSQC, HMBC, H2BC and HSQC-NOESY) as well as monosaccharide analysis after methanolysis by GC and supported by linkage analysis by GC-MS. According to the data obtained, the structure of Nc-5-s is composed of repeating units of 1, 1a, 1b and 2 and 2a in approximate molar ratio of (10:25:50:5:10). [structures]
structure elucidation, polysaccharides, cyanobacteria, Nostoc commune, high-field NMR
NCBI PubMed ID: 23044145Publication DOI: 10.1016/j.carbpol.2012.08.063Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: Olafsdottir ES
Institutions: Carlsberg Laboratory, Copenhagen, Denmark, Faculty of Pharmaceutical Sciences, School of Health Sciences, University of Iceland, Hagi, Reykjavik, Iceland, Department of Pharmacognosy, Institute of Pharmacy, University of Oslo, Oslo, Norway
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, GC-MS, acid hydrolysis, ion-exchange chromatography, extraction, methylation analysis, NaBH4 reduction, HPGPC
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4. Compound ID: 13260
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a-Araf2Me-(1-3)-+
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-4)-b-D-GlcpA2Me-(1-4)-b-Xylp-(1-3)-b-D-Glcp-(1-4)-b-Arap-(1- |
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Structure type: fragment of a bigger structure
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136907,IEDB_140630,IEDB_142488,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_423153,IEDB_581506,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 5251
Jensen S, Petersen BO, Omarsdottir S, Paulsen BS, Duus JØ, Olafsdottir ES "Structural characterisation of a complex heteroglycan from the cyanobacterium Nostoc commune" -
Carbohydrate Polymers 91(1) (2013) 370-376
An alkali-extractable O-methylated ribofuranose-containing heteroglycan, Nc-5-s, was isolated from wild-growing field colonies of the cyanobacterium Nostoc commune collected in Iceland, using ethanol fractionation and anion-exchange chromatography. The average molecular weight was estimated to be 1500 kDa. Structural characterisation of the heteroglycan was performed by high-field NMR spectroscopy (1D proton, 2D-COSY, 2D-NOESY, 2D-TOCSY, 1H 13C-HSQC, HMBC, H2BC and HSQC-NOESY) as well as monosaccharide analysis after methanolysis by GC and supported by linkage analysis by GC-MS. According to the data obtained, the structure of Nc-5-s is composed of repeating units of 1, 1a, 1b and 2 and 2a in approximate molar ratio of (10:25:50:5:10). [structures]
structure elucidation, polysaccharides, cyanobacteria, Nostoc commune, high-field NMR
NCBI PubMed ID: 23044145Publication DOI: 10.1016/j.carbpol.2012.08.063Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: Olafsdottir ES
Institutions: Carlsberg Laboratory, Copenhagen, Denmark, Faculty of Pharmaceutical Sciences, School of Health Sciences, University of Iceland, Hagi, Reykjavik, Iceland, Department of Pharmacognosy, Institute of Pharmacy, University of Oslo, Oslo, Norway
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, GC-MS, acid hydrolysis, ion-exchange chromatography, extraction, methylation analysis, NaBH4 reduction, HPGPC
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5. Compound ID: 13261
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a-Ribf-(1-3)-+
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-4)-b-D-GlcpA2Me-(1-4)-b-Xylp-(1-3)-b-D-Glcp-(1-4)-b-Arap-(1- |
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Structure type: fragment of a bigger structure
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_140630,IEDB_142488,IEDB_146664,IEDB_149136,IEDB_167188,IEDB_174332,IEDB_423153,IEDB_581506,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 5251
Jensen S, Petersen BO, Omarsdottir S, Paulsen BS, Duus JØ, Olafsdottir ES "Structural characterisation of a complex heteroglycan from the cyanobacterium Nostoc commune" -
Carbohydrate Polymers 91(1) (2013) 370-376
