Show legend Show as text

Structure type: oligomer
Trivial name: phospholipomannan
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_144996,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_474450,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72

• Article ID: 6995
  Trinel PA, Delplace F, Maes E, Zanetta JP, Mille C, Coddeville B, Jouault T, Strecker G, Poulain D "Candida albicans serotype B strains synthesize a serotype-specific phospholipomannan overexpressing a beta-1,2-linked mannotriose" - Molecular Microbiology 58(4) (2005) 984-998
  

  Candida albicans strains consist of serotypes A and B depending on the presence of terminal β-1,2-linked mannose residues in the acid-stable part of serotype A phosphopeptidomannan (PPM). The distribution of C. albicans serotypes varies according to country and human host genetic and infectious backgrounds. However, these epidemiological traits have not yet been related to a phenotypically stable molecule as cell surface expression of the serotype A epitope depends on the growth conditions. We have shown that C. albicans serotype A associates β-mannose residues with another molecule, phospholipomannan (PLM), which is a member of the mannoseinositolphosphoceramide family. In this study, PLM from serotype B strains was analysed in order to provide structural bases for the differences in molecular mass and antigenicity observed between PLMs from both serotypes. Through these analyses, carbon 10 was shown to be the location of a second hydroxylation of fatty acids previously unknown in fungal sphingolipids. Minor differences observed in the ceramide moiety appeared to be strain-dependent. More constant features of PLM from serotype B strains were the incorporation of greater amounts of phytosphingosine C20, a twofold reduced glycosylation of PLM and overexpression of a β-1,2 mannotriose, the epitope of protective antibodies. This specific β-mannosylation was observed even when growth conditions altered serotype A PPM-specific epitopes, confirming the potential of PLM as a phenotypically stable molecule for serotyping. This study also suggests that the regulation of β-mannosyltransferases, which define specific immunomodulatory adhesins whose activity depends on the mannosyl chain length, are part of the genetic background that differentiates serotypes.

  Saccharomyces cerevisiae, cell-walls mannans, branched side-chains, abouraud liquid-medium, acidic conditions, heptafluorobutyrate derivatives, structural modification, oligomannosyl residues, spectrometry analysis, fungal cerebrosides

  Publication DOI: 1111/j.1365-2958.2005.04890.x
  Journal NLM ID: 8712028
  Publisher: Blackwell Publishing
  Correspondence: dpoulain@univ-lille2
  Institutions: Inserm E0360, Physiopathologie des Candidoses, Faculte de Medecine, Pole Recherche, 59037, Lille Cedex, France, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR n°8576, Université des Sciences et Technologies de Lille, 59655 Villeneuve d’Ascq Cedex, France
  Methods: 13C NMR, 1H NMR, NMR-2D, GC-MS, 31P NMR, ESI-MS, composition analysis, extraction
  
   
  
  Candida albicans NIH B 792
  CSDB ID 41256 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_130701,IEDB_144983,IEDB_152206,IEDB_474450,IEDB_983930,SB_44,SB_67,SB_72

• Article ID: 6995
  Trinel PA, Delplace F, Maes E, Zanetta JP, Mille C, Coddeville B, Jouault T, Strecker G, Poulain D "Candida albicans serotype B strains synthesize a serotype-specific phospholipomannan overexpressing a beta-1,2-linked mannotriose" - Molecular Microbiology 58(4) (2005) 984-998
  

