Found 22 structures.
Displayed structures from 1 to 15
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1. Compound ID: 4423
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b-D-Galp-(1-4)-+
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a-D-Manp-(1-2)-a-D-Manp-(1-2)-D-Manp-(1--/rest of molecule/ |
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Structure type: oligomer
Aglycon: rest of molecule
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136104,IEDB_137472,IEDB_137485,IEDB_140116,IEDB_141794,IEDB_141830,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_983930,SB_136,SB_165,SB_166,SB_187,SB_195,SB_196,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1667
Moody SF "Molecular variation in Leishmania" -
Acta Tropica 53 (1993) 185-204
Journal NLM ID: 0370374Publisher: Elsevier
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2. Compound ID: 6381
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b-D-Galp-(1-4)-+ a-D-Glcp-(1--P--6)--+
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a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=16/-a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-myoIno-(1--P--3)--Gro1ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142349,IEDB_142350,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144993,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1735
McConville MJ, Ferguson MAJ "The structure, biosynthesis and function of glycosylated phosphatidylinositols in the parasitic protozoa and higher eukaryotes" -
Biochemical Journal 294 (1993) 305-324
No abstract available
NCBI PubMed ID: 8373346Publication DOI: 10.1042/bj2940305Journal NLM ID: 2984726RPublisher: London, UK : Published by Portland Press on behalf of the Biochemical Society
Institutions: Department of Biochemistry, University of Dundee, U.K., Department of Biochemistry, University of Dundee, U.K
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3. Compound ID: 6382
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b-D-Galp-(1-4)-+ ?%b-D-Glc-(1-3)-+ a-D-Glcp-(1--P--6)--+
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a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=30/-a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-myoIno-(1--P--3)--Gro1ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142349,IEDB_142350,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144993,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1735
McConville MJ, Ferguson MAJ "The structure, biosynthesis and function of glycosylated phosphatidylinositols in the parasitic protozoa and higher eukaryotes" -
Biochemical Journal 294 (1993) 305-324
No abstract available
NCBI PubMed ID: 8373346Publication DOI: 10.1042/bj2940305Journal NLM ID: 2984726RPublisher: London, UK : Published by Portland Press on behalf of the Biochemical Society
Institutions: Department of Biochemistry, University of Dundee, U.K., Department of Biochemistry, University of Dundee, U.K
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4. Compound ID: 6383
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b-D-Galp-(1-4)-+
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a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--+ a-D-Glcp-(1--P--6)--+
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/Variants 0/-{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=14-36/-a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-myoIno-(1--P--3)--Gro1ALK
/Variants 0/ is:
{{{-b-D-Gal-(1-3)-}}}/n=4-10/-b-D-Gal-(1-3)-
OR (exclusively)
b-Arap-(1-2)-{{{-b-D-Gal-(1-3)-}}}/n=0-2/-b-D-Gal-(1-3)- |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136101,IEDB_136103,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142349,IEDB_142350,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144993,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_156494,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_581506,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1735
McConville MJ, Ferguson MAJ "The structure, biosynthesis and function of glycosylated phosphatidylinositols in the parasitic protozoa and higher eukaryotes" -
Biochemical Journal 294 (1993) 305-324
No abstract available
NCBI PubMed ID: 8373346Publication DOI: 10.1042/bj2940305Journal NLM ID: 2984726RPublisher: London, UK : Published by Portland Press on behalf of the Biochemical Society
Institutions: Department of Biochemistry, University of Dundee, U.K., Department of Biochemistry, University of Dundee, U.K
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5. Compound ID: 6403
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20%b-D-Galp-(1-4)-+ 25%b-D-Glcp-(1-3)-+ a-D-Glcp-(1--P--6)--+
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30%a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-INO-(1--P--3)--Gro-(1-1)-ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 2881