An alkali-extractable O-methylated ribofuranose-containing heteroglycan, Nc-5-s, was isolated from wild-growing field colonies of the cyanobacterium Nostoc commune collected in Iceland, using ethanol fractionation and anion-exchange chromatography. The average molecular weight was estimated to be 1500 kDa. Structural characterisation of the heteroglycan was performed by high-field NMR spectroscopy (1D proton, 2D-COSY, 2D-NOESY, 2D-TOCSY, 1H 13C-HSQC, HMBC, H2BC and HSQC-NOESY) as well as monosaccharide analysis after methanolysis by GC and supported by linkage analysis by GC-MS. According to the data obtained, the structure of Nc-5-s is composed of repeating units of 1, 1a, 1b and 2 and 2a in approximate molar ratio of (10:25:50:5:10). [structures]
structure elucidation, polysaccharides, cyanobacteria, Nostoc commune, high-field NMR
NCBI PubMed ID: 23044145Publication DOI: 10.1016/j.carbpol.2012.08.063Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: Olafsdottir ES
Institutions: Carlsberg Laboratory, Copenhagen, Denmark, Faculty of Pharmaceutical Sciences, School of Health Sciences, University of Iceland, Hagi, Reykjavik, Iceland, Department of Pharmacognosy, Institute of Pharmacy, University of Oslo, Oslo, Norway
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, GC-MS, acid hydrolysis, ion-exchange chromatography, extraction, methylation analysis, NaBH4 reduction, HPGPC
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6. Compound ID: 13262
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a-D-Manp-(1-6)-b-D-Glcp-(1-6)-+ b-D-GlcpA-(1-6)-+
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-4)-b-D-Manp3Me-(1-4)-b-Xylp-(1-4)-b-D-Glcp-(1-4)-a-Galp-(1- |
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Structure type: fragment of a bigger structure
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_130701,IEDB_136906,IEDB_137472,IEDB_137485,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_151528,IEDB_152206,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_423153,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_7,SB_72
The structure is contained in the following publication(s):
- Article ID: 5251
Jensen S, Petersen BO, Omarsdottir S, Paulsen BS, Duus JØ, Olafsdottir ES "Structural characterisation of a complex heteroglycan from the cyanobacterium Nostoc commune" -
Carbohydrate Polymers 91(1) (2013) 370-376
An alkali-extractable O-methylated ribofuranose-containing heteroglycan, Nc-5-s, was isolated from wild-growing field colonies of the cyanobacterium Nostoc commune collected in Iceland, using ethanol fractionation and anion-exchange chromatography. The average molecular weight was estimated to be 1500 kDa. Structural characterisation of the heteroglycan was performed by high-field NMR spectroscopy (1D proton, 2D-COSY, 2D-NOESY, 2D-TOCSY, 1H 13C-HSQC, HMBC, H2BC and HSQC-NOESY) as well as monosaccharide analysis after methanolysis by GC and supported by linkage analysis by GC-MS. According to the data obtained, the structure of Nc-5-s is composed of repeating units of 1, 1a, 1b and 2 and 2a in approximate molar ratio of (10:25:50:5:10). [structures]
structure elucidation, polysaccharides, cyanobacteria, Nostoc commune, high-field NMR
NCBI PubMed ID: 23044145Publication DOI: 10.1016/j.carbpol.2012.08.063Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: Olafsdottir ES
Institutions: Carlsberg Laboratory, Copenhagen, Denmark, Faculty of Pharmaceutical Sciences, School of Health Sciences, University of Iceland, Hagi, Reykjavik, Iceland, Department of Pharmacognosy, Institute of Pharmacy, University of Oslo, Oslo, Norway
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, GC-MS, acid hydrolysis, ion-exchange chromatography, extraction, methylation analysis, NaBH4 reduction, HPGPC
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7. Compound ID: 13263
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b-D-Manp-(1-6)-+ b-D-GlcpA-(1-6)-+
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-4)-b-D-Manp3Me-(1-4)-b-Xylp-(1-4)-b-D-Glcp-(1-4)-a-Galp-(1- |
Show graphically |
Structure type: fragment of a bigger structure
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136906,IEDB_137472,IEDB_137485,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_151528,IEDB_152206,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_423153,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_7,SB_72
The structure is contained in the following publication(s):
- Article ID: 5251
Jensen S, Petersen BO, Omarsdottir S, Paulsen BS, Duus JØ, Olafsdottir ES "Structural characterisation of a complex heteroglycan from the cyanobacterium Nostoc commune" -