  Candida albicans strains consist of serotypes A and B depending on the presence of terminal β-1,2-linked mannose residues in the acid-stable part of serotype A phosphopeptidomannan (PPM). The distribution of C. albicans serotypes varies according to country and human host genetic and infectious backgrounds. However, these epidemiological traits have not yet been related to a phenotypically stable molecule as cell surface expression of the serotype A epitope depends on the growth conditions. We have shown that C. albicans serotype A associates β-mannose residues with another molecule, phospholipomannan (PLM), which is a member of the mannoseinositolphosphoceramide family. In this study, PLM from serotype B strains was analysed in order to provide structural bases for the differences in molecular mass and antigenicity observed between PLMs from both serotypes. Through these analyses, carbon 10 was shown to be the location of a second hydroxylation of fatty acids previously unknown in fungal sphingolipids. Minor differences observed in the ceramide moiety appeared to be strain-dependent. More constant features of PLM from serotype B strains were the incorporation of greater amounts of phytosphingosine C20, a twofold reduced glycosylation of PLM and overexpression of a β-1,2 mannotriose, the epitope of protective antibodies. This specific β-mannosylation was observed even when growth conditions altered serotype A PPM-specific epitopes, confirming the potential of PLM as a phenotypically stable molecule for serotyping. This study also suggests that the regulation of β-mannosyltransferases, which define specific immunomodulatory adhesins whose activity depends on the mannosyl chain length, are part of the genetic background that differentiates serotypes.

  Saccharomyces cerevisiae, cell-walls mannans, branched side-chains, abouraud liquid-medium, acidic conditions, heptafluorobutyrate derivatives, structural modification, oligomannosyl residues, spectrometry analysis, fungal cerebrosides

  Publication DOI: 1111/j.1365-2958.2005.04890.x
  Journal NLM ID: 8712028
  Publisher: Blackwell Publishing
  Correspondence: dpoulain@univ-lille2
  Institutions: Inserm E0360, Physiopathologie des Candidoses, Faculte de Medecine, Pole Recherche, 59037, Lille Cedex, France, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR n°8576, Université des Sciences et Technologies de Lille, 59655 Villeneuve d’Ascq Cedex, France
  Methods: 13C NMR, 1H NMR, NMR-2D, GC-MS, 31P NMR, ESI-MS, composition analysis, extraction
  
   
  
  Candida albicans NIH B 792
  CSDB ID 41257 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid, glycosylinositolphosphoceramide (GIPC)
Contained glycoepitopes: IEDB_130701,IEDB_1394182,IEDB_144983,IEDB_152206,IEDB_164174,IEDB_983930,SB_197,SB_44,SB_67,SB_72

• Article ID: 7126
  Toledo MS, Levery SB, Bennion B, Guimaraes LL, Castle SA, Lindsey R, Momany M, Park C, Straus AH, Takahashi HK "Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus" - Journal of Lipid Research 48(8) (2007) 1801-1824
  

  Acidic 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(α1→3)Manp(α1→2)Ins-P-Cer (Af-2), Manp(α1→2)Manp(α1→3)Manp(α1→2)Ins-P-Cer (Af-3a), Manp(α1→3)[Galf(β1→6)]Manp(α1→2)-Ins-P-Cer (Af-3b), Manp(α1→2)-Manp(α1→3)[Galf(β1→6)]Manp(α1→2)Ins-P-Cer (Af-4), and Manp(α1→3)Manp(α1→6)GlcpN(α1→2)Ins-P-Cer (Af-3c) (where Ins = 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 GlcNα1→2Ins linkage may proceed by a two-step process, similar to the GlcNα1→6Ins 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(β1→6) 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 thin-layer 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(β1→6) residue in Pb-3. These results are discussed in relation to pathogenicity and potential approaches to the immunodiagnosis of A. fumigatus.

  monoclonal antibody, NMR spectroscopy, mass spectrometry, galactofuranose, glycolipid, Electrospray Ionization, fungus, sphingolipid, ion trap

  NCBI PubMed ID: 17488996
  Publication DOI: 10.1194/jlr.M700149-JLR200
  Journal NLM ID: 0376606
  Publisher: ASBMB
  Correspondence: Levery SB , Takahashi HK
  Institutions: Department of Biochemistry and Molecular Biology, University of Georgia, Athens, Georgia, USA, Department of Biochemistry, Universidade Federal de São Paulo/Escola Paulista de Medicina, São Paulo, Brazil, Department of Chemistry, University of New Hampshire, Durham, North Carolina, USA, Department of Plant Biology, University of Georgia, Athens, Georgia, USA
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, ESI-MS, composition analysis, serological methods, HPLC, ion-exchange chromatography, extraction, CID-MS, HPTLC, ESI-QTOF-MS, HPTLC immunostaining
  
