Literature DB >> 16519912

Synthesis of ent-25-hydroxycholesterol.

Emily J Westover1, Douglas F Covey.   

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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Year:  2006        PMID： 16519912     DOI： 10.1016/j.steroids.2006.01.007

Source DB:  PubMed          Journal:  Steroids        ISSN： 0039-128X            Impact factor:   2.668


  9 in total

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2.  Combining 25-Hydroxycholesterol with an HIV Fusion Inhibitor Peptide: Interaction with Biomembrane Model Systems and Human Blood Cells.

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3.  Synthesis of side-chain oxysterols and their enantiomers through cross-metathesis reactions of Δ22 steroids.

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Journal:  Steroids       Date:  2017-03-12       Impact factor: 2.668

4.  Side chain oxygenated cholesterol regulates cellular cholesterol homeostasis through direct sterol-membrane interactions.

Authors:  Sarah E Gale; Emily J Westover; Nicole Dudley; Kathiresan Krishnan; Sean Merlin; David E Scherrer; Xianlin Han; Xiuhong Zhai; Howard L Brockman; Rhoderick E Brown; Douglas F Covey; Jean E Schaffer; Paul Schlesinger; Daniel S Ory
Journal:  J Biol Chem       Date:  2008-11-06       Impact factor: 5.157

5.  Different oxysterols have opposing actions at N-methyl-D-aspartate receptors.

Authors:  Andrew J Linsenbardt; Amanda Taylor; Christine M Emnett; James J Doherty; Kathiresan Krishnan; Douglas F Covey; Steven M Paul; Charles F Zorumski; Steven Mennerick
Journal:  Neuropharmacology       Date:  2014-05-27       Impact factor: 5.250

6.  Cholesterol tuning of BK ethanol response is enantioselective, and is a function of accompanying lipids.

Authors:  Chunbo Yuan; Maohui Chen; Douglas F Covey; Linda J Johnston; Steven N Treistman
Journal:  PLoS One       Date:  2011-11-29       Impact factor: 3.240

7.  A Proinflammatory Stimulus Disrupts Hippocampal Plasticity and Learning via Microglial Activation and 25-Hydroxycholesterol.

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Journal:  J Neurosci       Date:  2021-11-01       Impact factor: 6.709

8.  25-Hydroxycholesterol amplifies microglial IL-1β production in an apoE isoform-dependent manner.

Authors:  Man Ying Wong; Michael Lewis; James J Doherty; Yang Shi; Anil G Cashikar; Anna Amelianchik; Svitlana Tymchuk; Patrick M Sullivan; Mingxing Qian; Douglas F Covey; Gregory A Petsko; David M Holtzman; Steven M Paul; Wenjie Luo
Journal:  J Neuroinflammation       Date:  2020-06-17       Impact factor: 8.322

9.  Mechanism of Action of VP1-001 in cryAB(R120G)-Associated and Age-Related Cataracts.

Authors:  Kathleen S Molnar; Bryan M Dunyak; Bonnie Su; Yevgeniy Izrayelit; Brittney McGlasson-Naumann; Paul D Hamilton; Mingxing Qian; Douglas F Covey; Jason E Gestwicki; Leah N Makley; Usha P Andley
Journal:  Invest Ophthalmol Vis Sci       Date:  2019-08-01       Impact factor: 4.799
  9 in total

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