Carbohydrate Polymers 91(1) (2013) 370-376
An alkali-extractable O-methylated ribofuranose-containing heteroglycan, Nc-5-s, was isolated from wild-growing field colonies of the cyanobacterium Nostoc commune collected in Iceland, using ethanol fractionation and anion-exchange chromatography. The average molecular weight was estimated to be 1500 kDa. Structural characterisation of the heteroglycan was performed by high-field NMR spectroscopy (1D proton, 2D-COSY, 2D-NOESY, 2D-TOCSY, 1H 13C-HSQC, HMBC, H2BC and HSQC-NOESY) as well as monosaccharide analysis after methanolysis by GC and supported by linkage analysis by GC-MS. According to the data obtained, the structure of Nc-5-s is composed of repeating units of 1, 1a, 1b and 2 and 2a in approximate molar ratio of (10:25:50:5:10). [structures]
structure elucidation, polysaccharides, cyanobacteria, Nostoc commune, high-field NMR
NCBI PubMed ID: 23044145Publication DOI: 10.1016/j.carbpol.2012.08.063Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: Olafsdottir ES
Institutions: Carlsberg Laboratory, Copenhagen, Denmark, Faculty of Pharmaceutical Sciences, School of Health Sciences, University of Iceland, Hagi, Reykjavik, Iceland, Department of Pharmacognosy, Institute of Pharmacy, University of Oslo, Oslo, Norway
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, GC-MS, acid hydrolysis, ion-exchange chromatography, extraction, methylation analysis, NaBH4 reduction, HPGPC
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8. Compound ID: 13269
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/Variants 0/-+
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-4)-b-D-GlcpA2Me-(1-4)-b-Xylp-(1-3)-b-D-Glcp-(1-4)-b-Arap-(1-
/Variants 0/ is:
59%a-Ribf-(1-3)-
OR (exclusively)
29%a-Araf2Me-(1-3)- |
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Structure type: fragment of a bigger structure
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136907,IEDB_140630,IEDB_142488,IEDB_146664,IEDB_149136,IEDB_167188,IEDB_174332,IEDB_423153,IEDB_581506,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 5254
Olafsdottir A, Thorlacius GE, Omarsdottir S, Olafsdottir ES, Vikingsson A, Freysdottir J, Hardardottir I "A heteroglycan from the cyanobacterium Nostoc commune modulates LPS-induced inflammatory cytokine secretion by THP-1 monocytes through phosphorylation of ERK1/2 and Akt" -
Phytomedicine 21(11) (2014) 1451-1457
Cyanobacteria (blue-green algae) have been consumed as food and used in folk medicine since ancient times to alleviate a variety of diseases. Cyanobacteria of the genus Nostoc have been shown to produce complex exopolysaccharides with antioxidant and antiviral activity. Furthermore, Nostoc sp. are common in cyanolichen symbiosis and lichen polysaccharides are known to have immunomodulating effects. Nc-5-s is a heteroglycan isolated from free-living colonies of Nostoc commune and its structure has been characterized in detail. The aim of this study was to determine the effects of Nc-5-s on the inflammatory response of lipopolysaccharide (LPS)-stimulated human THP-1 monocytes and how the effects are mediated. THP-1 monocytes primed with interferon-γ and stimulated with LPS in the presence of Nc-5-s secreted less of the pro-inflammatory cytokine interleukin (IL)-6 and more of the anti-inflammatory cytokine IL-10 than THP-1 monocytes stimulated without Nc-5-s. In contrast, Nc-5-s increased LPS-induced secretion of the pro-inflammatory cytokines tumor necrosis factor (TNF)-α and IL-8. Nc-5-s decreased LPS-induced phosphorylation of the extracellular regulated kinase (ERK)1/2 and Akt kinase, but did not affect phosphorylation of the p38 kinase, activation of the nuclear factor kappa B pathway, nor DNA binding of c-fos. These results show that Nc-5-s has anti-inflammatory effects on IL-6 and IL-10 secretion by THP-1 monocytes, but its effects are pro-inflammatory when it comes to TNF-α and IL-8. Furthermore, they show that the effects of Nc-5-s may be mediated through the ERK1/2 pathway and/or the Akt/phosphoinositide 3-kinase pathway and their downstream effectors. The ability of Nc-5-s to decrease IL-6 secretion, increase IL-10 secretion and moderate ERK1/2 activation indicates a potential for its development as an anti-inflammatory agent.
