Found 254 structures.
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1. Compound ID: 9004
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a-Galp-(1-4)-+
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a-GalpA-(1-5)-Kdop-(2-4)-+
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a-GalpA-(1-4)-+ |
| |
Fucp-(1-?)-Manp-(1-?)-QuipNAc-(1-?)-Kdop-(2-6)-a-Galp-(1-6)-a-Manp-(1-5)-Kdop-(2--/lipid A/ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_115015,IEDB_130650,IEDB_130659,IEDB_130701,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137485,IEDB_1394182,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_174333,IEDB_190606,IEDB_983930,SB_44,SB_67,SB_7,SB_72,SB_86
The structure is contained in the following publication(s):
- Article ID: 3869
Kabanov DS, Prokhorenko IR "Structural analysis of lipopolysaccharides from Gram-negative bacteria" -
Biochemistry (Moscow) 75(4) (2010) 383-404
This review covers data on composition and structure of lipid A, core, and O-polysaccharide of the known lipopolysaccharides from Gram-negative bacteria. The relationship between the structure and biological activity of lipid A is discussed. The data on roles of core and O-polysaccharide in biological activities of lipopolysaccharides are presented. The structural homology of some oligosaccharide sequences of lipopolysaccharides to gangliosides of human cell membranes is considered.
core, Lipooligosaccharide, O-antigen, lipid A, gangliosides, cytokines, lipopolysaccharide (endotoxin)
NCBI PubMed ID: 20618127Publication DOI: 10.1134/S0006297910040012Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Correspondence: kabanovd1@rambler.ru
Institutions: Institute of Basic Biological Problems, Russian Academy of Sciences, Pushchino, Russia
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2. Compound ID: 10142
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/Variants 0/-Fucp2Me-(1-6)-+
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cVac-(1-2)-b-D-GlcpNMe3(%)Cm4(%)Cm-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
/Variants 0/ is:
?%Ac-4)-
OR (exclusively)
?%S-3)- |
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Structure type: oligomer
Trivial name: NodNGR
Compound class: LOS
Contained glycoepitopes: IEDB_115015,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_153212,IEDB_174333,IEDB_241099,SB_74,SB_85,SB_86
The structure is contained in the following publication(s):
- Article ID: 4217
Spaink HP, Lugtenberg BJJ "Role of rhizobial lipo-chitin oligosaccharide signal molecules in root nodule organogenesis" -
Plant Molecular Biology 26 (1994) 1413-1422
The role of oligosaccharide molecules in plant development is discussed. In particular the role of the rhizobial lipo-chitin oligosaccharide (LCO) signal molecules in the development of the root nodule indicates that oligosaccharides play an important role in organogenesis in plants. Recent results of the analyses of structures and of the biosynthesis of the LCO molecules are summarized in this paper. The knowledge and technologies that resulted from these studies will be important tools for further studying the function of LCO signals in the plant and in the search for analogous signal molecules produced by plants.
NCBI PubMed ID: 7858197Publication DOI: 10.1007/BF00016482Journal NLM ID: 9106343Publisher: Dordrecht: Kluwer Academic
Institutions: Institute of Molecular Plant Sciences, Leiden University, The Netherlands
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3. Compound ID: 10143
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Fucp2(%)Me-(1-6)-+
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cVac-(1-2)-b-D-GlcpN-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Contained glycoepitopes: IEDB_115015,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_153212,IEDB_174333,IEDB_241099,SB_74,SB_85,SB_86
The structure is contained in the following publication(s):
- Article ID: 4217
Spaink HP, Lugtenberg BJJ "Role of rhizobial lipo-chitin oligosaccharide signal molecules in root nodule organogenesis" -
Plant Molecular Biology 26 (1994) 1413-1422
The role of oligosaccharide molecules in plant development is discussed. In particular the role of the rhizobial lipo-chitin oligosaccharide (LCO) signal molecules in the development of the root nodule indicates that oligosaccharides play an important role in organogenesis in plants. Recent results of the analyses of structures and of the biosynthesis of the LCO molecules are summarized in this paper. The knowledge and technologies that resulted from these studies will be important tools for further studying the function of LCO signals in the plant and in the search for analogous signal molecules produced by plants.
NCBI PubMed ID: 7858197Publication DOI: 10.1007/BF00016482Journal NLM ID: 9106343Publisher: Dordrecht: Kluwer Academic
Institutions: Institute of Molecular Plant Sciences, Leiden University, The Netherlands
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4. Compound ID: 10144
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Fucp2Me-(1-6)-+
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cVac-(1-2)-b-D-GlcpN-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: NodBj-V(C16:0,MeFuc), NodBj-V(C18:1,MeFuc)
Compound class: LOS
Contained glycoepitopes: IEDB_115015,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_153212,IEDB_174333,IEDB_241099,SB_74,SB_85,SB_86
The structure is contained in the following publication(s):
- Article ID: 4217
Spaink HP, Lugtenberg BJJ "Role of rhizobial lipo-chitin oligosaccharide signal molecules in root nodule organogenesis" -
Plant Molecular Biology 26 (1994) 1413-1422
The role of oligosaccharide molecules in plant development is discussed. In particular the role of the rhizobial lipo-chitin oligosaccharide (LCO) signal molecules in the development of the root nodule indicates that oligosaccharides play an important role in organogenesis in plants. Recent results of the analyses of structures and of the biosynthesis of the LCO molecules are summarized in this paper. The knowledge and technologies that resulted from these studies will be important tools for further studying the function of LCO signals in the plant and in the search for analogous signal molecules produced by plants.
