Open AccessCharacterization of novel structures of mannosylinositolphosphorylceramides from the yeast forms of Sporothrix schenckii
Author(s) -
Penha Carla V. Loureiro y,
Todeschini Adriane R.,
LopesBezerra Leila M.,
Wait Robin,
Jones Christopher,
Mattos Katherine A.,
Heise Norton,
MendonçaPreviato Lucia,
Previato Jose O.
Publication year - 2001
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1046/j.1432-1327.2001.02339.x
Subject(s) - chemistry , yeast , ceramide , stereochemistry , biochemistry , sporothrix schenckii , fatty acid , mannose , biology , apoptosis , immunology , sporotrichosis
Novel structures of glycoinositolphosphorylceramide (GIPC) from the infective yeast form of Sporothrix schenckii were determined by methylation analysis, mass spectrometry and NMR spectroscopy. The lipid portion was characterized as a ceramide composed of C‐18 phytosphingosine N‐acylated by either 2‐hydroxylignoceric acid (80%), lignoceric (15%) or 2,3‐dihydroxylignoceric acids (5%). The ceramide was linked through a phosphodiester to myo ‐inositol (Ins) which is substituted on position O‐6 by an oligomannose chain. GIPC‐derived Ins oligomannosides were liberated by ammonolysis and characterized as: These structures comprise a novel family of fungal GIPC, as they contain the Man p α1→6Ins substructure, which has not previously been characterized unambigously, and may be acylated with a 2,3 dihydroxylignoceric fatty acid, a feature hitherto undescribed in fungal lipids.