polysaccharides, Nostoc commune, IL-10 ERK1/2, IL-6, THP-1 cells
NCBI PubMed ID: 24877713Publication DOI: 10.1016/j.phymed.2014.04.023Journal NLM ID: 9438794Publisher: Stuttgart: Urban & Fischer Verlag
Correspondence: Hardardottir I
Institutions: Department of Biochemistry and Molecular Biology, Faculty of Medicine, Biomedical Center, University of Iceland, Iceland, Department of Immunology, Faculty of Medicine, Biomedical Center, University of Iceland, Iceland, Center for Rheumatology Research, Landspitali - The National University Hospital of Iceland, Iceland, Department of Immunology, Landspitali - The National University Hospital of Iceland, Iceland, Faculty of Pharmaceutical Sciences, University of Iceland, Iceland
Methods: Western blotting, ion-exchange chromatography, extraction, cytokine assay, HPGPC
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9. Compound ID: 14288
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/Variants 0/-D-GlcpA-(1-4)-D-Gal-(1-4)-D-Glcp-(1-4)-Xyl
/Variants 0/ is:
D-GlcpA-(1-6)-
OR (exclusively)
D-GlcpA-(1-4)- |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136044,IEDB_136095,IEDB_136906,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_423153,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: 5627
Dembitsky VM, Rezanka T "Metabolites produced by nitrogen-fixing Nostoc species" -
Folia Microbiologica 50(5) (2005) 363-391
This paper provides a comprehensive overview of metabolites, including lipids and lipid-like compounds, boron-containing macrocycles, arsenolipids, oligopeptides and amino acid derivatives, produced by cyanobacteria of the genus Nostoc
cyanobacteria, lipids, metabolites, Nostoc
NCBI PubMed ID: 16475497Publication DOI: 10.1007/bf02931419Journal NLM ID: 0376757Publisher: New York: Springer
Correspondence: rezanka@biomed.cas.cz
Institutions: Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech, Department of Organic Chemistry, The Hebrew University of Jerusalem, Jerusalem, Israel
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10. Compound ID: 14289
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/Variants 0/-D-Glcp-(1-4)-D-Gal-(1-4)-D-Glcp-(1-4)-Xyl
/Variants 0/ is:
D-GlcpA-(1-6)-
OR (exclusively)
D-GlcpA-(1-4)- |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_136044,IEDB_136095,IEDB_136906,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_423153,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: 5627
Dembitsky VM, Rezanka T "Metabolites produced by nitrogen-fixing Nostoc species" -
Folia Microbiologica 50(5) (2005) 363-391
This paper provides a comprehensive overview of metabolites, including lipids and lipid-like compounds, boron-containing macrocycles, arsenolipids, oligopeptides and amino acid derivatives, produced by cyanobacteria of the genus Nostoc
cyanobacteria, lipids, metabolites, Nostoc
NCBI PubMed ID: 16475497Publication DOI: 10.1007/bf02931419Journal NLM ID: 0376757Publisher: New York: Springer
Correspondence: rezanka@biomed.cas.cz
Institutions: Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech, Department of Organic Chemistry, The Hebrew University of Jerusalem, Jerusalem, Israel
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11. Compound ID: 17221
Structure type: homopolymer
Trivial name: xylan
Contained glycoepitopes: IEDB_114701,IEDB_167188,IEDB_174332
The structure is contained in the following publication(s):
