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Journal of Lipid Research, Vol. 15, 484-490, September 1974
Copyright © 1974 by Lipid Research, Inc.

Isolation and characterization of glucosylsphingosine from Gaucher's spleen

Srinivasa S. Raghavan , Richard A. Mumford , and Julian N. Kanfer

Eunice Kennedy Shriver Center for Mental Retardation, Walter E. Fernald State School, Waltham, Massachusetts 02154, and Neurology Research, Massachusetts General Hospital, Boston, Massachusetts 02114

Glucosylsphingosine has been isolated for the first time as a natural constituent from Gaucher's spleen. On thin-layer chromatography, it migrates with authentic glucosylsphingosine, yielding a positive color reaction with ninhydrin for the amino group and with -naphthol-sulfuric acid for the carbohydrate residue. N-Acylation with palmitic acid gave rise to glucosylceramide, which was cleaved by purified glucosylceramide: ßbeta;-glucosidase to ceramide. Gas-liquid chromatography of the trimethylsilyl derivative showed a retention time similar to authentic glucosylsphingosine. Gas-liquid chromatographic analysis of the trimethylsilyl derivatives after methanolysis revealed the presence of only glucose and C₁₈-sphingosine. Mass spectral data further supported the structural identity with glucosylsphingosine.

Supplementary key words Gaucher's disease • thin-layer chromatography • gas-liquid chromatography • ßbeta;-glucosidic linkage

Submitted on January 21, 1974
Accepted on April 26, 1974

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