NCBI PubMed ID: 7858197Publication DOI: 10.1007/BF00016482Journal NLM ID: 9106343Publisher: Dordrecht: Kluwer Academic
Institutions: Institute of Molecular Plant Sciences, Leiden University, The Netherlands
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5. Compound ID: 10145
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Fucp2Me-(1-6)-+
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cVac-(1-2)-b-D-GlcpN6(%)Ac-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc |
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Structure type: oligomer
Trivial name: NodBj-V(C18:1 MeFuc), NodBj-V(Ac,C18:1 MeFuc), NodBj-V(Ac,C16:1 MeFuc), NodBj-V(C16:1 MeFuc)
Compound class: LOS
Contained glycoepitopes: IEDB_115015,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_153212,IEDB_174333,IEDB_241099,SB_74,SB_85,SB_86
The structure is contained in the following publication(s):
- Article ID: 4217
Spaink HP, Lugtenberg BJJ "Role of rhizobial lipo-chitin oligosaccharide signal molecules in root nodule organogenesis" -
Plant Molecular Biology 26 (1994) 1413-1422
The role of oligosaccharide molecules in plant development is discussed. In particular the role of the rhizobial lipo-chitin oligosaccharide (LCO) signal molecules in the development of the root nodule indicates that oligosaccharides play an important role in organogenesis in plants. Recent results of the analyses of structures and of the biosynthesis of the LCO molecules are summarized in this paper. The knowledge and technologies that resulted from these studies will be important tools for further studying the function of LCO signals in the plant and in the search for analogous signal molecules produced by plants.
NCBI PubMed ID: 7858197Publication DOI: 10.1007/BF00016482Journal NLM ID: 9106343Publisher: Dordrecht: Kluwer Academic
Institutions: Institute of Molecular Plant Sciences, Leiden University, The Netherlands
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6. Compound ID: 10146
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cVac-(1-2)-+ Fucp2(%)Me-(1-6)-+
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/Variants 0/-b-D-GlcpN(%)Me3(%)Cm4(%)Cm-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc
|
?%Gro-(1-1)-+
/Variants 0/ is:
?%Cm-6)-
OR (exclusively)
?%Ac-6)- |
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Structure type: oligomer
Trivial name: NodBj-IV(C18:1,Ac,MeFuc), NodBj-IV(C18:1,MeFuc)
Contained glycoepitopes: IEDB_115015,IEDB_135813,IEDB_136045,IEDB_137340,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_153212,IEDB_174333,IEDB_241099,SB_74,SB_85,SB_86
The structure is contained in the following publication(s):
- Article ID: 4217
Spaink HP, Lugtenberg BJJ "Role of rhizobial lipo-chitin oligosaccharide signal molecules in root nodule organogenesis" -
Plant Molecular Biology 26 (1994) 1413-1422
The role of oligosaccharide molecules in plant development is discussed. In particular the role of the rhizobial lipo-chitin oligosaccharide (LCO) signal molecules in the development of the root nodule indicates that oligosaccharides play an important role in organogenesis in plants. Recent results of the analyses of structures and of the biosynthesis of the LCO molecules are summarized in this paper. The knowledge and technologies that resulted from these studies will be important tools for further studying the function of LCO signals in the plant and in the search for analogous signal molecules produced by plants.
NCBI PubMed ID: 7858197Publication DOI: 10.1007/BF00016482Journal NLM ID: 9106343Publisher: Dordrecht: Kluwer Academic
Institutions: Institute of Molecular Plant Sciences, Leiden University, The Netherlands
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7. Compound ID: 15115
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Glcp-(1-?)-Fucp-(1--/thrombospondin-type I repeats (TSR1, -3, -4, and -5) of microneme protein 2 (MIC2)/ |
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Structure type: structural motif or average structure
Aglycon: thrombospondin-type I repeats (TSR1, -3, -4, and -5) of microneme protein 2 (MIC2)
Trivial name: MIC2
Contained glycoepitopes: IEDB_115015,IEDB_136045,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_144998,IEDB_146664,IEDB_149135,IEDB_152214,IEDB_174333,IEDB_983931,SB_192,SB_86
The structure is contained in the following publication(s):
- Article ID: 5892
Bandini G, Leon DR, Hoppe CM, Zhang Y, Agop-Nersesian C, Shears MJ, Mahal LK, Routier FH, Costtello CE, Samuelson J "O-Fucosylation of thrombospondin-like repeats is required for processing of microneme protein 2 and for efficient host cell invasion by Toxoplasma gondii tachyzoites" -
Journal of Biological Chemistry 294(6) (2019) 1967-1983
Toxoplasma gondii is an intracellular parasite that causes disseminated infections that can produce neurological damage in fetuses and immunocompromised individuals. Microneme protein 2 (MIC2), a member of the thrombospondin-related anonymous protein (TRAP) family, is a secreted protein important for T. gondii motility, host cell attachment, invasion, and egress. MIC2 contains six thrombospondin type I repeats (TSRs) that are modified by C-mannose and O-fucose in Plasmodium spp. and mammals. Here, using MS analysis, we found that the four TSRs in T. gondii MIC2 with protein O-fucosyltransferase 2 (POFUT2) acceptor sites are modified by a dHexHex disaccharide, whereas Trp residues within three TSRs are also modified with C-mannose. Disruption of genes encoding either POFUT2 or the putative GDP-fucose transporter (NST2) resulted in loss of MIC2 O-fucosylation, as detected by an antibody against the GlcFuc disaccharide, and in markedly reduced cellular levels of MIC2. Furthermore, in 10-15% of the Δpofut2 or Δnst2 vacuoles, MIC2 accumulated earlier in the secretory pathway rather than localizing to micronemes. Dissemination of tachyzoites in human foreskin fibroblasts was reduced for these knockouts, which both exhibited defects in attachment to and invasion of host cells comparable with the Δmic2 phenotype. These results, indicating that O-fucosylation of TSRs is required for efficient processing of MIC2 and for normal parasite invasion, are consistent with the recent demonstration that Plasmodium falciparum Δpofut2 strain has decreased virulence and also support a conserved role for this glycosylation pathway in quality control of TSR-containing proteins in eukaryotes.
