Constituents of Crinoidea. 5. Isolation and structure of a new glycosyl inositolphosphoceramide-type ganglioside from the feather star Comanthina schlegeli.
A new glycosyl inositolphosphoceramide-type ganglioside, CSP2, was obtained from the polar lipid fraction of the chloroform/methanol extract of the feather star Comanthina schlegeli together with a known same type of ganglioside CJP2. The structure of this ganglioside has been determined on the basis of chemical and spectroscopic evidence to be 9-O-methyl-(N-acetyl-alpha-D-neuraminosyl)-(2-->3)-inositolphosphoceramide, which contains C(16)-sphingosine and C(22:0)-, C(24:0)-fatty acid as major component. This is the first report on the isolation and structural elucidation of a glycosyl inositolphosphoceramide-type ganglioside possessing N-acetyl-neuraminic acid (NeuAc) residue.
Inagaki
Masanori
M
Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
Shiizaki
Masahide
M
Hiwatashi
Takashi
T
Miyamoto
Tomofumi
T
Higuchi
Ryuichi
R
D000818:Animals; D002240:Carbohydrate Sequence; D002725:Chloroform / Q000737:chemistry; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005732:Gangliosides / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D006028:Glycosphingolipids / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D000432:Methanol / Q000737:chemistry; D008969:Molecular Sequence Data; D015394:Molecular Structure; D013057:Spectrum Analysis; D013110:Sphingosine / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013215:Starfish / Q000737:chemistry*
C526179:9-O-methyl-(N-acetyl-alpha-D-neuraminosyl)-(2-3)-inositolphosphoceramide; D005231:Fatty Acids, Unsaturated; D005732:Gangliosides; D006028:Glycosphingolipids; C025524:inositolphosphoceramides; D002725:Chloroform; D013110:Sphingosine; D000432:Methanol