Structure of Leishmania mexicana lipophosphoglycan

Thomas Ilg, Robert Etges, Peter Overath, Malcolm J. McConville, Jane Thomas-Oates, Jerry Thomas, Steven W. Homans, Michael A. Ferguson

    Research output: Contribution to journalArticle

    102 Citations (Scopus)

    Abstract

    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 PO4-6Galß1-4Mana1- and PO4-6[Glcß1-3]Galß1-4Mana1-, which are linked together in linear chains by phosphodiester linkages. Each chain of repeat units is linked to a phosphosaccharide core with the structure PO4-6Gala1-6Gala1-3Galfß1- 3[Glca1-PO4-6]Mana1-3Mana1-4GlcNH2a1-6 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 Mana1-2Man, Mana1-2Mana1-2Man, or Mana1-2[Galß1-4]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.

    Original languageEnglish
    Pages (from-to)6834-40
    Number of pages7
    JournalJournal of Biological Chemistry
    Volume267
    Issue number10
    Publication statusPublished - 5 Apr 1992

    Fingerprint

    Leishmania mexicana
    Oligosaccharides
    Inositol
    Penicillin G Benzathine
    Fast Atom Bombardment Mass Spectrometry
    Leishmania major
    Leishmania donovani
    Serotyping
    Methylation
    lipophosphonoglycan
    Leishmania
    Mass spectrometry
    Nuclear magnetic resonance
    Atoms
    Molecules

    Cite this

    Ilg, T., Etges, R., Overath, P., McConville, M. J., Thomas-Oates, J., Thomas, J., ... Ferguson, M. A. (1992). Structure of Leishmania mexicana lipophosphoglycan. Journal of Biological Chemistry, 267(10), 6834-40.
    Ilg, Thomas ; Etges, Robert ; Overath, Peter ; McConville, Malcolm J. ; Thomas-Oates, Jane ; Thomas, Jerry ; Homans, Steven W. ; Ferguson, Michael A. / Structure of Leishmania mexicana lipophosphoglycan. In: Journal of Biological Chemistry. 1992 ; Vol. 267, No. 10. pp. 6834-40.
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    abstract = "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 PO4-6Gal{\ss}1-4Mana1- and PO4-6[Glc{\ss}1-3]Gal{\ss}1-4Mana1-, which are linked together in linear chains by phosphodiester linkages. Each chain of repeat units is linked to a phosphosaccharide core with the structure PO4-6Gala1-6Gala1-3Galf{\ss}1- 3[Glca1-PO4-6]Mana1-3Mana1-4GlcNH2a1-6 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 Mana1-2Man, Mana1-2Mana1-2Man, or Mana1-2[Gal{\ss}1-4]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.",
    author = "Thomas Ilg and Robert Etges and Peter Overath and McConville, {Malcolm J.} and Jane Thomas-Oates and Jerry Thomas and Homans, {Steven W.} and Ferguson, {Michael A.}",
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    Ilg, T, Etges, R, Overath, P, McConville, MJ, Thomas-Oates, J, Thomas, J, Homans, SW & Ferguson, MA 1992, 'Structure of Leishmania mexicana lipophosphoglycan', Journal of Biological Chemistry, vol. 267, no. 10, pp. 6834-40.

    Structure of Leishmania mexicana lipophosphoglycan. / Ilg, Thomas; Etges, Robert; Overath, Peter; McConville, Malcolm J.; Thomas-Oates, Jane; Thomas, Jerry; Homans, Steven W.; Ferguson, Michael A.

    In: Journal of Biological Chemistry, Vol. 267, No. 10, 05.04.1992, p. 6834-40.

    Research output: Contribution to journalArticle

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    T1 - Structure of Leishmania mexicana lipophosphoglycan

    AU - Ilg, Thomas

    AU - Etges, Robert

    AU - Overath, Peter

    AU - McConville, Malcolm J.

    AU - Thomas-Oates, Jane

    AU - Thomas, Jerry

    AU - Homans, Steven W.

    AU - Ferguson, Michael A.

    PY - 1992/4/5

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    N2 - 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 PO4-6Galß1-4Mana1- and PO4-6[Glcß1-3]Galß1-4Mana1-, which are linked together in linear chains by phosphodiester linkages. Each chain of repeat units is linked to a phosphosaccharide core with the structure PO4-6Gala1-6Gala1-3Galfß1- 3[Glca1-PO4-6]Mana1-3Mana1-4GlcNH2a1-6 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 Mana1-2Man, Mana1-2Mana1-2Man, or Mana1-2[Galß1-4]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.

    AB - 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 PO4-6Galß1-4Mana1- and PO4-6[Glcß1-3]Galß1-4Mana1-, which are linked together in linear chains by phosphodiester linkages. Each chain of repeat units is linked to a phosphosaccharide core with the structure PO4-6Gala1-6Gala1-3Galfß1- 3[Glca1-PO4-6]Mana1-3Mana1-4GlcNH2a1-6 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 Mana1-2Man, Mana1-2Mana1-2Man, or Mana1-2[Galß1-4]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.

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    Ilg T, Etges R, Overath P, McConville MJ, Thomas-Oates J, Thomas J et al. Structure of Leishmania mexicana lipophosphoglycan. Journal of Biological Chemistry. 1992 Apr 5;267(10):6834-40.