Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus

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dc.contributor.authorToledo, Marcos S. [UNIFESP]
dc.contributor.authorLevery, Steven B.
dc.contributor.authorBennion, Beau
dc.contributor.authorGuimaraes, Luciana L. [UNIFESP]
dc.contributor.authorCastle, Sherry A.
dc.contributor.authorLindsey, Rebecca
dc.contributor.authorMomany, Michelle
dc.contributor.authorPark, Chaeho
dc.contributor.authorStraus, Anita Hilda [UNIFESP]
dc.contributor.authorTakahashi, Helio Kiyoshi [UNIFESP]
dc.contributor.institutionUniv New Hampshire
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.contributor.institutionUniv Georgia
dc.date.accessioned2016-01-24T13:48:54Z
dc.date.available2016-01-24T13:48:54Z
dc.date.issued2007-08-01
dc.description.abstractAcidic glycosphingolipid components were extracted from the opportunistic mycopathogen Aspergillus fumigatus and identified as inositol phosphorylceramide and glycosylinositol phosphorylceramides (GIPCs). Using nuclear magnetic resonance sppectroscopy, mass spectrometry, and other techniques, the structures of six major components were elucidated as Ins-P-Cer (Af-0), Manp (alpha 1 -> 3) Manp(alpha 1 -> 2) Ins-P-Cer (Af-2), Manp(a1 -> 2) Manp (alpha 1 -> 3) Manp(alpha 1 -> 2) Ins-P-Cer (Af-3a), Manp(a1 -> 3) [Galf(beta 1 -> 6)] Manp(alpha 1 -> 2)-Ins-P-Cer (Af-3b), Manp (alpha 1 -> 2)-Manp(alpha 1 -> 3)[ Galf(beta 1 -> 6)] Manp(beta 1 -> 2) Ins-P-Cer (Af-4), and Manp(alpha 1 -> 3) Manp(alpha 1 -> 6) GlcpN(alpha 1 -> 2) Ins-P-Cer (Af-3c) ( where Ins 5 myo-inositol and P = phosphodiester). A minor A. fumigatus GIPC was also identified as the N-acetylated version of Af-3c (Af-3c*), which suggests that formation of the GlcN alpha 1 -> 2Ins linkage may proceed by a two-step process, similar to the GlcN alpha 1 -> 2Ins linkage in glycosylphosphatidylinositol (GPI) anchors (transfer of GlcNAc, followed by enzymatic de-N-acetylation). the glycosylinositol of Af-3b, which bears a distinctive branching Galf (b1Y6) residue, is identical to that of a GIPC isolated previously from the dimorphic mycopathogen Paracoccidioides brasiliensis (designated Pb-3), but components Af-3a and Af-4 have novel structures. Overlay immunostaining of A. fumigatus GIPCs separated on thinlayer chromatograms was used to assess their reactivity against sera from a patient with aspergillosis and against a murine monoclonal antibody (MEST-1) shown previously to react with the Galf (beta 1 -> 6) residue in Pb-3. These results are discussed in relation to pathogenicity and potential approaches to the immunodiagnosis of A. fumigatus.en
dc.description.affiliationUniv New Hampshire, Dept Chem, Durham, NH 03824 USA
dc.description.affiliationUniversidade Federal de São Paulo, Escola Paulista Med, Dept Biochem, BR-04023900 São Paulo, Brazil
dc.description.affiliationUniv Georgia, Dept Plant Biol, Athens, GA 30602 USA
dc.description.affiliationUniv Georgia, Dept Biochem & Mol Biol, Athens, GA 30602 USA
dc.description.affiliationUnifespUniversidade Federal de São Paulo, Escola Paulista Med, Dept Biochem, BR-04023900 São Paulo, Brazil
dc.description.sourceWeb of Science
dc.format.extent1801-1824
dc.identifierhttp://dx.doi.org/10.1194/jlr.M700149-JLR200
dc.identifier.citationJournal of Lipid Research. Bethesda: Amer Soc Biochemistry Molecular Biology Inc, v. 48, n. 8, p. 1801-1824, 2007.
dc.identifier.doi10.1194/jlr.M700149-JLR200
dc.identifier.issn0022-2275
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/29892
dc.identifier.wosWOS:000248044200015
dc.language.isoeng
dc.publisherAmer Soc Biochemistry Molecular Biology Inc
dc.relation.ispartofJournal of Lipid Research
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectfungusen
dc.subjectsphingolipiden
dc.subjectglycolipiden
dc.subjectgalactofuranoseen
dc.subjectmonoclonal antibodyen
dc.subjectelectrospray ionizationen
dc.subjection trapen
dc.subjectmass spectrometryen
dc.subjectNMR spectroscopyen
dc.titleAnalysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatusen
dc.typeinfo:eu-repo/semantics/article
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