   
  
  Aspergillus fumigatus 9197, Aspergillus fumigatus 237
  CSDB ID 41798 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid, glycosylinositolphosphoceramide (GIPC)
Contained glycoepitopes: IEDB_130701,IEDB_136104,IEDB_1394182,IEDB_140116,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_164174,IEDB_983930,SB_136,SB_196,SB_197,SB_44,SB_67,SB_72

• Article ID: 7126
  Toledo MS, Levery SB, Bennion B, Guimaraes LL, Castle SA, Lindsey R, Momany M, Park C, Straus AH, Takahashi HK "Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus" - Journal of Lipid Research 48(8) (2007) 1801-1824
  

  Acidic 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(α1→3)Manp(α1→2)Ins-P-Cer (Af-2), Manp(α1→2)Manp(α1→3)Manp(α1→2)Ins-P-Cer (Af-3a), Manp(α1→3)[Galf(β1→6)]Manp(α1→2)-Ins-P-Cer (Af-3b), Manp(α1→2)-Manp(α1→3)[Galf(β1→6)]Manp(α1→2)Ins-P-Cer (Af-4), and Manp(α1→3)Manp(α1→6)GlcpN(α1→2)Ins-P-Cer (Af-3c) (where Ins = 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 GlcNα1→2Ins linkage may proceed by a two-step process, similar to the GlcNα1→6Ins 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(β1→6) 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 thin-layer 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(β1→6) residue in Pb-3. These results are discussed in relation to pathogenicity and potential approaches to the immunodiagnosis of A. fumigatus.

  monoclonal antibody, NMR spectroscopy, mass spectrometry, galactofuranose, glycolipid, Electrospray Ionization, fungus, sphingolipid, ion trap

  NCBI PubMed ID: 17488996
  Publication DOI: 10.1194/jlr.M700149-JLR200
  Journal NLM ID: 0376606
  Publisher: ASBMB
  Correspondence: Levery SB , Takahashi HK
  Institutions: Department of Biochemistry and Molecular Biology, University of Georgia, Athens, Georgia, USA, Department of Biochemistry, Universidade Federal de São Paulo/Escola Paulista de Medicina, São Paulo, Brazil, Department of Chemistry, University of New Hampshire, Durham, North Carolina, USA, Department of Plant Biology, University of Georgia, Athens, Georgia, USA
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, ESI-MS, composition analysis, serological methods, HPLC, ion-exchange chromatography, extraction, CID-MS, HPTLC, ESI-QTOF-MS, HPTLC immunostaining
  
   
  
  Aspergillus fumigatus 237
  CSDB ID 42014 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid, glycosylinositolphosphoceramide (GIPC)
Contained glycoepitopes: IEDB_130701,IEDB_136095,IEDB_137472,IEDB_1394182,IEDB_144983,IEDB_152206,IEDB_164174,IEDB_190606,IEDB_983930,SB_197,SB_44,SB_67,SB_72

• Article ID: 7126
  Toledo MS, Levery SB, Bennion B, Guimaraes LL, Castle SA, Lindsey R, Momany M, Park C, Straus AH, Takahashi HK "Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus" - Journal of Lipid Research 48(8) (2007) 1801-1824
  

