Journal of Lipid Research, Vol. 11, 124-130, March 1970
Copyright © 1970 by Lipid Research, Inc.

Characterization of the structure of a 4-methyl-^8,24-cholestadien-3ßbeta;-ol isolated from rat skin

Ajit Sanghvi

Department of Biochemistry, College of Medical Sciences, University of Minnesota, Minneapolis, Minnesota 55455

A new sterol has been isolated from the skin of rats treated with triparanol. Its chromatographic behavior on silicic acid-Celite columns and in gas-liquid chromatographic systems indicated it to be a 4-methyl-^8,24-cholestadien-3ßbeta;-ol. The specific rotation, the delayed color reaction with Liebermann-Burchard reagent, and the nuclearma gnetic resonance (NMR) data support the ⁸⁽⁹⁾-unsaturation. Previous workers have shown that triparanol treatment results in an accumulation of ²⁴-unsaturated sterols in animal tissues. Consonant with this observation, the infrared, NMR, and mass spectrometric data confirm the presence of a C-24(25) unsaturated side chain in this sterol.

Supplementary key words triparanol • nuclear magnetic resonance • gas-liquid chromatography • 4-methyl-^7,24-sterol • infrared spectra

Submitted on July 22, 1969
Accepted on December 16, 1969

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