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. 1970 Apr;117(3):539-42.
doi: 10.1042/bj1170539.

The stereochemistry of hydrogen elimination from C-7 in cholesterol and ergosterol biosynthesis

M Akhtar, A D Rahimtula, D C Wilton

The stereochemistry of hydrogen elimination from C-7 in cholesterol and ergosterol biosynthesis

M Akhtar et al. Biochem J. 1970 Apr.

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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