glycosylation, fucosyltransferase, invasion, protein glycosylation, apicomplexa parasite, glycoprotein secretion, MIC2, O-fucosylation, thrombospondin-like repeat, Toxoplasma gondii
NCBI PubMed ID: 30538131Publication DOI: 10.1074/jbc.RA118.005179Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: jsamuels@bu.edu
Institutions: Department of Molecular and Cell Biology, Boston University Goldman School of Dental Medicine, Boston, Massachusetts 02118, Department of Biochemistry, Center for Biomedical Mass Spectrometry, Boston University School of Medicine, Boston, Massachusetts 02118, Department of Clinical Biochemistry OE4340, Hannover Medical School, 30625 Hannover, Germany, Department of Chemistry, Biomedical Chemistry Institute, New York University, New York, New York 10003, Johns Hopkins Malaria Research Institute and Department of Molecular Microbiology and Immunology, Johns Hopkins Bloomberg School of Public Health, Baltimore, Maryland 21205
Methods: ELISA, Western blotting, serological methods, genetic methods, nLC-MS/MS, immunofluorescence analysis, nUPLC-MS/MS
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8. Compound ID: 16363
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b-GlcpA-(1-4)-+
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-3)-a-Fucp-(1-3)-a-Glcp-(1-4)-a-GlcpA-(1-3)-a-Fucp-(1- |
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Structure type: polymer chemical repeating unit
; 376000
Trivial name: BD0.4
Compound class: EPS
Contained glycoepitopes: IEDB_115015,IEDB_115136,IEDB_136045,IEDB_140630,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_144998,IEDB_146664,IEDB_149135,IEDB_152214,IEDB_174333,IEDB_423153,IEDB_983931,SB_192,SB_86
The structure is contained in the following publication(s):
- Article ID: 6346
Zhu S, Han J, Yan Z, Wu Y, Zhang W, Xia W, Feng H "Structure elucidation and immunological activity of a novel exopolysaccharide from Paenibacillus bovis sp. nov BD3526" -
Carbohydrate Polymers 282 (2022) 119103
A novel exopolysaccharide named BD0.4 was purified from the fermentation broth of Paenibacillus bovis sp. nov BD3526 in wheat bran medium via anion exchange column chromatography. Its fine structure was identified by a variety of physical and chemical methods. BD0.4, with the weight average molecular weight of 376 kDa, consisted of glucuronic acid, glucose and fucose in a molar ratio of 1.58:1:1.66. The backbone included 1,3-linked Fuc, 1,3,4-linked Fuc, 1,3-linked Glc and 1,4-linked GlcA residues, with the branching point located at the O4 position of 1,3,4-linked Fuc residues, and the branched chain composed of terminal GlcA residues. BD0.4 could improve the phagocytic ability of macrophages and significantly stimulate the secretion of NO, TNF-α, IL-1β and IL-6 from RAW264.7 cells in a dose-dependent manner. BD0.4 could promote the expression of NF-кB and cause nuclear translocation of NF-κB p65, indicating that BD0.4 probably exerted immune activity through the NF-κB signaling pathway.
exopolysaccharide, structure elucidation, purification, immunological activity, Paenibacillus bovis sp.nov BD3526
NCBI PubMed ID: 35123741Publication DOI: 10.1016/j.carbpol.2022.119103Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: W. Xia
; H. Feng
Institutions: Shanghai Key Laboratory of Functional Materials Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, PR China, State Key Laboratory of Dairy Biotechnology, Shanghai Engineering Research Center of Dairy Biotechnology, Dairy Research Institute, Bright Dairy & Food Co., Ltd., Shanghai 200436, PR China, Department of Food Science, Shanghai Business School, Shanghai 201400, PR China
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9. Compound ID: 17557
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a-Galp-(1-3)-+
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a-Fucp-(1-2)-b-Galp-(1-6)-/Variants 0/-INO-(1--P--?)--CER
/Variants 0/ is:
a-Manp-(1-4)-
OR (exclusively)
a-D-Manp-(1-2)- |
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Structure type: oligomer
; 1556
Contained glycoepitopes: IEDB_115013,IEDB_115015,IEDB_130645,IEDB_130701,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_1394182,IEDB_140125,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_149558,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152212,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_461719,IEDB_918314,IEDB_983930,SB_148,SB_154,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_86,SB_87,SB_88
The structure is contained in the following publication(s):
- Article ID: 6911
Jennemann R, Geyer R, Sandhoff R, Gschwind RM, Levery SB, Gröne HJ, Wiegandt H "Glycoinositolphosphosphingolipids (basidiolipids) of higher mushrooms" -
European Journal of Biochemistry 268 (2001) 1190-1205
