Studies on the glycosphingolipids of the starfish, Asterina pectinifera. II. Isolation and characterization of a novel ganglioside with an internal sialic acid residue

Journal of Biochemistry
M Sugita

Abstract

1. Three gangliosides, provisionally named Gangliosides 1, 2, and 3, were obtained from the lipid extract of the starfish, Asterina pectinifera by silicic acid, DEAE-Sephadex, and Iatrobeads column chromatography. The most abundant, Ganglioside 3 (37.7 microgram/g wet weight of starfish) was isolated in the pure state and its chemical structure was studied. 2. The sugar composition of Ganglioside 3 consisted of arabinose, glucose, galactose, and sialic acid (as N-glycolylneuraminic acid) in a molar ratio of 1:1:3:1. Three sialic acid-containing oligosaccharide fragments were isolated from partial acid hydrolysates of the ganglioside by Dowex 1 X 8 (acetate form) column chromatography and preparative paper chromatography, and identified as Gal leads to NeuGc, Gal (1 leads to 4)[Gal(1 leads to 8)]NeuGc and Ara-(1 leads to 6)Gal(1 leads to 4)[Gal(1 leads to 8)]NeuGc. 3. The structure of Ganglioside 3 was postulated to be: Araf,p(1 leads to 6)Galpbeta(1 leads to 4)[Galpbeta(1 leads to 8)]NeuGc(2 leads to 3)Galpbeta(1 leads to 4)Glcpbeta(1 leads to 1)-ceramide. This is a unique structure with the sialic acid residue internally located in the sugar chain. 4. The ganglioside contained saturated 2-hydroxy fatty acids ranging in length ...Continue Reading

Citations

Mar 1, 1989·Biological Chemistry Hoppe-Seyler·R Schauer, M Wember
Jan 4, 2003·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·Koji Yamada
Aug 8, 2008·Journal of Oleo Science·A K M Azad ShahKoretaro Takahashi
Apr 18, 2002·Comparative Biochemistry and Physiology. Part B, Biochemistry & Molecular Biology·Megumi SaitoKiyoshi Sugiyama
Apr 5, 2001·Biochimica Et Biophysica Acta·M SaitoK Sugiyama

Related Concepts

Lactrase
Sugars
Chromatography, Gas-Liquid
Thin Layer Chromatography
Gangliosides
Glycosphingolipids
Oligosaccharides
Sialic Acids
Mass Spectrometry
Starfish

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