Ilg T, Harbecke D, Wiese M, Overath P "Monoclonal antibodies directed against Leishmania secreted acidphosphatase and lipophosphoglycan. Partial characterization of privateand public epitopes" -
European Journal of Biochemistry 217 (1993) 603-615
Leishmania promastigotes, the stage of the parasite characteristic for the sandfly vector, express an abundant glycoconjugate, called lipophosphoglycan, at their surface. Lipophosphoglycan consists of lysoalkyl-sn-glycerophosphoinositol linked to a phosphosaccharide core conserved in all species, which is connected to PO4-6Gal β1,4Man α1 repeats with species-specific substitutions at the Gal residue; the repeats are capped by conserved and species-specific oligosaccharides. Most Leishmania species also secrete an acid phosphatase, which, in Leishmania mexicana, is a filamentous complex composed of a phosphorylated glycoprotein and non-covalently associated proteo-(high-molecular-mass)phosphoglycan. The secreted acid phosphatase complex was used as an antigen to derive a panel of monoclonal antibodies (mAbs). A total of 25 mAbs (17 novel and 8 previously described) were tested by different techniques for their specificity against lipophosphoglycan and secreted acid phosphatase from several Leishmania species. This comparison and the modification of the antigens by chemical or enzymic treatments allowed a classification of the mAbs into several groups. First, from 25 mAbs examined, 22 recognize lipophosphoglycan and the enzyme complex of L. mexicana; only three are specific for secreted acid phosphatase. Two of the latter group are also directed against carbohydrate structures, whereas the third mAb recognizes the 100-kDa polypeptide of the complex. The secreted acid-phosphatase-specific class detects antigen in the flagellar pocket of promastigotes while all anti-lipophosphoglycan mAbs bind to the cell surface. Second, all 15 anti-lipophosphoglycan mAbs investigated in detail appear to be directed against the phosphosaccharide repeats or the cap structure rather than the phosphosaccharide core. Two mAbs recognize terminal cap-structures containing Man α1,2Man residues. Four antibodies are specific for L. mexicana and are probably directed against PO4-6[Glc β1,3]Gal β1,4Man α1 repeats while six mAbs react with the unmodified repeats. Two antibodies specific for Leishmania major recognize Gal β1,3-substituted repeats unique for lipophosphoglycan from this species. Analysis by immunoblotting indicates that the high-molecular-mass proteo-phosphoglycan of L. mexicana secreted acid phosphatase carries epitopes for all anti-lipophosphoglycan mAbs suggesting the presence of capped phosphosaccharide repeats while the enzymically active glycoprotein subunit is modified by caps but probably not by repeats. In the case of Leishmania donovani secreted acid phosphatase, the enzymically active polypeptide may be directly modified by repeats. The mAbs are used to characterize changes in lipophosphoglycan structure, which occur in culture during the transition of promastigotes from the logarithmic to the stationary growth phase. Furthermore, testing the mAbs against seven species demonstrates their potential for serotyping Leishmania.
NCBI PubMed ID: 7693464Publication DOI: 10.1111/j.1432-1033.1993.tb18283.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Max-Planck-Institut für Biologie, Tübingen, Germany
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6. Compound ID: 6407
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79%b-D-Galp-(1-4)-+ a-D-Glcp-(1--P--6)--+
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?%a-D-Manp-(1-2)-?%a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-INO-(1--P--3)--Gro-(1-1)-ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 2881
Ilg T, Harbecke D, Wiese M, Overath P "Monoclonal antibodies directed against Leishmania secreted acidphosphatase and lipophosphoglycan. Partial characterization of privateand public epitopes" -
European Journal of Biochemistry 217 (1993) 603-615
Leishmania promastigotes, the stage of the parasite characteristic for the sandfly vector, express an abundant glycoconjugate, called lipophosphoglycan, at their surface. Lipophosphoglycan consists of lysoalkyl-sn-glycerophosphoinositol linked to a phosphosaccharide core conserved in all species, which is connected to PO4-6Gal β1,4Man α1 repeats with species-specific substitutions at the Gal residue; the repeats are capped by conserved and species-specific oligosaccharides. Most Leishmania species also secrete an acid phosphatase, which, in Leishmania mexicana, is a filamentous complex composed of a phosphorylated glycoprotein and non-covalently associated proteo-(high-molecular-mass)phosphoglycan. The secreted acid phosphatase complex was used as an antigen to derive a panel of monoclonal antibodies (mAbs). A total of 25 mAbs (17 novel and 8 previously described) were tested by different techniques for their specificity against lipophosphoglycan and secreted acid phosphatase from several Leishmania