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Journal of Lipid Research, Vol 16, 332-336, Copyright © 1975 by Lipid Research, Inc.

ARTICLES

Specific tritium labeling of cerebrosides at the 3-positions of erythro- sphingosine and threo-sphingosine

M Iwamori, HW Moser and Y Kishimoto

Cerebrosides containing either threo- or erythro-[3-3-H]sphingosine were synthesized by a new procedure. Glucopyranosyl or galactopyranosyl ceramides were converted to their 3-keto derivatives with 2,3-dichloro- 5,6-dicyanobenzoquinone and reduced with 3-H-labeled sodium borohydride. The resulting tritiated cerebrosides, which contained erythro- and threo-sphingosines in the ratio of 84:16, were deacylated with butanol-KOH, and the erythro- and threo-psychosines were separated by silica gel column chromatography and reacylated with lignoceroyl chloride.
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