Structural analysis of a novel triphosphonoglycosphingolipid from the egg of the sea hare, Aplysia kurodai.
A novel phosphonoglycosphingolipid which contains three residues of 2-aminoethylphosphonate (2-AEP) was isolated from eggs of a sea gastropoid, Aplysia kurodai, and its structure was identified as follows. [see text] The major aliphatic components of ceramide were palmitic acid, stearic acid, 4-sphingenine, and 16-methyl-4-sphingenine. Antibodies which recognize 3-O-methylgalactose linked beta-glycosidically to phosphonoglycosphingolipids failed to react to the egg glycolipid. By comparing 1H-NMR spectra of native and HF-treated glycolipids, steric interactions of two residues of 2-AEP with ring protons of the glucose and the internal galactose were indicated.
Yamada
S
S
Department of Neurochemistry, Niigata University.
Araki
S
S
Abe
S
S
Kon
K
K
Ando
S
S
Satake
M
M
D000375:Aging / Q000378:metabolism; D000615:Aminoethylphosphonic Acid / Q000737:chemistry*; D000818:Animals; D001048:Aplysia / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005260:Female; D006028:Glycosphingolipids / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D010063:Ovum / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D006028:Glycosphingolipids; D000615:Aminoethylphosphonic Acid