The basidiolipids of six mushroom species, i.e. the basidiomycetes Amanita virosa (engl., death cup), Calvatia exipuliformis (engl., puffball), Cantharellus cibarius (engl., chanterelle), Leccinum scabrum (engl., red birch boletus), Lentinus edodes (jap., Shiitake), and Pleurotus ostreatus (engl., oystermushroom), were isolated, and their chemical structures investigated. All glycolipids are structurally related to those of the Agaricales (engl., field mushroom). They are glycoinositolphosphosphingolipids, their ceramide moiety consisting of t18:0-trihydroxysphinganine and an α-hydroxy long-chain fatty acid. In contrast to a previous study [Jennemann, R., Bauer, B.L., Bertalanffy, H., Geyer, R., Gschwind, R.M., Selmer, T. & Wiegandt, H. (1999) Eur. J. Biochem.259, 331–338], the glycoside anomery of the hexose (mannose) connected to the inositol of all investigated basidiomycete glycolipids, including the basidiolipids of Agaricus bisporus, was determined unequivocally to be alpha. Therefore, the root structure of all basidiolipids consists of α-dManp-2Ins1-[PO4]-Cer. In addition, for some mushroom species, the occurrence of an inositol substitution position variant, α-Manp-4Ins1-[PO4]-Cer, is shown. The carbohydrate of chanterelle basidiolipids consists solely of mannose, i.e. Cc1, Manα-3 or -6Manα; Cc2, Manα-3(Manα-6)Manα-. All other species investigated show extension of the α-mannoside in the 6-position by β-galactoside, which, in some instances, is α-fucosylated in 2-position (Fucα-2)Galβ-6Manα-. Further sugar chain elongation at the β-galactoside may be in 3- and/or 6-position by α-galactoside, e.g. Ce4, Po2, Galα-3-(Galα-6)(Fucα-2)Galβ-6Manα-, whereas A. virosa, Av-3, has a more complex, highly α-fucosylated terminus, Galα-3 (Fucα-2)(Fucα-6)Galα-2(Galα-3)Galβ-6Manα-. L. edodes basidiolipids show further elongation by α-mannoside, e.g. Le3, Manα-2Manα-6Galα-3(Fucα-2)Galβ-6Manα-, C. exipuliformis glycolipid by α-glucoside, i.e. Ce3, Glcα-6Galβ-6Manα-. Basidiolipid Ls1 from L. scabrum, notably, has a 3-α-mannosylated α-fucose, i.e. Galα-6(Manα-3Fucα-2)Galα-6Galβ-6Manα-. In conclusion, basidiolipids, though identical in their ceramide constitution, display wide and systematic mushroom species dependent variabilities of their chemical structures.
glycosphingolipids, glycolipids, fungi, Basidiomycetes, glyco-inositol-phospho-ceramides
Publication DOI: 10.1046/j.1432-1327.2001.01963.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: r.jennemann@dkfz.de
Institutions: Abteilung für Zelluläre und Molekulare Pathologie, Deutsches Krebsforschungszentrum, Heidelberg, Germany, Biochemisches Institut am Klinikum der Justus-Liebig-Universität Giessen, Germany, Fachbereich Chemie, NMR-Abtlg. Philipps-Universität Marburg, Germany, Complex Carbohydrate Research Center, Department of Biochemistry and Molecular Biology, University of Georgia, Athens, GA, USA
Methods: 13C NMR, 1H NMR, GC-MS, TLC, acid hydrolysis, ESI-MS/MS, enzymatic digestion, permethylation analysis, ammonolysis, periodate oxidation analysis
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10. Compound ID: 17558
|
a-Galp-(1-3)-+
|
a-Galp-(1-3)-+ |
| |
a-Fucp-(1-2)-a-Galp-(1-2)-b-Galp-(1-6)-/Variants 0/-INO-(1--P--?)--CER
|
a-Fucp-(1-6)-+
/Variants 0/ is:
a-D-Manp-(1-4)-
OR (exclusively)
a-Manp-(1-2)- |
Show graphically |
Structure type: oligomer
; 2026
Contained glycoepitopes: IEDB_115013,IEDB_115015,IEDB_130645,IEDB_130701,IEDB_131186,IEDB_135818,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_1394182,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_149558,IEDB_151528,IEDB_152206,IEDB_152212,IEDB_152214,IEDB_153553,IEDB_167072,IEDB_174333,IEDB_190606,IEDB_742245,IEDB_742246,IEDB_918313,IEDB_918314,IEDB_983930,SB_148,SB_154,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_86,SB_87,SB_88
The structure is contained in the following publication(s):
- Article ID: 6911
Jennemann R, Geyer R, Sandhoff R, Gschwind RM, Levery SB, Gröne HJ, Wiegandt H "Glycoinositolphosphosphingolipids (basidiolipids) of higher mushrooms" -
European Journal of Biochemistry 268 (2001) 1190-1205
The basidiolipids of six mushroom species, i.e. the basidiomycetes Amanita virosa (engl., death cup), Calvatia exipuliformis (engl., puffball), Cantharellus cibarius (engl., chanterelle), Leccinum scabrum (engl., red birch boletus), Lentinus edodes (jap., Shiitake), and Pleurotus ostreatus (engl., oystermushroom), were isolated, and their chemical structures investigated. All glycolipids are structurally related to those of the Agaricales (engl., field mushroom). They are glycoinositolphosphosphingolipids, their ceramide moiety consisting of t18:0-trihydroxysphinganine and an α-hydroxy long-chain fatty acid. In contrast to a previous study [Jennemann, R., Bauer, B.L., Bertalanffy, H., Geyer, R., Gschwind, R.M., Selmer, T. & Wiegandt, H. (1999) Eur. J. Biochem.259, 331–338], the glycoside anomery of the hexose (mannose) connected to the inositol of all investigated basidiomycete glycolipids, including the basidiolipids of Agaricus bisporus, was determined unequivocally to be alpha. Therefore, the root structure of all basidiolipids consists of α-dManp-2Ins1-[PO4]-Cer. In addition, for some mushroom species, the occurrence of an inositol substitution position variant, α-Manp-4Ins1-[PO4]-Cer, is shown. The carbohydrate of chanterelle basidiolipids consists solely of