Synthesis of tritium-labeled 14 alpha-methyl-5 alpha-cholest-7-en-3 beta-ol and its enzymatic demethylation

Journal Article · Sun Apr 10 00:00:00 EST 1966 · J. Biol. Chem.; (United States)

OSTI ID:6101234

Knight, J C; Klein, P D; Szczepanik, P A

14 alpha-Methyl-5 alpha-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 14 alpha-methyl-5 alpha-cholest-7-en-3 beta-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 14 alpha-methyl group from synthetic compounds is feasible, and offer a new approach to the study of the demethylation mechanism in steroid structures.

• OSTI ID: 6101234
• Journal Information: J. Biol. Chem.; (United States), Vol. 241:7
• Country of Publication: United States
• Language: English

Related Subjects

59 BASIC BIOLOGICAL SCIENCES
CHOLESTEROL
BIOSYNTHESIS
CHEMICAL COMPOSITION
CHROMATOGRAPHY
ISOTOPIC EXCHANGE
LABELLING
LIVER
RATS
TRACER TECHNIQUES
TRITIUM COMPOUNDS
ANIMALS
BODY
DIGESTIVE SYSTEM
GLANDS
HYDROXY COMPOUNDS
ISOTOPE APPLICATIONS
LABELLED COMPOUNDS
MAMMALS
ORGANIC COMPOUNDS
ORGANS
RODENTS
SEPARATION PROCESSES
STEROIDS
STEROLS
SYNTHESIS
VERTEBRATES
550201* - Biochemistry- Tracer Techniques