- Article ID: 6735
Jiménez-Barbero J, Prieto A, Gomez-Miranda B, Leal JA, Bernabé M "Chemical structure of fungal cell-wall polysaccharides isolated from Microsporum gypseum and related species of Microsporum and Trychophyton" -
Carbohydrate Research 272(1) (1995) 121-128
structure, polysaccharide, cell wall, chemical, chemical structure, polysaccharides, species, cell wall polysaccharides, cell wall polysaccharide, fungal, Microsporum, Trychophyton
Publication DOI: 10.1016/0008-6215(95)00023-MJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Grupo de Carbohidratos, Instituto de Quimica Organica, Madrid, Spain
Methods: 13C NMR, 1H NMR, methylation analysis
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12. Compound ID: 17469
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a-D-Manp-(1-4)-b-D-GlcpA-(1-2)-+
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a-D-Manp-(1-4)-b-D-GlcpA-(1-2)-+ |
| |
b-Xylp-(1-3)-b-Xylp-(1-2)-+ | |
| | |
b-Xylp-(1-3)-b-Xylp-(1-2)-+ | | |
| | | |
-3)-a-Manp-(1-3)-a-Manp-(1-3)-a-Manp-(1-3)-a-Manp-(1-3)-a-Manp-(1-3)-a-Manp-(1-3)-a-Manp-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Contained glycoepitopes: IEDB_114701,IEDB_115136,IEDB_115576,IEDB_130701,IEDB_1394182,IEDB_140116,IEDB_140630,IEDB_144983,IEDB_145668,IEDB_152206,IEDB_164174,IEDB_167188,IEDB_174332,IEDB_423153,IEDB_76933,IEDB_983930,SB_197,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6882
De Baets S, Vandamme EJ "Extracellular Tremella polysaccharides: structure, properties and applications" -
Biotechnology Letters 23 (2001) 1361-1366
Tremella sp. is a yeast-like fungus from which polysaccharides can be isolated from either the yeast or the fungus phase, depending on the species. All of the polymers synthesized by these organisms consist of a mannan backbone to which small xylose side chains and glucuronic acid are attached. The main interest in these glucuronoxylomannans is their application in medicine to enhance the immune system.
Tremella mesenterica, Glucuronoxylomannan, hypoglycemic, immuno-modulatory, Tremella aurantia, Tremella fuciformis, yeast polysaccharides
Publication DOI: 10.1023/A:1011645724220Journal NLM ID: 8008051Publisher: Kluwer Academic Publishers
Correspondence: Sophie.DeBaets@rug.ac.be
Institutions: Laboratory of Industrial Microbiology and Biocatalysis, Department of Biochemical and Microbial Technology, Ghent University, Coupure links 653, B-9000 Gent, Belgium
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13. Compound ID: 17581
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a-Manp-(1-3)-+
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b-Xylp-(1-2)-a-Manp-(1-4)-b-Galp-(1-6)-a-Manp-(1-2)-L-myoIno |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_114701,IEDB_130701,IEDB_136044,IEDB_137472,IEDB_1394182,IEDB_141794,IEDB_144983,IEDB_145668,IEDB_152206,IEDB_164174,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 6912
Penha CV, Todeschini AR, Lopes-Bezerra LM, Wait R, Jones C, Mattos KA, Heise N, Mendonça-Previato L, Previato JO "Characterization of novel structures of mannosylinositolphosphorylceramides from the yeast forms of Sporothrix schenckii" -
European Journal of Biochemistry 268 (2001) 4243-4250
