O-acetylated gangliosides in bovine buttermilk. Characterization of 7-O-acetyl, 9-O-acetyl, and 7,9-di-O-acetyl GD3.
Three O-acetylated gangliosides, G1, G2, and G3, were purified from bovine buttermilk by using chloroform/methanol extraction, Folch partitioning, chromatography on DEAE-Sephadex A-25, and Iatrobeads columns. The final yields of gangliosides G1, G2, and G3 were 2 mg, 37 mg, and 40 mg per 1.7 kg of the buttermilk powder, respectively. On the basis of immunostaining on high performance thin layer chromatography with specific monoclonal antibodies, mild alkaline treatment, gas-liquid chromatographic analysis, fast atom bombardment mass spectrometry, and proton nuclear magnetic resonance studies, G1 and G2 are characterized as O-acetylated GD3 and G3 as O-acetylated GT3, and the structures of these gangliosides are as follows: [formula: see text] The major fatty acids of these gangliosides were C18:0, C22:0, C23:0, and C24:0, and the long chain base was C18-sphingosine.
Ren
S
S
Department of Biochemistry and Molecular Biophysics, Medical College of Virginia, Virginia Commonwealth University, Richmond 23298.
Scarsdale
J N
JN
Ariga
T
T
Zhang
Y
Y
Klein
R A
RA
Hartmann
R
R
Kushi
Y
Y
Egge
H
H
Yu
R K
RK
D000107:Acetylation; D000818:Animals; D000911:Antibodies, Monoclonal / Q000276:immunology; D002079:Butter / Q000032:analysis*; D002240:Carbohydrate Sequence; D002855:Chromatography, Thin Layer; D005732:Gangliosides / Q000032:analysis* / Q000737:chemistry / Q000276:immunology; D013058:Mass Spectrometry; D008892:Milk / Q000032:analysis*; D008969:Molecular Sequence Data; D015394:Molecular Structure
D000911:Antibodies, Monoclonal; D005732:Gangliosides; D002079:Butter