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Updated: May 9, 2026

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Published on: June 28, 2019
Synthesis and biological activity of (24E)- and (24Z)-26-hydroxydesmosterol
Ratni Saini1, Olga Kataeva, Arndt W Schmidt
1Department Chemie, Technische Universität Dresden, Germany.
Abstract:
Using 3β-hydroxychol-5-en-24-oic acid (4) as starting material, the diastereoisomeric allylic alcohols (24E)-26-hydroxydesmosterol (2) and (24Z)-26-hydroxydesmosterol (3) have been synthesised in six steps with 67% and 12% overall yield, respectively. Both of these isomers are found in newborn mouse brain where sterol synthesis is high. Unlike desmosterol (1), neither of these isomers is a ligand to the liver x receptors and thus represents a novel biological deactivation mechanism avoiding cholesterol synthesis.
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