Synthesis of ent-25-hydroxycholesterol

Emily J. Westover; Douglas F. Covey

doi:10.1016/j.steroids.2006.01.007

Synthesis of ent-25-hydroxycholesterol

Emily J. Westover, Douglas F. Covey

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19 Scopus citations

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).

Original language	English
Pages (from-to)	484-488
Number of pages	5
Journal	Steroids
Volume	71
Issue number	6
DOIs	https://doi.org/10.1016/j.steroids.2006.01.007
State	Published - Jun 2006

Keywords

Enantiomer
Oxysterol
ent-25-Hydroxycholesterol

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10.1016/j.steroids.2006.01.007

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title = "Synthesis of ent-25-hydroxycholesterol",

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).",

keywords = "Enantiomer, Oxysterol, ent-25-Hydroxycholesterol",

author = "Westover, {Emily J.} and Covey, {Douglas F.}",

note = "Funding Information: The authors gratefully acknowledge funding from the NIH Training Grant T32 HL07275 (EJW) and GM47969 (DFC).",

year = "2006",

month = jun,

doi = "10.1016/j.steroids.2006.01.007",

language = "English",

volume = "71",

pages = "484--488",

journal = "Steroids",

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TY - JOUR

T1 - Synthesis of ent-25-hydroxycholesterol

AU - Westover, Emily J.

AU - Covey, Douglas F.

N1 - Funding Information: The authors gratefully acknowledge funding from the NIH Training Grant T32 HL07275 (EJW) and GM47969 (DFC).

PY - 2006/6

Y1 - 2006/6

N2 - 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).

AB - 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).

KW - Enantiomer

KW - Oxysterol

KW - ent-25-Hydroxycholesterol

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U2 - 10.1016/j.steroids.2006.01.007

DO - 10.1016/j.steroids.2006.01.007

M3 - Article

C2 - 16519912

AN - SCOPUS:33646124975

SN - 0039-128X

VL - 71

SP - 484

EP - 488

JO - Steroids

JF - Steroids

IS - 6

ER -

Synthesis of ent-25-hydroxycholesterol

Abstract

Keywords

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