species. This comparison and the modification of the antigens by chemical or enzymic treatments allowed a classification of the mAbs into several groups. First, from 25 mAbs examined, 22 recognize lipophosphoglycan and the enzyme complex of L. mexicana; only three are specific for secreted acid phosphatase. Two of the latter group are also directed against carbohydrate structures, whereas the third mAb recognizes the 100-kDa polypeptide of the complex. The secreted acid-phosphatase-specific class detects antigen in the flagellar pocket of promastigotes while all anti-lipophosphoglycan mAbs bind to the cell surface. Second, all 15 anti-lipophosphoglycan mAbs investigated in detail appear to be directed against the phosphosaccharide repeats or the cap structure rather than the phosphosaccharide core. Two mAbs recognize terminal cap-structures containing Man α1,2Man residues. Four antibodies are specific for L. mexicana and are probably directed against PO4-6[Glc β1,3]Gal β1,4Man α1 repeats while six mAbs react with the unmodified repeats. Two antibodies specific for Leishmania major recognize Gal β1,3-substituted repeats unique for lipophosphoglycan from this species. Analysis by immunoblotting indicates that the high-molecular-mass proteo-phosphoglycan of L. mexicana secreted acid phosphatase carries epitopes for all anti-lipophosphoglycan mAbs suggesting the presence of capped phosphosaccharide repeats while the enzymically active glycoprotein subunit is modified by caps but probably not by repeats. In the case of Leishmania donovani secreted acid phosphatase, the enzymically active polypeptide may be directly modified by repeats. The mAbs are used to characterize changes in lipophosphoglycan structure, which occur in culture during the transition of promastigotes from the logarithmic to the stationary growth phase. Furthermore, testing the mAbs against seven species demonstrates their potential for serotyping Leishmania.
NCBI PubMed ID: 7693464Publication DOI: 10.1111/j.1432-1033.1993.tb18283.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Max-Planck-Institut für Biologie, Tübingen, Germany
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7. Compound ID: 6409
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?%b-D-Galp-(1-4)-+
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?%a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--+ a-D-Glcp-(1--P--6)--+
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?%b-D-Arap-(1-2)-{{{-b-D-Galp-(1-3)-}}}/n=0-2/-85%b-D-Galp-(1-3)-{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=30/-a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-INO-(1--P--3)--Gro-(1-1)-ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136101,IEDB_136103,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_156494,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_581506,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 2500
Ng K, Handman E, Bacic A "Biosynthesis of lipophosphoglycan from Leishmania major: characterization of (β1-3)-galactosyltransferase(s)" -
Glycobiology 4(6) (1994) 845-853
Lipophosphoglycan (LPG) is the major cell surface molecule of promastigotes of all Leishmania species. It is comprised of three domains: a conserved GPI anchor linked to a repeating phosphorylated disaccharide (P2; PO4-6-Gal(β 1-4)Man(α 1-) backbone variously substituted with galactose, glucose and arabinose residues in L.major and capped with a neutral oligosaccharide. Using a microsomal membrane preparation from L.major, we have been able to demonstrate that galactose from UDP-[14C]galactose can be transferred to an endogenous acceptor, characterized as LPG. An in vitro assay was established, based on anion-exchange HPLC, that concurrently identifies and quantitates the products of the galactosyltransferases. We show that the products formed are [14C]galactose-labelled P3 (PO4-6-[Gal(β 1-3)]Gal(β 1-4)Man(α 1-), P4b (PO4-6-[Gal(β 1-3)Gal(β 1-3)]Gal(β 1-4)Man(α 1-) and P5b(PO4-6-[Gal(β 1-3)Gal(β 1-3)Gal(β 1-3)]Gal(β 1- 4)Man(α 1-). These are major galactosylated repeating units of the backbone of L.major LPG. The same products are also formed when LPG from L.donovani, which contains an unbranched backbone of P2 repeats, is used as an exogenous acceptor with L.major microsomal membranes and UDP-[14C]galactose. In addition, no formation of radioactive backbone repeats (P2) was detected in membrane incubations containing UDP-[14C]galactose with or without added unlabelled GDP-mannose, indicating that the addition of the (β 1-3)-linked galactose branches is independent of the synthesis of the repeating disaccharide (P2) backbone. Preliminary kinetic analyses suggest that the addition of multiple (β 1-3)-linked galactose residues may be catalysed by more than one (β 1-3) galactosyltransferase. The (β 1-3)galactosyltransferase(s) activity was not detected in microsomal membrane preparations from promastigotes of L.donovani.