mannose, i.e. Cc1, Manα-3 or -6Manα; Cc2, Manα-3(Manα-6)Manα-. All other species investigated show extension of the α-mannoside in the 6-position by β-galactoside, which, in some instances, is α-fucosylated in 2-position (Fucα-2)Galβ-6Manα-. Further sugar chain elongation at the β-galactoside may be in 3- and/or 6-position by α-galactoside, e.g. Ce4, Po2, Galα-3-(Galα-6)(Fucα-2)Galβ-6Manα-, whereas A. virosa, Av-3, has a more complex, highly α-fucosylated terminus, Galα-3 (Fucα-2)(Fucα-6)Galα-2(Galα-3)Galβ-6Manα-. L. edodes basidiolipids show further elongation by α-mannoside, e.g. Le3, Manα-2Manα-6Galα-3(Fucα-2)Galβ-6Manα-, C. exipuliformis glycolipid by α-glucoside, i.e. Ce3, Glcα-6Galβ-6Manα-. Basidiolipid Ls1 from L. scabrum, notably, has a 3-α-mannosylated α-fucose, i.e. Galα-6(Manα-3Fucα-2)Galα-6Galβ-6Manα-. In conclusion, basidiolipids, though identical in their ceramide constitution, display wide and systematic mushroom species dependent variabilities of their chemical structures.
glycosphingolipids, glycolipids, fungi, Basidiomycetes, glyco-inositol-phospho-ceramides
Publication DOI: 10.1046/j.1432-1327.2001.01963.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: r.jennemann@dkfz.de
Institutions: Abteilung für Zelluläre und Molekulare Pathologie, Deutsches Krebsforschungszentrum, Heidelberg, Germany, Biochemisches Institut am Klinikum der Justus-Liebig-Universität Giessen, Germany, Fachbereich Chemie, NMR-Abtlg. Philipps-Universität Marburg, Germany, Complex Carbohydrate Research Center, Department of Biochemistry and Molecular Biology, University of Georgia, Athens, GA, USA
Methods: 13C NMR, 1H NMR, GC-MS, TLC, acid hydrolysis, ESI-MS/MS, enzymatic digestion, permethylation analysis, ammonolysis, periodate oxidation analysis
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11. Compound ID: 17559
|
a-Galp-(1-3)-+
|
a-Fucp-(1-2)-b-Galp-(1-6)-/Variants 0/-INO-(1--P--?)--CER
|
a-Galp-(1-6)-+
/Variants 0/ is:
a-D-Manp-(1-4)-
OR (exclusively)
a-Manp-(1-2)- |
Show graphically |
Structure type: oligomer
; 1634,1690,1716,1718
Contained glycoepitopes: IEDB_115013,IEDB_115015,IEDB_130645,IEDB_130701,IEDB_134624,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_1394182,IEDB_140125,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_149558,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152212,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_461719,IEDB_742248,IEDB_918314,IEDB_983930,SB_148,SB_154,SB_163,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_86,SB_87,SB_88
The structure is contained in the following publication(s):
- Article ID: 6911
Jennemann R, Geyer R, Sandhoff R, Gschwind RM, Levery SB, Gröne HJ, Wiegandt H "Glycoinositolphosphosphingolipids (basidiolipids) of higher mushrooms" -
European Journal of Biochemistry 268 (2001) 1190-1205
The basidiolipids of six mushroom species, i.e. the basidiomycetes Amanita virosa (engl., death cup), Calvatia exipuliformis (engl., puffball), Cantharellus cibarius (engl., chanterelle), Leccinum scabrum (engl., red birch boletus), Lentinus edodes (jap., Shiitake), and Pleurotus ostreatus (engl., oystermushroom), were isolated, and their chemical structures investigated. All glycolipids are structurally related to those of the Agaricales (engl., field mushroom). They are glycoinositolphosphosphingolipids, their ceramide moiety consisting of t18:0-trihydroxysphinganine and an α-hydroxy long-chain fatty acid. In contrast to a previous study [Jennemann, R., Bauer, B.L., Bertalanffy, H., Geyer, R., Gschwind, R.M., Selmer, T. & Wiegandt, H. (1999) Eur. J. Biochem.259, 331–338], the glycoside anomery of the hexose (mannose) connected to the inositol of all investigated basidiomycete glycolipids, including the basidiolipids of Agaricus bisporus, was determined unequivocally to be alpha. Therefore, the root structure of all basidiolipids consists of α-dManp-2Ins1-[PO4]-Cer. In addition, for some mushroom species, the occurrence of an inositol substitution position variant, α-Manp-4Ins1-[PO4]-Cer, is shown. The carbohydrate of chanterelle basidiolipids consists solely of mannose, i.e. Cc1, Manα-3 or -6Manα; Cc2, Manα-3(Manα-6)Manα-. All other species investigated show extension of the α-mannoside in the 6-position by β-galactoside, which, in some instances, is α-fucosylated in 2-position (Fucα-2)Galβ-6Manα-. Further sugar chain elongation at the β-galactoside may be in 3- and/or 6-position by α-galactoside, e.g. Ce4, Po2, Galα-3-(Galα-6)(Fucα-2)Galβ-6Manα-, whereas A. virosa, Av-3, has a more complex, highly α-fucosylated terminus, Galα-3 (Fucα-2)(Fucα-6)Galα-2(Galα-3)Galβ-6Manα-. L. edodes basidiolipids show further elongation by α-mannoside, e.g. Le3, Manα-2Manα-6Galα-3(Fucα-2)Galβ-6Manα-, C. exipuliformis glycolipid by α-glucoside, i.e. Ce3, Glcα-6Galβ-6Manα-. Basidiolipid Ls1 from L. scabrum, notably, has a 3-α-mannosylated α-fucose, i.e. Galα-6(Manα-3Fucα-2)Galα-6Galβ-6Manα-. In conclusion, basidiolipids, though identical in their ceramide constitution, display wide and systematic mushroom species dependent variabilities of their chemical structures.
