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Journal of Lipid Research, Vol. 13, 657-662, September 1972
Copyright © 1972 by Lipid Research, Inc.

Structures of ceramide tetrasaccharides from various sources: uniqueness of rat kidney ceramide tetrasaccharide

Bader Siddiqui , Jun'ichi Kawanami , Yu-Teh Li , and Sen-Itiroh Hakomori

Departments of Pathobiology and Microbiology, University of Washington, Seattle, Washington 98195; Shionogi Research Institute, Shionogi Pharmaceutical Co., Ltd., Fukushima-ku, Osaka, Japan; and Department of Biochemistry, Tulane University, Delta Regional Primate Research Center, Covington, Louisiana 70433

Methylation analysis of ceramide tetrasaccharide isolated from human erythrocytes gave acetates of 2,3,6-tri-O-methylgalactitol and 2,4,6-tri-O-methylgalactitol in a ratio of 1:1, and about 50% of the galactose was oxidized by periodate. Rat kidney ceramide tetrasaccharide gave, in contrast, a much larger proportion of the acetates of 2,4,6-tri-O-methylgalactitol (ratio 1:0.3), and less than 20% of the galactose was oxidized by periodate. Sequential degradation by ßbeta;-N-acetylhexosaminidase, agr-galactosidase, and ßbeta;-galactosidase showed ceramide tetrasaccharides to have identical carbohydrate sequences and anomeric structures. The major part of ceramide trihexoside derived from rat kidney ceramide tetrasaccharide migrated on thin-layer chromatography more slowly than that derived from other ceramide tetrasaccharides. The structure of a major part of rat kidney ceramide tetrasaccharide was thus determined to be GalNAcßbeta;(1rarr3)Galagr(1rarr3)Galßbeta;(1rarr4)Glcßbeta;(1rarr1)Cer, whereas other ceramide tetrasaccharides have Galagr(1rarr4) structure at the penultimate residue.

Supplementary key words human erythrocytes • monkey kidney • horse spleen • bovine kidney • rat kidney • methylation • periodate • glycosidases • Galßbeta;(1rarr3)Gal • Galagr(1rarr4)Gal

Submitted on February 22, 1972
Accepted on June 26, 1972


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