biosynthesis, glycosyltransferases, Galactosyltransferases, leishmania, lipophosphoglycan
NCBI PubMed ID: 7734847Publication DOI: 10.1093/glycob/4.6.845Journal NLM ID: 9104124Publisher: IRL Press at Oxford University Press
Institutions: Walter and Eliza Hall Institute of Medical Research, Royal Melbourne Hospital, Victoria, Australia, Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria, Australia
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8. Compound ID: 6426
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?%b-D-Galp-(1-4)-+
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?%a-D-Manp-(1-2)-?%a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=10-11/-b-D-Galp-(1-4)-a-D-Manp |
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Structure type: oligomer
Trivial name: extracellular phosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_136104,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141830,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_152206,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_983930,SB_136,SB_165,SB_166,SB_187,SB_195,SB_196,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 2887
Greis KD, Turco SJ, Thomas JR, McConville MJ, Homans SW, Ferguson MAJ "Purification and characterization of an extracellular phosphoglycanfrom Leishmania donovani" -
Journal of Biological Chemistry 267(9) (1992) 5876-5881
An extracellular phosphoglycan (exPG), present in the culture medium of the promastigote form of Leishmania donovani, was purified and structurally characterized. The purification scheme included ethanol precipitation of the culture medium, anion exchange chromatography, hydrophobic chromatography on phenyl-Sepharose, and preparative polyacrylamide gel electrophoresis. Structural analysis by 1H-1H NMR, methylation linkage analysis, and glycosidase digestion revealed that the exPG consisted of the following structure: (CAP)→[PO4-6Galpβ1-4Manpα1]10-11-PO4-6Galpβ1-4Man. The cap was found to be one of several small, neutral oligosaccharides, the most abundant of which was the trisaccharide Galpβ1-4(Manpα1-2)Man. The results indicated structural analogy to the cellular-derived lipophosphoglycan (LPG) from L. donovani. The important exceptions are a lack of the lipid anchor, the entire phosphosaccharide core, and several of the repeating disaccharide units. Although the function of exPG is presently unknown, it may play a protective role for the promastigote in the insect vector or during infection of a mammalian host.
NCBI PubMed ID: 1556103Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Institutions: Department of Biochemistry, University of Kentucky Medical Center, Lexington, USA
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9. Compound ID: 6427
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?%b-D-Galp-(1-4)-+ a-D-Glcp-(1--P--6)--+
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?%a-D-Manp-(1-2)-?%a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=16/-a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-INO-(1--P--3)--Gro-(1-1)-ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 2888
Thomas JR, McConville MJ, Thomas-Oates JE, Homans SW, Ferguson MAJ, Gorin PAJ, Greis KD, Turco SJ "Refined structure of the lipophosphoglycan of Leishmania donovani" -
Journal of Biological Chemistry 267(10) (1992) 6829-6833
The primary structure of the major surface glycoconjugate of Leishmania donovani parasites, a lipophosphoglycan, has been further characterized. The repeating PO4-6Galp β1-4Man disaccharide units, which are a salient feature of the molecule, are shown to terminate with one of several neutral structures, the most abundant of which is the branched trisaccharide Galp β1-4(Manp α1-2)Man. The phosphosaccharide core of lipophosphoglycan, which links the disaccharide repeats to a lipid anchor, contains 2 phosphate residues. One of the core phosphates has previously been localized on O-6 of the galactosyl residue distal to the lipid anchor; the second phosphate is now shown to be on O-6 of the mannosyl residue distal to the anchor and to bear an α-linked glucopyranosyl residue. Also, the anomeric configuration of the unusual 3-substituted Galf residue in the phosphosaccharide core is established as beta. The complete structure of the core is thus PO4-6Galp α1-6Galp α1-3Galf β1-3[Glcp α1-PO4-6]Manp α1-3Manp α1-4GlcN α1-. This further clarification of the structure of lipophosphoglycan may prove beneficial in determining the structure-function relationships of this highly unusual glycoconjugate.