  Acidic 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(α1→3)Manp(α1→2)Ins-P-Cer (Af-2), Manp(α1→2)Manp(α1→3)Manp(α1→2)Ins-P-Cer (Af-3a), Manp(α1→3)[Galf(β1→6)]Manp(α1→2)-Ins-P-Cer (Af-3b), Manp(α1→2)-Manp(α1→3)[Galf(β1→6)]Manp(α1→2)Ins-P-Cer (Af-4), and Manp(α1→3)Manp(α1→6)GlcpN(α1→2)Ins-P-Cer (Af-3c) (where Ins = 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 GlcNα1→2Ins linkage may proceed by a two-step process, similar to the GlcNα1→6Ins 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(β1→6) 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 thin-layer 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(β1→6) residue in Pb-3. These results are discussed in relation to pathogenicity and potential approaches to the immunodiagnosis of A. fumigatus.

  monoclonal antibody, NMR spectroscopy, mass spectrometry, galactofuranose, glycolipid, Electrospray Ionization, fungus, sphingolipid, ion trap

  NCBI PubMed ID: 17488996
  Publication DOI: 10.1194/jlr.M700149-JLR200
  Journal NLM ID: 0376606
  Publisher: ASBMB
  Correspondence: Levery SB , Takahashi HK
  Institutions: Department of Biochemistry and Molecular Biology, University of Georgia, Athens, Georgia, USA, Department of Biochemistry, Universidade Federal de São Paulo/Escola Paulista de Medicina, São Paulo, Brazil, Department of Chemistry, University of New Hampshire, Durham, North Carolina, USA, Department of Plant Biology, University of Georgia, Athens, Georgia, USA
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, ESI-MS, composition analysis, serological methods, HPLC, ion-exchange chromatography, extraction, CID-MS, HPTLC, ESI-QTOF-MS, HPTLC immunostaining
  
   
  
  Aspergillus fumigatus 9197, Paracoccidioides brasiliensis
  CSDB ID 42015 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid, glycosylinositolphosphoceramide (GIPC)
Contained glycoepitopes: IEDB_130701,IEDB_136095,IEDB_136104,IEDB_137472,IEDB_1394182,IEDB_140116,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_164174,IEDB_190606,IEDB_983930,SB_136,SB_196,SB_197,SB_44,SB_67,SB_72

• Article ID: 7126
  Toledo MS, Levery SB, Bennion B, Guimaraes LL, Castle SA, Lindsey R, Momany M, Park C, Straus AH, Takahashi HK "Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus" - Journal of Lipid Research 48(8) (2007) 1801-1824
  

  Acidic 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(α1→3)Manp(α1→2)Ins-P-Cer (Af-2), Manp(α1→2)Manp(α1→3)Manp(α1→2)Ins-P-Cer (Af-3a), Manp(α1→3)[Galf(β1→6)]Manp(α1→2)-Ins-P-Cer (Af-3b), Manp(α1→2)-Manp(α1→3)[Galf(β1→6)]Manp(α1→2)Ins-P-Cer (Af-4), and Manp(α1→3)Manp(α1→6)GlcpN(α1→2)Ins-P-Cer (Af-3c) (where Ins = 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 GlcNα1→2Ins linkage may proceed by a two-step process, similar to the GlcNα1→6Ins 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(β1→6) 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 thin-layer 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(β1→6) residue in Pb-3. These results are discussed in relation to pathogenicity and potential approaches to the immunodiagnosis of A. fumigatus.

  monoclonal antibody, NMR spectroscopy, mass spectrometry, galactofuranose, glycolipid, Electrospray Ionization, fungus, sphingolipid, ion trap

  NCBI PubMed ID: 17488996
  Publication DOI: 10.1194/jlr.M700149-JLR200
  Journal NLM ID: 0376606
  Publisher: ASBMB
  Correspondence: Levery SB , Takahashi HK
  Institutions: Department of Biochemistry and Molecular Biology, University of Georgia, Athens, Georgia, USA, Department of Biochemistry, Universidade Federal de São Paulo/Escola Paulista de Medicina, São Paulo, Brazil, Department of Chemistry, University of New Hampshire, Durham, North Carolina, USA, Department of Plant Biology, University of Georgia, Athens, Georgia, USA
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, ESI-MS, composition analysis, serological methods, HPLC, ion-exchange chromatography, extraction, CID-MS, HPTLC, ESI-QTOF-MS, HPTLC immunostaining
  
