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Journal of Lipid Research, Vol. 4, 179-187, April 1963
Copyright © 1963 by Lipid Research, Inc.

Metabolism of cholesta-4,7-dien-3-one and cholesta-4,6-dien-3-one by mouse liver microsomes

Andrew A. Kandutsch

Roscoe B. Jackson Memorial Laboratory, Bar Harbor, Maine

Incubation of cholesta-4,7-dien-3-one with mouse liver microsomes and TPN or TPNH resulted in the production of two new metabolites. The ultraviolet absorption spectra, chromatographic mobilities, and reactions of the two products with the Zimmermann and Liebermann-Burchard reagents were identical with those of cholesta-4,6-dien-3-one and cholest-4-en-3-one. Incubation of cholesta-4,6-dien-3-one with liver microsomes and TPNH resulted in the production of cholest-4-en-3-one. The results indicate that cholesta-4,7-dien-3-one is converted to cholest-4-en-3-one by two steps: isomerization of the ⁷-bond to the 6-position, followed by reduction of the ⁶-bond. The effects of pH, substrate concentration, and other factors, on the reactions were examined. Conversion of either cholesta-4,7-dien-3-one or cholesta-4,6-dien-3-one to the metabolic products described was inhibited by p-chloromercuribenzoate, by certain detergents, and by triparanol.

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