The DOI matches its Crossref record; 13 of the 13 references it cites were found in a registry or an index.
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).
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“We further evaluated the IL-1β-inducing activity of ent-25-HC, the inactive enantiomer of 25-HC [74], and found that ent-25HC exhibited only very weak IL-1β-inducing activity and was at least an order of magnitude less potent than 25-HC (Fig. 5d).”
From 25-Hydroxycholesterol amplifies microglial IL-1β production in an apoE isoform-dependent manner (2020) · cites this paper as [74]
In the citing paper
“ent-25-HC, the inactive enantiomer of 25-HC [74]”
From 25-Hydroxycholesterol amplifies microglial IL-1β production in an apoE isoform-dependent manner (2020) · cites this paper as [74]
Citations
Cites
Biological Activity of Some Oxygenated Sterols
Kandutsch, A. A., Chen, H. W., & Heiniger, H.-J. (1978) · Science · doi:10.1126/science.663671 · Cited by 571
Brown, M. S., & Goldstein, J. L. (1974) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)42106-6 · Cited by 413
Lund, E. G., Kerr, T. A., Sakai, J., Li, W.-P., & Russell, D. W. (1998) · Journal of Biological Chemistry · doi:10.1074/jbc.273.51.34316 · Cited by 335
Kandutsch, A. A., & Chen, H. W. (1974) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)42218-7 · Cited by 283
Inhibition of cell growth by oxygenated derivatives of cholesterol
CHEN, H. W., KANDUTSCH, A. A., & WAYMOUTH, C. (1974) · Nature · doi:10.1038/251419a0 · Cited by 219
Theunissen, J. J. H., Jackson, R. L., Kempen, H. J. M., & DEMEL, R. A. (1986) · Biochimica et Biophysica Acta (BBA) - Biomembranes · doi:10.1016/0005-2736(86)90499-2 · Cited by 124
Activation of Membrane Cholesterol by Displacement from Phospholipids
Lange, Y., Ye, J., & Steck, T. L. (2005) · Journal of Biological Chemistry · doi:10.1074/jbc.m507149200 · Cited by 82
Westover, E. J., & Covey, D. F. (2004) · The Journal of Membrane Biology · doi:10.1007/s00232-004-0714-7 · Cited by 73
Self-citationKauffman, J. M., Westerman, P. W., & Carey, M. C. (2000) · Journal of Lipid Research · doi:10.1016/s0022-2275(20)32042-3 · Cited by 60
25-Hydroxysterols increase the permeability of liposomes to Ca2+ and other cations
Holmes, R. P., & Yoss, N. L. (1984) · Biochimica et Biophysica Acta (BBA) - Biomembranes · doi:10.1016/0005-2736(84)90067-1 · Cited by 57
Cited by
25-Hydroxycholesterol amplifies microglial IL-1β production in an apoE isoform-dependent manner
Wong, M. Y., Lewis, M., Doherty, J. J., Shi, Y., Cashikar, A. G., Amelianchik, A., Tymchuk, S., Sullivan, P. M., Qian, M., Covey, D. F., et al. (2020) · Journal of Neuroinflammation · doi:10.1186/s12974-020-01869-3 · Cited by 121
Self-citationIzumi, Y., Cashikar, A. G., Krishnan, K., Paul, S. M., Covey, D. F., Mennerick, S. J., & Zorumski, C. F. (2021) · The Journal of Neuroscience · doi:10.1523/jneurosci.1502-21.2021 · Cited by 53
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Metadata
- Authors
- Westover, E. J., & Covey, D. F.
- Venue
- Steroids
- Publisher
- Elsevier BV
- Published
- 2006-06
- Volume
- 71
- Issue
- 6
- Pages
- 484-488
- ISSN
- 0039-128X
- Cited by
- 19
- References
- 13
- Language
- en
- Licence
- www.elsevier.com/tdm/userlicense/1.0/ (tdm)
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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