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Abstract 14α-Methyl-5α-cholest-7-en-3-one has been prepared and labeled with tritium by isotope exchange chromatography. Reduction with lithium aluminum hydride furnished pure, highly labeled 14α-methyl-5α-cholest-7-en-3β-ol. Incubation of this compound with homogenates of rat liver results in its conversion to cholesterol, which has been identified by a variety of chemical and chromatographic techniques. The results show that enzymatic removal of the 14α-methyl group from synthetic compounds is feasible, and offer a new approach to the study of the demethylation mechanism in steroid structures.
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Knight et al. (1966) studied this question.
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