Synthesis of ent-25-hydroxycholesterol

Emily J. Westover, Douglas F. Covey

Research output: Contribution to journalArticlepeer-review

19 Scopus citations


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).

Original languageEnglish
Pages (from-to)484-488
Number of pages5
Issue number6
StatePublished - Jun 2006


  • Enantiomer
  • Oxysterol
  • ent-25-Hydroxycholesterol


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