Structural analysis of neutral glycosphingolipids from Ascaris suum adults (Nematoda:Ascaridida).
The neutral glycosphingolipid fraction from adults of the pig parasitic nematode, Ascaris suum, was resolved into four components on thin-layer chromatography. The high-performance liquid chromatography-isolated components were structurally analysed by: methylation analysis; exoglycosidase cleavage; gas-liquid chromatography/mass spectrometry; liquid secondary-ion mass spectrometry; and, in particular, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Their chemical structures were determined as: Glc(beta 1-1)ceramide, Man(beta 1-4)Glc(beta 1-1)ceramide, GlcNAc(beta 1-3)Man(beta 1-4)Glc(beta 1-1)ceramide and Gal(alpha 1-3)GalNAc(beta 1-4)GlcNAc(beta 1-3)Man(beta 1-4)Glc(beta 1-1)ceramide; and were characterized as belonging to the arthro-series of protostomial glycosphingolipids. No glycosphingolipid component corresponding to ceramide tetrasaccharide was detected during these analyses. The ceramide composition of the parent glycosphingolipids was dominated by the 2-(R)-hydroxy C24:0 fatty acid, cerebronic acid, and C17 sphingoid-bases: 15-methylhexadecasphing-4-enine and 15-methylhexadecaphinganine in approximately equal proportions. The component ceramide monohexoside was characterized by an additional 15-methylhexadecaphytosphingosine.
Lochnit
G
G
Institute of Biochemistry, University of Giessen, Germany.
Dennis
R D
RD
Zähringer
U
U
Geyer
R
R
D000818:Animals; D001200:Ascaris / Q000737:chemistry*; D017165:Ascaris suum / Q000737:chemistry*; D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D008401:Gas Chromatography-Mass Spectrometry; D006026:Glycoside Hydrolases; D006028:Glycosphingolipids / Q000737:chemistry* / Q000302:isolation & purification; D008745:Methylation; D008969:Molecular Sequence Data; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D018629:Spectrometry, Mass, Secondary Ion; D013552:Swine / Q000469:parasitology
D006028:Glycosphingolipids; D006026:Glycoside Hydrolases