glycosphingolipids, glycolipids, fungi, Basidiomycetes, glyco-inositol-phospho-ceramides
Publication DOI: 10.1046/j.1432-1327.2001.01963.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: r.jennemann@dkfz.de
Institutions: Abteilung für Zelluläre und Molekulare Pathologie, Deutsches Krebsforschungszentrum, Heidelberg, Germany, Biochemisches Institut am Klinikum der Justus-Liebig-Universität Giessen, Germany, Fachbereich Chemie, NMR-Abtlg. Philipps-Universität Marburg, Germany, Complex Carbohydrate Research Center, Department of Biochemistry and Molecular Biology, University of Georgia, Athens, GA, USA
Methods: 13C NMR, 1H NMR, GC-MS, TLC, acid hydrolysis, ESI-MS/MS, enzymatic digestion, permethylation analysis, ammonolysis, periodate oxidation analysis
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12. Compound ID: 17565
|
a-Fucp-(1-2)-+
|
a-Manp-(1-2)-a-Manp-(1-6)-a-Galp-(1-3)-b-Galp-(1-6)-/Variants 0/-INO-(1--P--?)--CER
/Variants 0/ is:
a-D-Manp-(1-4)-
OR (exclusively)
a-Manp-(1-2)- |
Show graphically |
Structure type: oligomer
; 1880
Contained glycoepitopes: IEDB_115013,IEDB_115015,IEDB_130645,IEDB_130701,IEDB_136044,IEDB_136045,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_1394182,IEDB_140125,IEDB_141794,IEDB_142489,IEDB_143632,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_149558,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152212,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_461719,IEDB_918314,IEDB_983930,SB_136,SB_148,SB_154,SB_165,SB_166,SB_187,SB_195,SB_196,SB_44,SB_67,SB_7,SB_72,SB_86,SB_87,SB_88
The structure is contained in the following publication(s):
- Article ID: 6911
Jennemann R, Geyer R, Sandhoff R, Gschwind RM, Levery SB, Gröne HJ, Wiegandt H "Glycoinositolphosphosphingolipids (basidiolipids) of higher mushrooms" -
European Journal of Biochemistry 268 (2001) 1190-1205
The basidiolipids of six mushroom species, i.e. the basidiomycetes Amanita virosa (engl., death cup), Calvatia exipuliformis (engl., puffball), Cantharellus cibarius (engl., chanterelle), Leccinum scabrum (engl., red birch boletus), Lentinus edodes (jap., Shiitake), and Pleurotus ostreatus (engl., oystermushroom), were isolated, and their chemical structures investigated. All glycolipids are structurally related to those of the Agaricales (engl., field mushroom). They are glycoinositolphosphosphingolipids, their ceramide moiety consisting of t18:0-trihydroxysphinganine and an α-hydroxy long-chain fatty acid. In contrast to a previous study [Jennemann, R., Bauer, B.L., Bertalanffy, H., Geyer, R., Gschwind, R.M., Selmer, T. & Wiegandt, H. (1999) Eur. J. Biochem.259, 331–338], the glycoside anomery of the hexose (mannose) connected to the inositol of all investigated basidiomycete glycolipids, including the basidiolipids of Agaricus bisporus, was determined unequivocally to be alpha. Therefore, the root structure of all basidiolipids consists of α-dManp-2Ins1-[PO4]-Cer. In addition, for some mushroom species, the occurrence of an inositol substitution position variant, α-Manp-4Ins1-[PO4]-Cer, is shown. The carbohydrate of chanterelle basidiolipids consists solely of mannose, i.e. Cc1, Manα-3 or -6Manα; Cc2, Manα-3(Manα-6)Manα-. All other species investigated show extension of the α-mannoside in the 6-position by β-galactoside, which, in some instances, is α-fucosylated in 2-position (Fucα-2)Galβ-6Manα-. Further sugar chain elongation at the β-galactoside may be in 3- and/or 6-position by α-galactoside, e.g. Ce4, Po2, Galα-3-(Galα-6)(Fucα-2)Galβ-6Manα-, whereas A. virosa, Av-3, has a more complex, highly α-fucosylated terminus, Galα-3 (Fucα-2)(Fucα-6)Galα-2(Galα-3)Galβ-6Manα-. L. edodes basidiolipids show further elongation by α-mannoside, e.g. Le3, Manα-2Manα-6Galα-3(Fucα-2)Galβ-6Manα-, C. exipuliformis glycolipid by α-glucoside, i.e. Ce3, Glcα-6Galβ-6Manα-. Basidiolipid Ls1 from L. scabrum, notably, has a 3-α-mannosylated α-fucose, i.e. Galα-6(Manα-3Fucα-2)Galα-6Galβ-6Manα-. In conclusion, basidiolipids, though identical in their ceramide constitution, display wide and systematic mushroom species dependent variabilities of their chemical structures.
