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Inversion of the unnatural cis C/D sterol ring junction of 5alpha, 14beta-cholest-7en-3beta-ol by rat-liver enzymes.

Labelled 5alpha, 14beta-cholest-7-en-3beta-ol with the 'unnatural' cis C/D ring junction was synthesized. Incubations of this sterol with rat liver homogenate under aerobic conditions gave radioactive 5alpha-cholest-7-en-3beta-ol, 5alpha-cholest-8(14)-en-3beta-ol andcholesterol indicating the presence of enzymes in the rat liver capable of inverting the C/D cis to a trans configuration. No radioactivity was found associated with added 14beta-cholesterol showing the specificity of the 14alpha configuration for the enzymic conversion of a sterol molecule into cholesterol.