J. Lipid Res.
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Journal of Lipid Research, Vol. 13, 519-524, July 1972
Copyright © 1972 by Lipid Research, Inc.

On the structure of cytolipin R, a ceramide tetrahexoside hapten from rat lymphosarcoma

R. Laine , C. C. Sweeley , Y. T. Li , A. Kisic , and M. M. Rapport

Department of Biochemistry, Michigan State University, East Lansing, Michigan 48823

Cytolipin R, a ceramide tetrahexoside isolated from rat lymphosarcoma, was studied by sequential hydrolysis with specific glycosidases which revealed the anomeric configurations of the glycosidic bonds. Sugar linkages were established by combined gas-liquid chromatography and mass spectrometry of the partially methylated alditol acetates prepared after permethylation and hydrolysis of the intact lipid. Results indicated the structure of cytolipin R to be N-acetylgalactosaminyl(ßbeta;1rarr3)galactosyl(agr1rarr3)

galactosyl(ßbeta;1rarr4)glucosyl ceramide. Cytolipin K (globoside I) differs in having a -galactosyl(agr1rarr4)galactosyl- internal linkage, and this difference must account for the immunological differences between cytolipin K and cytolipin R.

Supplementary key words glycosphingolipid • hapten • cytolipin K • asialo-Gm1-ganglioside • glycosidases • alditol acetates • gas-liquid chromatography • mass spectrometry

Submitted on February 4, 1972
Accepted on April 13, 1972


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