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Comparative Study
. 2006 Jun;71(6):484-8.
doi: 10.1016/j.steroids.2006.01.007. Epub 2006 Mar 6.

Synthesis of ent-25-hydroxycholesterol

Emily J Westover  1 , Douglas F Covey
Affiliations
Comparative Study

Synthesis of ent-25-hydroxycholesterol

Emily J Westover et al. Steroids. 2006 Jun.

Abstract

25-Hydroxycholesterol (25-HC) appears to play a role in several important biological processes, including regulating cellular cholesterol levels and promoting apoptosis. However, in most cases the mechanisms by which 25-HC elicits its biological effects are not known. Insights into mechanisms of 25-HC action can be gained by studying the activity of its enantiomer (ent-25-HC). ent-25-HC is physically and chemically identical to 25-HC; however, 25-HC and ent-25-HC can be distinguished in chiral environments, like a protein binding site. In order to probe the mechanisms of 25-HC action, we have synthesized the enantiomer of 25-HC (ent-25-HC).

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