Novel structures of glycoinositolphosphorylceramide (GIPC) from the infective yeast form of Sporothrix schenckii were determined by methylation analysis, mass spectrometry and NMR spectroscopy. The lipid portion was characterized as a ceramide composed of C-18 phytosphingosine N-acylated by either 2-hydroxylignoceric acid (80%), lignoceric (15%) or 2,3-dihydroxylignoceric acids (5%). The ceramide was linked through a phosphodiester to myo-inositol (Ins) which is substituted on position O-6 by an oligomannose chain. GIPC-derived Ins oligomannosides were liberated by ammonolysis and characterized as: Manp-α1→6Ins; Manp-α1→3Manp-α1→6Ins; Manp-α1→6Manp-α1→3Manp-α1→3Manp-α1→6Ins; Manp-α1→2Manp-α1→6Manp-α1→3Manp-α1→3Manp-α1→6Ins. These structures comprise a novel family of fungal GIPC, as they contain the Manp-α1→6Ins substructure, which has not previously been characterized unambigously, and may be acylated with a 2,3-dihydroxylignoceric fatty acid, a feature hitherto undescribed in fungal lipids.
NMR, mass spectrometry, Sporothrix schenckii, glycoinositolphosphorylceramide
Publication DOI: 10.1046/j.1432-1327.2001.02339.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: immglup@microbio.ufrj.br
Institutions: Departamento de Biologia Celular e Genética and Departamento de Bioquímica, UERJ, Rio de Janeiro, Brasil, Kennedy Institute for Rheumatology, Imperial College, London, UK, Laboratory for Molecular Structure, NIBSC, Herts, UK, Instituto de Microbiologia, CCS-Bloco I, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brasil
Methods: 13C NMR, 1H NMR, gel filtration, GC-MS, GLC, MALDI-MS, HPLC, TOCSY, methylation analysis, HMBC, HMQC, NOESY, ammonolysis
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14. Compound ID: 17582
|
b-Xylp-(1-2)-+
|
a-Manp-(1-6)-a-Manp-(1-3)-a-Manp-(1-4)-b-Galp-(1-6)-a-Manp-(1-2)-L-myoIno |
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Structure type: oligomer
Contained glycoepitopes: IEDB_114701,IEDB_130701,IEDB_136044,IEDB_137472,IEDB_1394182,IEDB_140116,IEDB_141793,IEDB_141794,IEDB_144983,IEDB_145668,IEDB_152206,IEDB_153220,IEDB_164174,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_197,SB_198,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 6912
Penha CV, Todeschini AR, Lopes-Bezerra LM, Wait R, Jones C, Mattos KA, Heise N, Mendonça-Previato L, Previato JO "Characterization of novel structures of mannosylinositolphosphorylceramides from the yeast forms of Sporothrix schenckii" -
European Journal of Biochemistry 268 (2001) 4243-4250
Novel structures of glycoinositolphosphorylceramide (GIPC) from the infective yeast form of Sporothrix schenckii were determined by methylation analysis, mass spectrometry and NMR spectroscopy. The lipid portion was characterized as a ceramide composed of C-18 phytosphingosine N-acylated by either 2-hydroxylignoceric acid (80%), lignoceric (15%) or 2,3-dihydroxylignoceric acids (5%). The ceramide was linked through a phosphodiester to myo-inositol (Ins) which is substituted on position O-6 by an oligomannose chain. GIPC-derived Ins oligomannosides were liberated by ammonolysis and characterized as: Manp-α1→6Ins; Manp-α1→3Manp-α1→6Ins; Manp-α1→6Manp-α1→3Manp-α1→3Manp-α1→6Ins; Manp-α1→2Manp-α1→6Manp-α1→3Manp-α1→3Manp-α1→6Ins. These structures comprise a novel family of fungal GIPC, as they contain the Manp-α1→6Ins substructure, which has not previously been characterized unambigously, and may be acylated with a 2,3-dihydroxylignoceric fatty acid, a feature hitherto undescribed in fungal lipids.