glycosphingolipids, glycolipids, fungi, Basidiomycetes, glyco-inositol-phospho-ceramides
Publication DOI: 10.1046/j.1432-1327.2001.01963.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: r.jennemann@dkfz.de
Institutions: Abteilung für Zelluläre und Molekulare Pathologie, Deutsches Krebsforschungszentrum, Heidelberg, Germany, Biochemisches Institut am Klinikum der Justus-Liebig-Universität Giessen, Germany, Fachbereich Chemie, NMR-Abtlg. Philipps-Universität Marburg, Germany, Complex Carbohydrate Research Center, Department of Biochemistry and Molecular Biology, University of Georgia, Athens, GA, USA
Methods: 13C NMR, 1H NMR, GC-MS, TLC, acid hydrolysis, ESI-MS/MS, enzymatic digestion, permethylation analysis, ammonolysis, periodate oxidation analysis
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13. Compound ID: 17566
|
a-Fucp-(1-2)-+
|
a-Manp-(1-6)-a-Galp-(1-3)-b-Galp-(1-6)-/Variants 0/-INO-(1--P--?)--CER
/Variants 0/ is:
a-D-Manp-(1-4)-
OR (exclusively)
a-Manp-(1-2)- |
Show graphically |
Structure type: oligomer
; 1718
Contained glycoepitopes: IEDB_115013,IEDB_115015,IEDB_130645,IEDB_130701,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_1394182,IEDB_140125,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_149558,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152212,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_461719,IEDB_918314,IEDB_983930,SB_148,SB_154,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_86,SB_87,SB_88
The structure is contained in the following publication(s):
- Article ID: 6911
Jennemann R, Geyer R, Sandhoff R, Gschwind RM, Levery SB, Gröne HJ, Wiegandt H "Glycoinositolphosphosphingolipids (basidiolipids) of higher mushrooms" -
European Journal of Biochemistry 268 (2001) 1190-1205
The basidiolipids of six mushroom species, i.e. the basidiomycetes Amanita virosa (engl., death cup), Calvatia exipuliformis (engl., puffball), Cantharellus cibarius (engl., chanterelle), Leccinum scabrum (engl., red birch boletus), Lentinus edodes (jap., Shiitake), and Pleurotus ostreatus (engl., oystermushroom), were isolated, and their chemical structures investigated. All glycolipids are structurally related to those of the Agaricales (engl., field mushroom). They are glycoinositolphosphosphingolipids, their ceramide moiety consisting of t18:0-trihydroxysphinganine and an α-hydroxy long-chain fatty acid. In contrast to a previous study [Jennemann, R., Bauer, B.L., Bertalanffy, H., Geyer, R., Gschwind, R.M., Selmer, T. & Wiegandt, H. (1999) Eur. J. Biochem.259, 331–338], the glycoside anomery of the hexose (mannose) connected to the inositol of all investigated basidiomycete glycolipids, including the basidiolipids of Agaricus bisporus, was determined unequivocally to be alpha. Therefore, the root structure of all basidiolipids consists of α-dManp-2Ins1-[PO4]-Cer. In addition, for some mushroom species, the occurrence of an inositol substitution position variant, α-Manp-4Ins1-[PO4]-Cer, is shown. The carbohydrate of chanterelle basidiolipids consists solely of mannose, i.e. Cc1, Manα-3 or -6Manα; Cc2, Manα-3(Manα-6)Manα-. All other species investigated show extension of the α-mannoside in the 6-position by β-galactoside, which, in some instances, is α-fucosylated in 2-position (Fucα-2)Galβ-6Manα-. Further sugar chain elongation at the β-galactoside may be in 3- and/or 6-position by α-galactoside, e.g. Ce4, Po2, Galα-3-(Galα-6)(Fucα-2)Galβ-6Manα-, whereas A. virosa, Av-3, has a more complex, highly α-fucosylated terminus, Galα-3 (Fucα-2)(Fucα-6)Galα-2(Galα-3)Galβ-6Manα-. L. edodes basidiolipids show further elongation by α-mannoside, e.g. Le3, Manα-2Manα-6Galα-3(Fucα-2)Galβ-6Manα-, C. exipuliformis glycolipid by α-glucoside, i.e. Ce3, Glcα-6Galβ-6Manα-. Basidiolipid Ls1 from L. scabrum, notably, has a 3-α-mannosylated α-fucose, i.e. Galα-6(Manα-3Fucα-2)Galα-6Galβ-6Manα-. In conclusion, basidiolipids, though identical in their ceramide constitution, display wide and systematic mushroom species dependent variabilities of their chemical structures.