NCBI PubMed ID: 1551889Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Institutions: Department of Biochemistry, University of Dundee, United Kingdom, Departamento de Bioquimica, Universidade Federal do Parana, Curitiba-PR, Brazil, Department of Biochemistry, University of Kentucky Medical Center, Lexington, Kentucky
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10. Compound ID: 6429
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20%b-D-Glcp-(1-3)-+
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20%b-D-Galp-(1-4)-+ | a-D-Glcp-(1--P--6)--+
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30%a-D-Manp-(1-2)-a-D-Manp-(1-2)-D-Manp-(1-?)-{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=20/-a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-myoIno-(1--P--3)--Gro-(1-1)-ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_137485,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142349,IEDB_142350,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144993,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 2889
Ilg T, Etges R, Overath P, McConville MJ, Thomas-Oates J, Thomas J, Homans SW, Ferguson MAJ "Structure of Leishmania mexicana lipophosphoglycan" -
Journal of Biological Chemistry 267(10) (1992) 6834-6840
Lipophosphoglycan (LPG) was isolated from the culture supernatant of Leishmania mexicana promastigotes and its structure elucidated by a combination of 1H NMR, fast atom bombardment mass spectrometry, methylation analysis, and chemical and enzymatic modifications. It consists of the repeating phosphorylated oligosaccharides PO4-6Galβ1-4Manα1- and PO4-6[Glcβ1-3]Galβ1-4Manα1-, which are linked together in linear chains by phosphodiester linkages. Each chain of repeat units is linked to a phosphosaccharide core with the structure PO4-6Galα1-6Galα1-3Galfβ1-3[Glcα1-PO4-6]Manα1-3Manα1-4GlcNH2α1-6-myo-inositol, where the myo-inositol residue forms the head group of a lyso-alkylphosphatidylinositol moiety. The nonreducing terminus of the repeat chains appear to be capped with the neutral oligosaccharides Manα1-2Man, Manα1-2Manα1-2Man, or Manα1-2[Galβ1-4]Man. Cellular LPG, isolated from promastigotes, has a very similar structure to the culture supernatant LPG. However, it differs from culture supernatant LPG in the average number of phosphorylated oligosaccharide repeat units (20 versus 28) and in alkyl chain composition. Although culture supernatant LPG contained predominantly C24:0 alkyl chains, cellular LPG contained approximately equal amounts of C24:0 and C26:0 alkyl chains. It is suggested that culture supernatant LPG is passively shed from promastigotes and that it may contribute significantly, but not exclusively, to the "excreted factor" used for serotyping Leishmania spp. Comparison of L. mexicana LPG with the LPGs of Leishmania major and Leishmania donovani indicate that these molecules are highly conserved but that species-specific differences occur in the phosphorylated oligosaccharide repeat branches and in the relative abundance of the neutral cap structures.
