On the structure of cytolipin R, a ceramide tetrahexoside hapten from rat lymphosarcoma.
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(beta1-->3)galactosyl(alpha1-->3) galactosyl(beta1-->4)glucosyl ceramide. Cytolipin K (globoside I) differs in having a -galactosyl(alpha1-->4)galactosyl- internal linkage, and this difference must account for the immunological differences between cytolipin K and cytolipin R.
D000478:Alkylation; D000818:Animals; D002554:Cerebrosides / Q000032:analysis / Q000302:isolation & purification; D055598:Chemical Phenomena; D002621:Chemistry; D002849:Chromatography, Gas; D003201:Computers; D005688:Galactosamine / Q000032:analysis; D005690:Galactose / Q000032:analysis; D005696:Galactosidases; D006241:Haptens; D006596:Hexosaminidases; D007536:Isomerism; D008228:Lymphoma, Non-Hodgkin / Q000276:immunology*; D013058:Mass Spectrometry; D010944:Plants / Q000201:enzymology; D051381:Rats; D012513:Sarcoma, Experimental / Q000276:immunology; D013329:Structure-Activity Relationship
D002554:Cerebrosides; D006241:Haptens; D005688:Galactosamine; D005696:Galactosidases; D006596:Hexosaminidases; D005690:Galactose