   
  
  Aspergillus fumigatus 9197
  CSDB ID 42016 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid, glycosylinositolphosphoceramide (GIPC)
Contained glycoepitopes: IEDB_130701,IEDB_1394182,IEDB_141807,IEDB_144983,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_983930,SB_197,SB_44,SB_67,SB_72

• Article ID: 7126
  Toledo MS, Levery SB, Bennion B, Guimaraes LL, Castle SA, Lindsey R, Momany M, Park C, Straus AH, Takahashi HK "Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus" - Journal of Lipid Research 48(8) (2007) 1801-1824
  

  Acidic 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(α1→3)Manp(α1→2)Ins-P-Cer (Af-2), Manp(α1→2)Manp(α1→3)Manp(α1→2)Ins-P-Cer (Af-3a), Manp(α1→3)[Galf(β1→6)]Manp(α1→2)-Ins-P-Cer (Af-3b), Manp(α1→2)-Manp(α1→3)[Galf(β1→6)]Manp(α1→2)Ins-P-Cer (Af-4), and Manp(α1→3)Manp(α1→6)GlcpN(α1→2)Ins-P-Cer (Af-3c) (where Ins = 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 GlcNα1→2Ins linkage may proceed by a two-step process, similar to the GlcNα1→6Ins 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(β1→6) 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 thin-layer 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(β1→6) residue in Pb-3. These results are discussed in relation to pathogenicity and potential approaches to the immunodiagnosis of A. fumigatus.

  monoclonal antibody, NMR spectroscopy, mass spectrometry, galactofuranose, glycolipid, Electrospray Ionization, fungus, sphingolipid, ion trap

  NCBI PubMed ID: 17488996
  Publication DOI: 10.1194/jlr.M700149-JLR200
  Journal NLM ID: 0376606
  Publisher: ASBMB
  Correspondence: Levery SB , Takahashi HK
  Institutions: Department of Biochemistry and Molecular Biology, University of Georgia, Athens, Georgia, USA, Department of Biochemistry, Universidade Federal de São Paulo/Escola Paulista de Medicina, São Paulo, Brazil, Department of Chemistry, University of New Hampshire, Durham, North Carolina, USA, Department of Plant Biology, University of Georgia, Athens, Georgia, USA
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, ESI-MS, composition analysis, serological methods, HPLC, ion-exchange chromatography, extraction, CID-MS, HPTLC, ESI-QTOF-MS, HPTLC immunostaining
  
   
  
  Aspergillus fumigatus 9197
  CSDB ID 42017 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid, glycosylinositolphosphoceramide (GIPC)
Contained glycoepitopes: IEDB_130701,IEDB_137340,IEDB_1394182,IEDB_141807,IEDB_144983,IEDB_151531,IEDB_152206,IEDB_164174,IEDB_983930,SB_197,SB_44,SB_67,SB_72

• Article ID: 7126
  Toledo MS, Levery SB, Bennion B, Guimaraes LL, Castle SA, Lindsey R, Momany M, Park C, Straus AH, Takahashi HK "Analysis of glycosylinositol phosphorylceramides expressed by the opportunistic mycopathogen Aspergillus fumigatus" - Journal of Lipid Research 48(8) (2007) 1801-1824
  

