Open AccessInversion of the Unnatural cis C/D Sterol Ring Junction of 5α, 14β‐Cholest‐7‐en‐3β‐ol by Rat‐Liver Enzymes
Author(s) -
GALLI KIENLE Marzia,
ANASTASIA Mario,
CIGHETTI Giuliana,
MANZOCCHI Ada,
GALLI Giovanni
Publication year - 1977
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1977.tb11285.x
Subject(s) - sterol , enzyme , ring (chemistry) , cholesterol , chemistry , stereochemistry , liver enzyme , inversion (geology) , biochemistry , biology , organic chemistry , endocrinology , paleontology , structural basin
Labelled 5α, 14β‐cholest‐7‐en‐3β‐ol with the ‘unnatural’ cis C/D ring junction was synthesized. Incubations of this sterol with rat liver homogenate under aerobic conditions gave radioactive 5α‐cholest‐7‐en‐3β‐ol, 5α‐cholest‐8(14)‐en‐3β‐ol and cholesterol 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 14β‐cholesterol showing the specificity of the 14α configuration for the enzymic conversion of a sterol molecule into cholesterol.