NMR, mass spectrometry, Sporothrix schenckii, glycoinositolphosphorylceramide
Publication DOI: 10.1046/j.1432-1327.2001.02339.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: immglup@microbio.ufrj.br
Institutions: Departamento de Biologia Celular e Genética and Departamento de Bioquímica, UERJ, Rio de Janeiro, Brasil, Kennedy Institute for Rheumatology, Imperial College, London, UK, Laboratory for Molecular Structure, NIBSC, Herts, UK, Instituto de Microbiologia, CCS-Bloco I, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brasil
Methods: 13C NMR, 1H NMR, gel filtration, GC-MS, GLC, MALDI-MS, HPLC, TOCSY, methylation analysis, HMBC, HMQC, NOESY, ammonolysis
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15. Compound ID: 17583
|
b-Xylp-(1-2)-+
|
a-Manp-(1-6)-a-Manp-(1-6)-a-Manp-(1-3)-a-Manp-(1-4)-b-Galp-(1-6)-a-Manp-(1-2)-L-myoIno |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_114701,IEDB_130701,IEDB_136044,IEDB_137472,IEDB_1394182,IEDB_140116,IEDB_141793,IEDB_141794,IEDB_141828,IEDB_144983,IEDB_145668,IEDB_152206,IEDB_153220,IEDB_164174,IEDB_167188,IEDB_174332,IEDB_190606,IEDB_76933,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_197,SB_198,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 6912
Penha CV, Todeschini AR, Lopes-Bezerra LM, Wait R, Jones C, Mattos KA, Heise N, Mendonça-Previato L, Previato JO "Characterization of novel structures of mannosylinositolphosphorylceramides from the yeast forms of Sporothrix schenckii" -
European Journal of Biochemistry 268 (2001) 4243-4250
Novel structures of glycoinositolphosphorylceramide (GIPC) from the infective yeast form of Sporothrix schenckii were determined by methylation analysis, mass spectrometry and NMR spectroscopy. The lipid portion was characterized as a ceramide composed of C-18 phytosphingosine N-acylated by either 2-hydroxylignoceric acid (80%), lignoceric (15%) or 2,3-dihydroxylignoceric acids (5%). The ceramide was linked through a phosphodiester to myo-inositol (Ins) which is substituted on position O-6 by an oligomannose chain. GIPC-derived Ins oligomannosides were liberated by ammonolysis and characterized as: Manp-α1→6Ins; Manp-α1→3Manp-α1→6Ins; Manp-α1→6Manp-α1→3Manp-α1→3Manp-α1→6Ins; Manp-α1→2Manp-α1→6Manp-α1→3Manp-α1→3Manp-α1→6Ins. These structures comprise a novel family of fungal GIPC, as they contain the Manp-α1→6Ins substructure, which has not previously been characterized unambigously, and may be acylated with a 2,3-dihydroxylignoceric fatty acid, a feature hitherto undescribed in fungal lipids.
NMR, mass spectrometry, Sporothrix schenckii, glycoinositolphosphorylceramide
Publication DOI: 10.1046/j.1432-1327.2001.02339.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: immglup@microbio.ufrj.br
Institutions: Departamento de Biologia Celular e Genética and Departamento de Bioquímica, UERJ, Rio de Janeiro, Brasil, Kennedy Institute for Rheumatology, Imperial College, London, UK, Laboratory for Molecular Structure, NIBSC, Herts, UK, Instituto de Microbiologia, CCS-Bloco I, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brasil
Methods: 13C NMR, 1H NMR, gel filtration, GC-MS, GLC, MALDI-MS, HPLC, TOCSY, methylation analysis, HMBC, HMQC, NOESY, ammonolysis
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