  Acidic 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(α1→3)Manp(α1→2)Ins-P-Cer (Af-2), Manp(α1→2)Manp(α1→3)Manp(α1→2)Ins-P-Cer (Af-3a), Manp(α1→3)[Galf(β1→6)]Manp(α1→2)-Ins-P-Cer (Af-3b), Manp(α1→2)-Manp(α1→3)[Galf(β1→6)]Manp(α1→2)Ins-P-Cer (Af-4), and Manp(α1→3)Manp(α1→6)GlcpN(α1→2)Ins-P-Cer (Af-3c) (where Ins = 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 GlcNα1→2Ins linkage may proceed by a two-step process, similar to the GlcNα1→6Ins 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(β1→6) 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 thin-layer 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(β1→6) residue in Pb-3. These results are discussed in relation to pathogenicity and potential approaches to the immunodiagnosis of A. fumigatus.

  monoclonal antibody, NMR spectroscopy, mass spectrometry, galactofuranose, glycolipid, Electrospray Ionization, fungus, sphingolipid, ion trap

  NCBI PubMed ID: 17488996
  Publication DOI: 10.1194/jlr.M700149-JLR200
  Journal NLM ID: 0376606
  Publisher: ASBMB
  Correspondence: Levery SB , Takahashi HK
  Institutions: Department of Biochemistry and Molecular Biology, University of Georgia, Athens, Georgia, USA, Department of Biochemistry, Universidade Federal de São Paulo/Escola Paulista de Medicina, São Paulo, Brazil, Department of Chemistry, University of New Hampshire, Durham, North Carolina, USA, Department of Plant Biology, University of Georgia, Athens, Georgia, USA
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, ESI-MS, composition analysis, serological methods, HPLC, ion-exchange chromatography, extraction, CID-MS, HPTLC, ESI-QTOF-MS, HPTLC immunostaining
  
   
  
  Aspergillus fumigatus 9197
  CSDB ID 42018 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_149176,IEDB_151528,IEDB_153201,IEDB_156493,IEDB_190606,IEDB_742248,SB_1,SB_163,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88

• Article ID: 8025
  Tani Y, Nakamura K, Sawa R, Nishio M, Saito S, Ito M, Itonori S, Mihara H "Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans" - Bioscience, Biotechnology, and Biochemistry 77(4) (2013) 754-759
  

  Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.

  Hypocreales, Aureobasidin A, fungal neogala-series glycosphingolipids, glycosylinositolphosphoceramides

  NCBI PubMed ID: 23563544
  Publication DOI: 10.1271/bbb.120879
  Journal NLM ID: 9205717
  Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
  Correspondence: mihara@fc.ritsumei.ac.jp
  Institutions: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Ritsumeikan Global Innovation Research Organization, Ritsumeikan University, Shiga, Japan, Department of Bioinformatics, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, Shiga, Japan
  Methods: 1H NMR, GC-MS, TLC, acid hydrolysis, GC, MALDI-TOF MS, alkaline hydrolysis, ion-exchange chromatography, extraction, methylation analysis, CC
  
   
  
  Mucor hiemalis
  CSDB ID 47161 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_149176,IEDB_151528,IEDB_153201,IEDB_156493,IEDB_190606,IEDB_742248,SB_1,SB_163,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88

• Article ID: 8025
  Tani Y, Nakamura K, Sawa R, Nishio M, Saito S, Ito M, Itonori S, Mihara H "Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans" - Bioscience, Biotechnology, and Biochemistry 77(4) (2013) 754-759
  

  Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.

  Hypocreales, Aureobasidin A, fungal neogala-series glycosphingolipids, glycosylinositolphosphoceramides

  NCBI PubMed ID: 23563544
  Publication DOI: 10.1271/bbb.120879
  Journal NLM ID: 9205717
  Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
  Correspondence: mihara@fc.ritsumei.ac.jp
  Institutions: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Ritsumeikan Global Innovation Research Organization, Ritsumeikan University, Shiga, Japan, Department of Bioinformatics, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, Shiga, Japan
  Methods: 1H NMR, GC-MS, TLC, acid hydrolysis, GC, MALDI-TOF MS, alkaline hydrolysis, ion-exchange chromatography, extraction, methylation analysis, CC
  
   
  
  Mucor hiemalis
  CSDB ID 47162 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_134624,IEDB_136044,IEDB_136095,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_149176,IEDB_151528,IEDB_153201,IEDB_156493,IEDB_190606,IEDB_742248,SB_1,SB_163,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88

• Article ID: 8025
  Tani Y, Nakamura K, Sawa R, Nishio M, Saito S, Ito M, Itonori S, Mihara H "Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans" - Bioscience, Biotechnology, and Biochemistry 77(4) (2013) 754-759
  

  Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.

