Characterization of a novel triphosphonooctaosylceramide from the eggs of the sea hare, Aplysia kurodai.
We have reported the existence of a triphosphonoglycosphingolipid, EGL-I, in the eggs of a sea gastropod, Aplysia kurodai [Yamada, S., Araki, S., Abe, S., Kon, K., Ando, S., and Satake, M. (1995) J. Biochem. 117, 794-799]. We have now isolated a novel glycosphingolipid, named EGL-II, from the eggs of Aplysia. By component analysis, sugar analysis, permethylation studies, fast atom bombardment-mass spectrometry, secondary ion mass spectrometry, and proton magnetic resonance spectrometry, its structure was revealed to be as follows: Galalpha1-->3(GlcNAcalpha1-->2)Galalpha1-->3(3-O-MeGalalpha1-->2)Galalpha1-->3[6'-O-(2-aminoethylphosphonyl)Galalpha1-->2](2-aminoethylphosphonyl-->6)Galbeta1-->4(2-aminoethylphosphonyl-->6)Glcbeta1-->1ceramide. The major aliphatic components of the ceramide are palmitic acid, stearic acid, and anteisononadeca-4-sphingenine.
Araki
S
S
Department of Cellular Neurobiology, Brain Research Institute, Niigata University, Asahimachi-Niigata, Niigata 951-8585, Japan. shigeko@bri.niigata-u.ac.jp
Yamada
S
S
Abe
S
S
Waki
H
H
Kon
K
K
Itonori
S
S
Sugita
M
M
Ando
S
S
D000818:Animals; D001048:Aplysia / Q000737:chemistry*; D002240:Carbohydrate Sequence; D002241:Carbohydrates / Q000737:chemistry; D002518:Ceramides / Q000737:chemistry / Q000235:genetics / Q000302:isolation & purification*; D006017:Glycolipids / Q000737:chemistry / Q000302:isolation & purification; D007120:Immunochemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010063:Ovum / Q000737:chemistry*; D015531:Radioimmunoprecipitation Assay
D002241:Carbohydrates; D002518:Ceramides; C425126:EGL-II glycosphingolipid; D006017:Glycolipids