glycosphingolipids, glycolipids, fungi, Basidiomycetes, glyco-inositol-phospho-ceramides
Publication DOI: 10.1046/j.1432-1327.2001.01963.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: r.jennemann@dkfz.de
Institutions: Abteilung für Zelluläre und Molekulare Pathologie, Deutsches Krebsforschungszentrum, Heidelberg, Germany, Biochemisches Institut am Klinikum der Justus-Liebig-Universität Giessen, Germany, Fachbereich Chemie, NMR-Abtlg. Philipps-Universität Marburg, Germany, Complex Carbohydrate Research Center, Department of Biochemistry and Molecular Biology, University of Georgia, Athens, GA, USA
Methods: 13C NMR, 1H NMR, GC-MS, TLC, acid hydrolysis, ESI-MS/MS, enzymatic digestion, permethylation analysis, ammonolysis, periodate oxidation analysis
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14. Compound ID: 17568
|
a-Galp-(1-6)-+
|
a-Manp-(1-3)-a-Fucp-(1-2)-a-Galp-(1-6)-b-Galp-(1-6)-/Variants 0/-INO-(1--P--?)--CER
/Variants 0/ is:
a-Manp-(1-4)-
OR (exclusively)
a-D-Manp-(1-2)- |
Show graphically |
Structure type: oligomer
; 1852,1878,1880
Contained glycoepitopes: IEDB_115015,IEDB_130701,IEDB_134624,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_1394182,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_742248,IEDB_983930,SB_154,SB_163,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_86,SB_88
The structure is contained in the following publication(s):
- Article ID: 6911
Jennemann R, Geyer R, Sandhoff R, Gschwind RM, Levery SB, Gröne HJ, Wiegandt H "Glycoinositolphosphosphingolipids (basidiolipids) of higher mushrooms" -
European Journal of Biochemistry 268 (2001) 1190-1205
The basidiolipids of six mushroom species, i.e. the basidiomycetes Amanita virosa (engl., death cup), Calvatia exipuliformis (engl., puffball), Cantharellus cibarius (engl., chanterelle), Leccinum scabrum (engl., red birch boletus), Lentinus edodes (jap., Shiitake), and Pleurotus ostreatus (engl., oystermushroom), were isolated, and their chemical structures investigated. All glycolipids are structurally related to those of the Agaricales (engl., field mushroom). They are glycoinositolphosphosphingolipids, their ceramide moiety consisting of t18:0-trihydroxysphinganine and an α-hydroxy long-chain fatty acid. In contrast to a previous study [Jennemann, R., Bauer, B.L., Bertalanffy, H., Geyer, R., Gschwind, R.M., Selmer, T. & Wiegandt, H. (1999) Eur. J. Biochem.259, 331–338], the glycoside anomery of the hexose (mannose) connected to the inositol of all investigated basidiomycete glycolipids, including the basidiolipids of Agaricus bisporus, was determined unequivocally to be alpha. Therefore, the root structure of all basidiolipids consists of α-dManp-2Ins1-[PO4]-Cer. In addition, for some mushroom species, the occurrence of an inositol substitution position variant, α-Manp-4Ins1-[PO4]-Cer, is shown. The carbohydrate of chanterelle basidiolipids consists solely of mannose, i.e. Cc1, Manα-3 or -6Manα; Cc2, Manα-3(Manα-6)Manα-. All other species investigated show extension of the α-mannoside in the 6-position by β-galactoside, which, in some instances, is α-fucosylated in 2-position (Fucα-2)Galβ-6Manα-. Further sugar chain elongation at the β-galactoside may be in 3- and/or 6-position by α-galactoside, e.g. Ce4, Po2, Galα-3-(Galα-6)(Fucα-2)Galβ-6Manα-, whereas A. virosa, Av-3, has a more complex, highly α-fucosylated terminus, Galα-3 (Fucα-2)(Fucα-6)Galα-2(Galα-3)Galβ-6Manα-. L. edodes basidiolipids show further elongation by α-mannoside, e.g. Le3, Manα-2Manα-6Galα-3(Fucα-2)Galβ-6Manα-, C. exipuliformis glycolipid by α-glucoside, i.e. Ce3, Glcα-6Galβ-6Manα-. Basidiolipid Ls1 from L. scabrum, notably, has a 3-α-mannosylated α-fucose, i.e. Galα-6(Manα-3Fucα-2)Galα-6Galβ-6Manα-. In conclusion, basidiolipids, though identical in their ceramide constitution, display wide and systematic mushroom species dependent variabilities of their chemical structures.
glycosphingolipids, glycolipids, fungi, Basidiomycetes, glyco-inositol-phospho-ceramides
Publication DOI: 10.1046/j.1432-1327.2001.01963.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: r.jennemann@dkfz.de
Institutions: Abteilung für Zelluläre und Molekulare Pathologie, Deutsches Krebsforschungszentrum, Heidelberg, Germany, Biochemisches Institut am Klinikum der Justus-Liebig-Universität Giessen, Germany, Fachbereich Chemie, NMR-Abtlg. Philipps-Universität Marburg, Germany, Complex Carbohydrate Research Center, Department of Biochemistry and Molecular Biology, University of Georgia, Athens, GA, USA
Methods: 13C NMR, 1H NMR, GC-MS, TLC, acid hydrolysis, ESI-MS/MS, enzymatic digestion, permethylation analysis, ammonolysis, periodate oxidation analysis
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15. Compound ID: 17578
|
a-Galp-(1-6)-+
|
a-Fucp-(1-2)-b-Galp-(1-6)-a-Manp-(1-2)-L-myoIno |
Show graphically |
Structure type: oligomer
Contained glycoepitopes: IEDB_115015,IEDB_130701,IEDB_134624,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_1394182,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_149135,IEDB_150948,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_461719,IEDB_742248,IEDB_983930,SB_154,SB_163,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_86,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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Total list of structure IDs on all result pages of the current query:
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