NCBI PubMed ID: 1551890Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Institutions: Department of Biochemistry, University of Dundee, Dundee, United Kingdom, Max-Planck-Institut für Biologie, Abteilung Membranbiochemie, Tübingen, Germany
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11. Compound ID: 6443
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b-D-Galp-(1-4)-+ a-D-Glcp-(1--P--6)--+
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a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-myoIno-(1--P--3)--Gro-(1-1)-ALK |
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Structure type: oligomer
Trivial name: GPI-anchor
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142349,IEDB_142350,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144993,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 2784
Ferguson MAJ, Brimacombe JS, Cottaz S, Field RA, Guther LS, Homans SW, McConville MJ, Mehlert A, Milne KG, Ralton JE, Roy YA, Schneider P, Zitzmann N "Glycosyl-phosphatidylinositol molecules of the parasite and the host" -
Parasitology 108 (1994) S45-S54
The glycosyl-phosphatidylinositol (GPI) protein-membrane anchors are ubiquitous among the eukaryotes. However, while mammalian cells typically express in the order of 100 thousand copies of GPI-anchor per cell, the parasitic protozoa, particularly the kinetoplastids, express up to 10-20 million copies of GPI-anchor and/or GPI-related glycolipids per cell. Thus GPI-family members dominate the cell surface molecular architecture of these organisms. In several cases, GPI-anchored proteins, such as the variant surface glycoprotein (VSG) of the African trypanosomes, or GPI-related glycolipids, such as the lipophosphoglycan (LPG) of the Leishmania, are known to be essential for parasite survival and infectivity. The highly elevated levels and specialised nature of GPI metabolism in the kinetoplastid parasites suggest that the GPI biosynthetic pathways might be good targets for the development of chemotherapeutic agents. This article introduces the range of GPI structures found in protozoan parasites, and their mammalian hosts, and discusses some aspects of GPI biosynthesis.
NCBI PubMed ID: 8084654Publication DOI: 10.1017/s0031182000075715Journal NLM ID: 0401121Publisher: London, New York, Cambridge University Press
Institutions: Department of Biochemistry, University of Dundee, United Kingdom, Department of Chemistry, University of Dundee, United Kingdom
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12. Compound ID: 15086
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b-D-Galp-(1-4)-+
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a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--/(1->1) 5-aminopentyl (compound 1A) or EtN (compound 1B)/ |
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Structure type: fragment of a bigger structure
Aglycon: (1->1) 5-aminopentyl (compound 1A) or EtN (compound 1B)
Trivial name: capping oligosaccharide epitope
Compound class: LPG
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136104,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141830,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_983930,SB_136,SB_165,SB_166,SB_187,SB_195,SB_196,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 5888
Anish C, Martin CE, Wahlbrink A, Bogdan C, tais P, ntoniou M, eeberger PH "Immunogenicity and Diagnostic Potential of Synthetic Antigenic Cell Surface Glycans of Leishmania" -
ACS Chemical Biology 8(11) (2013) 2412-2422
Detection and quantification of pathogen-derived antigenic structures is a key method for the initial diagnosis and follow-up of various infectious diseases. Complex parasitic diseases such as leishmaniasis require highly sensitive and specific tests prior to treatment with potentially toxic drugs. To investigate the diagnostic potential of cell surface glycans found on Leishmania parasites, we identified diagnostically relevant glycan epitopes and used synthetic glycan microarrays to screen sera from infected humans and dogs. On the basis of the screening results, we selected a tetrasaccharide to generate anti-glycan antibodies. The corresponding tetrasaccharide-carrier protein conjugate was immunogenic in mice, and sera obtained from immunized mice specifically detected the Leishmania parasite. These results demonstrate how synthetic glycan arrays, in combination with immunological methods, help to identify promising carbohydrate antigens for pathogen detection.