  Hypocreales, Aureobasidin A, fungal neogala-series glycosphingolipids, glycosylinositolphosphoceramides

  NCBI PubMed ID: 23563544
  Publication DOI: 10.1271/bbb.120879
  Journal NLM ID: 9205717
  Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
  Correspondence: mihara@fc.ritsumei.ac.jp
  Institutions: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Ritsumeikan Global Innovation Research Organization, Ritsumeikan University, Shiga, Japan, Department of Bioinformatics, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, Shiga, Japan
  Methods: 1H NMR, GC-MS, TLC, acid hydrolysis, GC, MALDI-TOF MS, alkaline hydrolysis, ion-exchange chromatography, extraction, methylation analysis, CC
  
   
  
  Mucor hiemalis
  CSDB ID 47163 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_136044,IEDB_136095,IEDB_137472,IEDB_141794,IEDB_149176,IEDB_153201,IEDB_156489,IEDB_156493,IEDB_190606,SB_1,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88

• Article ID: 8025
  Tani Y, Nakamura K, Sawa R, Nishio M, Saito S, Ito M, Itonori S, Mihara H "Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans" - Bioscience, Biotechnology, and Biochemistry 77(4) (2013) 754-759
  

  Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.

  Hypocreales, Aureobasidin A, fungal neogala-series glycosphingolipids, glycosylinositolphosphoceramides

  NCBI PubMed ID: 23563544
  Publication DOI: 10.1271/bbb.120879
  Journal NLM ID: 9205717
  Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
  Correspondence: mihara@fc.ritsumei.ac.jp
  Institutions: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Ritsumeikan Global Innovation Research Organization, Ritsumeikan University, Shiga, Japan, Department of Bioinformatics, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, Shiga, Japan
  Methods: 1H NMR, GC-MS, TLC, acid hydrolysis, GC, MALDI-TOF MS, alkaline hydrolysis, ion-exchange chromatography, extraction, methylation analysis, CC
  
   
  
  Neurospora crassa, Hirsutella rhossiliensis
  CSDB ID 47164 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_136044,IEDB_136095,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_149176,IEDB_153201,IEDB_153217,IEDB_156489,IEDB_156493,IEDB_190606,IEDB_983931,SB_1,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88

• Article ID: 8025
  Tani Y, Nakamura K, Sawa R, Nishio M, Saito S, Ito M, Itonori S, Mihara H "Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans" - Bioscience, Biotechnology, and Biochemistry 77(4) (2013) 754-759
  

  Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.

  Hypocreales, Aureobasidin A, fungal neogala-series glycosphingolipids, glycosylinositolphosphoceramides

  NCBI PubMed ID: 23563544
  Publication DOI: 10.1271/bbb.120879
  Journal NLM ID: 9205717
  Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
  Correspondence: mihara@fc.ritsumei.ac.jp
  Institutions: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Ritsumeikan Global Innovation Research Organization, Ritsumeikan University, Shiga, Japan, Department of Bioinformatics, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, Shiga, Japan
  Methods: 1H NMR, GC-MS, TLC, acid hydrolysis, GC, MALDI-TOF MS, alkaline hydrolysis, ion-exchange chromatography, extraction, methylation analysis, CC
  
   
  
  Neurospora crassa, Hirsutella rhossiliensis
  CSDB ID 47165 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_130701,IEDB_136044,IEDB_136095,IEDB_137472,IEDB_141794,IEDB_144983,IEDB_149176,IEDB_152206,IEDB_153201,IEDB_156489,IEDB_156493,IEDB_190606,IEDB_983930,SB_1,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88

• Article ID: 8025
  Tani Y, Nakamura K, Sawa R, Nishio M, Saito S, Ito M, Itonori S, Mihara H "Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans" - Bioscience, Biotechnology, and Biochemistry 77(4) (2013) 754-759
  

  Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.

