Isolation and structure of monomethylated GM3-type ganglioside molecular species from the starfish Luidia maculata.
Two monomethylated GM(3)-Type ganglioside molecular species, 1 and 2, have been obtained from the polar lipid fraction of the chloroform/methanol extract of the starfish Luidia maculata. The structures of these gangliosides have been determined on the basis of chemical and spectroscopic evidence as 1-O-[8-O-methyl-(N-acetyl-alpha-D-neuraminosyl)-(2-->3)-beta-D-galactopyranosyl-(1-->4)-beta-D-glucopyranosyl]-ceramide (1) and 1-O-[8-O-methyl-(N-glycolyl-alpha-D-neuraminosyl)-(2-->3)-beta-D-galactopyranosyl-(1-->4)-beta-D-glucopyranosyl]-ceramide (2). The ceramide moieties were composed of heterogeneous unsubstituted fatty acid, 2-hydroxy fatty acid, sphingosine and phytosphingosine units. Compound 1, designated as LMG-3, represents new ganglioside molecular species. Compound 2 was a known ganglioside molecular species.
Kawatake
Satoshi
S
Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan.
Inagaki
Masanori
M
Isobe
Ryuichi
R
Miyamoto
Tomofumi
T
Higuchi
Ryuichi
R
D000818:Animals; D005679:G(M3) Ganglioside / Q000737:chemistry* / Q000302:isolation & purification*; D008745:Methylation; D013215:Starfish / Q000737:chemistry*
D005679:G(M3) Ganglioside