synthesis, antigen, carbohydrate, epitope, leishmania, parasites
NCBI PubMed ID: 24004239Publication DOI: 10.1021/cb400602kJournal NLM ID: 101282906Publisher: Washington, DC: American Chemical Society
Correspondence: peter.seeberger@mpikg.mpg.de; chakkumkal.anish@mpikg.mpg.de
Institutions: Max-Planck Institute of Colloids and Interfaces, 14424 Potsdam, Germany, Mikrobiologisches Institut - Klinische Mikrobiologie, Immunologie und Hygiene, Universitatsklinikum Erlangen, Friedrich-Alexander Universitat Erlangen-Nurnberg, Erlangen, Germany, Laboratory of Clinical Bacteriology Parasitology Zoonoses and Geographical Medicine, Faculty of Medicine, University of Crete, Heraklion, Greece
Methods: chemical synthesis, antibody binding, immunization, conjugation, immunofluorescence analyses, immunogenicity evaluation
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13. Compound ID: 15251
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b-D-Galp-(1-4)-+ a-D-Glcp-(1--P--6)--+
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a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}/n=14-30/-a-D-Galp-(1-6)-a-D-Galp-(1-3)-b-D-Galf-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-4)-a-D-GlcpN-(1-6)-myoIno-(1--P--3)--Gro1ALK |
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Structure type: oligomer
Compound class: LPG
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136100,IEDB_136104,IEDB_136906,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141807,IEDB_141830,IEDB_142349,IEDB_142350,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144993,IEDB_144996,IEDB_144998,IEDB_145002,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_474450,IEDB_983930,IEDB_983931,SB_136,SB_163,SB_165,SB_166,SB_187,SB_192,SB_195,SB_196,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 5929
Forestier CL, Gao Q, Boons GJ "Leishmania lipophosphoglycan: how to establish structure-activity relationships for this highly complex and multifunctional glycoconjugate?" -
Frontiers in Cellular and Infection Microbiology 4 (2015) 193
A key feature of many pathogenic microorganisms is the presence of a dense glycocalyx at their surface, composed of lipid-anchored glycoproteins and non-protein-bound polysaccharides. These surface glycolipids are important virulence factors for bacterial, fungal and protozoan pathogens. The highly complex glycoconjugate lipophosphoglycan (LPG) is one of the dominant surface macromolecules of the promastigote stage of all Leishmania parasitic species. LPG plays critical pleiotropic roles in parasite survival and infectivity in both the sandfly vector and the mammalian host. Here, we review the composition of the Leishmania glycocalyx, the chemical structure of LPG and what is currently known about its effects in the mammalian host, specifically. We will then discuss the current approaches employed to elucidate LPG functions. Finally, we will provide a viewpoint on future directions that this area of investigation could take to unravel in detail the biological activity of the specific molecular elements composing the structurally complex LPG.
glycoproteins, chemical synthesis, leishmania, lipophosphoglycan, Leishmania glycoconjugates, LPG function, LPG structure-activity relationships, LPG structure
NCBI PubMed ID: 25653924Publication DOI: 10.3389/fcimb.2014.00193Journal NLM ID: 101585359Publisher: Lausanne: Frontiers Media SA
Correspondence: claire-lise.forestier@inserm.fr
Institutions: INSERM U1095, Faculté de Médecine, University of Aix-Marseille Marseille, France, Complex Carbohydrate Research Center, Department of Chemistry, University of Georgia Athens, GA, USA
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14. Compound ID: 15311
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{{{-a-D-Manp-(1-2)-}}}/n=0-5/-{{{-a-D-Manp-(1--P--6)--b-D-Galp-(1-4)-}}}/n=2/-a-D-Manp-(1--P--3)--Ser |
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Structure type: oligomer
Trivial name: sAP
Compound class: phosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_136104,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141795,IEDB_141830,IEDB_141834,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_150900,IEDB_152206,IEDB_164480,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_76933,IEDB_983930,SB_136,SB_165,SB_166,SB_187,SB_195,SB_196,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 5943
Heng J, Naderer T, Ralph SA, McConville MJ "Glycosylated compounds of parasitic protozoa" -
Book: Microbial Glycobiology (series: Structures, Relevance and Applications) (2010) 203-231
This chapter describes the range of glycan structures and pathways that are found in different parasitic protozoa. All parasitic protists express a range of glycoconjugates that form protective protein-rich or carbohydrate-rich surface coats. Protein-rich coats are typically found on developmental stages that inhabit nonhydrolytic niches, such as the bloodstream and nonacidified intracellular vacuoles. These coats are commonly dominated by a limited repertoire of antigenically diverse proteins that are commonly, but not always, glycosylphosphatidylinositol- (GPI-) anchored and modified with N- or O-glycans. Carbohydrate-rich coats are commonly found on developmental stages that dwell within hydrolytic environments, such as vertebrate and arthropod digestive tracts and lysosomal vacuoles. These coats are dominated by GPI-anchored glycoproteins that are heavily modified with N-glycans, O-glycans, or phosphoglycans. Free GPI glycolipids (not attached to protein) can also be abundant or dominant components of these coats. Some parasitic protists can also form highly resistant cyst stages encased within polysaccharide-rich cell walls. Considerable progress has been made in defining the structures of the surface and intracellular glycans of the parasitic protists, their biosynthesis and the role that individual components play in parasite infectivity.