  Hypocreales, Aureobasidin A, fungal neogala-series glycosphingolipids, glycosylinositolphosphoceramides

  NCBI PubMed ID: 23563544
  Publication DOI: 10.1271/bbb.120879
  Journal NLM ID: 9205717
  Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
  Correspondence: mihara@fc.ritsumei.ac.jp
  Institutions: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Ritsumeikan Global Innovation Research Organization, Ritsumeikan University, Shiga, Japan, Department of Bioinformatics, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, Shiga, Japan
  Methods: 1H NMR, GC-MS, TLC, acid hydrolysis, GC, MALDI-TOF MS, alkaline hydrolysis, ion-exchange chromatography, extraction, methylation analysis, CC
  
   
  
  Hirsutella rhossiliensis
  CSDB ID 47166 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycosphingolipid
Contained glycoepitopes: IEDB_130701,IEDB_136044,IEDB_136095,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_149176,IEDB_152206,IEDB_153201,IEDB_156489,IEDB_156493,IEDB_190606,IEDB_983930,IEDB_983931,SB_1,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88

• Article ID: 8025
  Tani Y, Nakamura K, Sawa R, Nishio M, Saito S, Ito M, Itonori S, Mihara H "Novel neogala-series glycosphingolipids with a terminal glucose residue from the fungus Mariannaea elegans" - Bioscience, Biotechnology, and Biochemistry 77(4) (2013) 754-759
  

  Glycosphingolipids (GSLs) are essential membrane components of eukaryotic cells. Recently, a new type of fungal neogala-series GSL was identified in aureobasidin A-resistant fungi. In this study, we analyzed GSLs from four pathogenic fungal strains belonging to the order Hypocreales, and found that Mariannaea elegans contained both acidic GSLs and neutral GSLs with mono- and di-saccharides. The structures of the neutral GSLs of M. elegans were determined by compositional sugar, fatty acid, and sphingoid analyses by GC/MS, MALDI time-of-flight/MS, and 1H NMR. The ceramide moiety of Glcβ1-Cer consisted mainly of the 2-hydroxylated C18:0-fatty acid 9-methyl-octadeca-4-sphinganine or 9-methyl-octadeca-4,8-sphingadienine. In contrast, the ceramides of Galβ1-6Galβ1-Cer and Glc1-6Galβ1-Cer consisted mainly of saturated 2-hydroxylated C24:0-fatty acids and C18:0-phytosphingosine. To our knowledge, Glc1-6Galβ1-Cer is a novel GSL in fungi, and M. elegans is the first example of an aureobasidin A-sensitive fungus that possesses fungal neogala series GSLs.

  Hypocreales, Aureobasidin A, fungal neogala-series glycosphingolipids, glycosylinositolphosphoceramides

  NCBI PubMed ID: 23563544
  Publication DOI: 10.1271/bbb.120879
  Journal NLM ID: 9205717
  Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
  Correspondence: mihara@fc.ritsumei.ac.jp
  Institutions: Department of Biotechnology, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Ritsumeikan Global Innovation Research Organization, Ritsumeikan University, Shiga, Japan, Department of Bioinformatics, College of Life Sciences, Ritsumeikan University, Shiga, Japan, Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University, Shiga, Japan
  Methods: 1H NMR, GC-MS, TLC, acid hydrolysis, GC, MALDI-TOF MS, alkaline hydrolysis, ion-exchange chromatography, extraction, methylation analysis, CC
  
   
  
  Hirsutella rhossiliensis
  CSDB ID 47167 (all data & tools)