Publication:
Both idebenone and idebenol are localized near the lipid-water interface of the membrane and increase its fluidity.

Simple item page
dc.contributor.authorTorrecillas, Alejandro
dc.contributor.authorde Godos, Ana M
dc.contributor.authorGómez-Fernández, Juan C
dc.contributor.authorGómez Murcia, Victoria
dc.contributor.authorCorbalán García, Senena
dc.contributor.departmentBioquímica y Biología Molecular A
dc.date.accessioned2026-04-15T12:08:31Z
dc.date.available2026-04-15T12:08:31Z
dc.date.copyright© 2016 Elsevier B.V. All rights reserved.
dc.date.issued2016-06-01
dc.description.abstractIdebenone is a synthetic analog of coenzyme Q; both share a quinone moiety but idebenone has a shorter lipophilic tail ending with a hydroxyl group. Differential scanning calorimetry experiments showed that both idebenone and idebenol widened and shifted the phase transition of 1,2-dipalmitoylphosphatidylcholine (DPPC) to a lower temperature and a phase separation with different concentrations of these molecules was observed. Also small angle X-ray diffraction and wide angle X-ray diffraction revealed that both, idebenone and idebenol, induced laterally separated phases in fluid membranes when included in DPPC membranes. Electronic profiles showed that both forms, idebenone and idebenol, reduced the thickness of the fluid membrane. (2)H NMR measurements showed that the order of the membrane decreased at all temperatures in the presence of idebenone or idebenol, the greatest disorder being observed in the segments of the acyl chains close to the lipid-water interface. (1)H NOESY MAS NMR spectra were obtained using 1-palmitoyl-2-oleoyl-phosphatidylcholine membranes and results pointed to a similar location in the membrane for both forms, with the benzoquinone or benzoquinol rings and their terminal hydroxyl group of the hydrophobic chain located near the lipid/water interface of the phospholipid bilayer and the terminal hydroxyl group of the hydrophobic chain of both compounds located at the lipid/water interface. Taken together, all these different locations might explain the different physiological behavior shown by the idebenone/idebenol compared with the ubiquinone-10/ubiquinol-10 pair in which both compounds are differently localized in the membrane.
dc.formatapplication/pdf
dc.format.extent11
dc.identifier.citationBiochimica et Biophysica Acta Volume 1858, Issue 6, June 2016, Pages 1071-1081
dc.identifier.doihttp://dx.doi.org/10.1016/j.bbamem.2016.02.034
dc.identifier.issn0005-2736
dc.identifier.other26926421
dc.identifier.urihttp://hdl.handle.net/10201/225961
dc.languageeng
dc.language.isoen
dc.relationThis work was supported partially by funds from Universidad de Murcia (Grant no. 368).
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/pii/S0005273616300724?via%3Dihub
dc.rights.accessRightsinfo:eu-repo/semantics/restrictedAccess
dc.subject(1)H NOESY MAS-NMR
dc.subject(2)H NMR
dc.subjectDSC
dc.subjectIdebenone
dc.subjectMembranes
dc.subjectSAXD
dc.subjectWAXD
dc.subject.odsObjetivo 3: Salud
dc.titleBoth idebenone and idebenol are localized near the lipid-water interface of the membrane and increase its fluidity.
dc.typeinfo:eu-repo/semantics/article
dc.type.versioninfo:eu-repo/semantics/publishedVersion
dspace.entity.typePublicationes
relation.isAuthorOfPublication5d90b1d7-e72c-4772-b056-021f2ac2f63c
relation.isAuthorOfPublication0520d16c-198e-4ff6-93bf-330da4458c9a
relation.isAuthorOfPublication.latestForDiscovery5d90b1d7-e72c-4772-b056-021f2ac2f63c
Files
Original bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
1-s2.0-S0005273616300724-main.pdf
Size:
1.56 MB
Format:
Adobe Portable Document Format
Description:
Download
License bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
license.txt
Size:
1.37 KB
Format:
Item-specific license agreed upon to submission
Description:
Download
Collections
Artículos