O-glycosylation, Glycosylphosphatidylinositol, N-glycosylation, protozoan parasites, Phosphoglycosylation
Publication DOI: 10.1016/B978-0-12-374546-0.00012-2Publisher: Amsterdam: Elsevier
Correspondence: malcolmm@unimelb.edu.au
Editors: Moran A
Institutions: Department of Biochemistry and Molecular Biology, Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Parkville, Australia
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15. Compound ID: 15474
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b-D-Galp-(1-4)-+
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?%a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1--P--6)--{{{-b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--}}}b-D-Galp-(1-2)-a-D-Manp-(1-P |
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Structure type: oligomer
Trivial name: phosphoglycan region of LPG
Compound class: phosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_136104,IEDB_137472,IEDB_140116,IEDB_141794,IEDB_141830,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_152206,IEDB_189518,IEDB_190606,IEDB_433717,IEDB_983930,SB_136,SB_165,SB_166,SB_187,SB_195,SB_196,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 5980
Nikolaev AV, Al-Maharik N, Sizova OV "Synthetic glycoconjugates based on Leishmania lipophosphoglycan structures as potential anti-leishmaniasis vaccines" -
Book: Carbohydrate Chemistry (series: Chemical and Biological Approaches) (2010) Vol. 36, 101-126
no abstract available
carbohydrate, glycoconjugates, glycoconjugate, leishmania, lipophosphoglycan, drug discovery
Publication DOI: 10.1039/9781849730891-00101Publisher: London, RSC Publishing
Correspondence: a.v.nikolaev@dundee.ac.uk
Editors: Rauter AP, Lindhorst T
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, College of Life Sciences, Division of Biological Chemistry and Drug Discovery, University of Dundee, Dundee DD1 5EH, UK
- Article ID: 5982
Nikolaev AV, Sizova OV "Synthetic neoglycoconjugates of cell-surface phosphoglycans of Leishmania as potential anti-parasite carbohydrate vaccines" -
Biochemistry (Moscow) 76(7) (2011) 761-773
Leishmania are a genus of sandfly-transmitted protozoan parasites that cause a spectrum of debilitating and often fatal diseases in humans throughout the tropics and subtropics. During the parasite life cycle, Leishmania survive and proliferate in highly hostile environments. Their survival strategies involve the formation of an elaborate and dense cell-surface glycocalyx composed of diverse stage-specific glycoconjugates that form a protective barrier. Phosphoglycans constitute the variable structural and functional domain of major cell-surface lipophosphoglycan and secreted proteophosphoglycans. In this paper, we discuss structural aspects of various phosphoglycans from Leishmania with the major emphasis on the chemical preparation of neoglycoconjugates (neoglycoproteins and neoglycolipids) based on Leishmania lipophosphoglycan structures as well as the immunological evaluation for some of them as potential anti-leishmaniasis vaccines.
carbohydrates, glycoconjugate vaccines, chemical synthesis, leishmania, lipophosphoglycan, neoglycoconjugates
NCBI PubMed ID: 21999537Publication DOI: 10.1134/S0006297911070066Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Correspondence: a.v.nikolaev@dundee.ac.uk
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, College of Life Sciences, Division of Biological Chemistry and Drug Discovery, University of Dundee, UK
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