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Journal of Lipid Research, Vol. 8, 131-137, March 1967
Copyright © 1967 by Lipid Research, Inc.

The uropygiols: identification of the unsaponifiable constituent of a diester wax from chicken preen glands

Eero O. A. Haahti and Henry M. Fales

Department of Medical Chemistry, University of Turku, Turku, Finland, and Section on Chemistry, Laboratory of Metabolism, National Heart Institute, Bethesda, Maryland 20014

The chief lipid fraction in the uropygial gland excretion of the domestic hen is a diester wax. The saponifiable fraction of this wax consists of saturated normal C₁₀-C₂₀ fatty acids. The unsaponifiable fraction consists of a series of three homologous compounds, which have been named the uropygiols and identified by mass spectrometry, gas-liquid chromatography, and periodate cleavage as 2,3-n-alkanediols containing 22-24 carbon atoms. The native diols were shown to consist of about equal amounts of the threo and erythro isomers. Records of analyses of the natural products as well as related synthetic compounds are shown.

Supplementary key words uropygiols • uropygial gland • hen • diester waxes • 2,3-n-alkanediols • acetonides • gas-liquid chromatography • mass spectrometry

Submitted on August 16, 1966
Accepted on November 25, 1966

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