Characterization of Two Novel Pyruvylated Glycosphingolipids Containing 2'-Aminoethylphosphoryl (→6)-Galactose from the Nervous System of Aplysia kurodai

抄録

Two novel acidic glycosphingolipids containing pyruvylated galactose were purified from the nervous tissue of Aplysia kurodai by successive latrobeads column chromatographies. By component analysis, sugar analysis, permethylation studies, fast atom bombardmentmass spectrometry, and proton magnetic resonance spectrometry, the structures of these acidic glycosphingolipids, named F-9 and FGL-I, were determined to be: [3, 4-O-(S-1-carboxyethylidene)] Galβ1→3GalNAcαl→3 [6'-O-(2-aminoethylphosphonyl) Galα1→2] (2-aminoethylphosphoryl→6) Galβ1→4Glcβ1→1ceramide and [3, 4-O-(S-1-carboxyethylidene)] Galβ1→3GalNAcα1→3 (Fucα1→2) (2-aminoethylphosphoryl→6) Galβ1→4Glcβ1→lceramide, respectively. Their major aliphatic components are palmitic acid, octadeca-4-sphingenine and anteisononadeca-4-sphingenine. Thus, pyruvylated glycosphingolipids containing phosphoethanolamine in addition to or in place of 2-aminoethyiphosphonate are present in the nervous system of Aplysia.