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Updated: Jul 17, 2026

Cholesterol Efflux Assay
Published on: March 6, 2012
Oxysterols: 27-hydroxycholesterol and its radiolabeled analog
T E D'Ambra1, N B Javitt, J Lacy
1Albany Molecular Research, Inc., 21 Corporate Circle, Albany, NY 12203, USA.
Abstract:
We describe a convenient and stereoselective route to the synthesis of 27-hydroxycholesterol. Also its radiolabeled analog, 22, 23 di [(3)H]-27-hydroxycholesterol with high specific radioactivity (55 Ci/mmol) was synthesized by this method. Julia condensation of steroidal 22-sulfone with aldehyde, led to the addition of the 23-27 carbon side chain building block to the steroid backbone. Formed in this reaction beta-hydroxysulfone moiety was reduced by sodium amalgam generate 22-23 unsaturated bond. Further reduction either by hydrogen or tritium furnished substrates for the synthesis of title compounds.
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