The Stereochemistry of Hydrogen Elimination from C-7 in Cholesterol and Ergosterol Biosynthesis

Overview

Journal Biochem J

Specialty Biochemistry

Date 1970 Apr 1

PMID 5419748

Citations 5

Authors

M Akhtar

A D Rahimtula

D C Wilton

Affiliations

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Abstract

The synthesis of [7alpha-(3)H]lanosterol is described. It is shown that in the conversion of [7alpha-(3)H,26,27-(14)C(2)]lanosterol into cholesterol by a rat liver system, it is the 7beta-hydrogen atom that is predominantly removed. On the other hand, the conversion of doubly labelled lanosterol into ergosterol by whole yeast cells results in the loss of the 7alpha-hydrogen atom. These results therefore suggest that the C-7 hydrogen atoms with opposite stereochemistry are labilized by the rat liver and the yeast Delta(8)-Delta(7) steroid isomerases.

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References

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