The interaction of n-alkanols with lipid bilayer membranes: a 2H-NMR study.
Title
The interaction of n-alkanols with lipid bilayer membranes: a 2H-NMR study.
Creator
Westerman P W; Pope J M; Phonphok N; Doane J W; Dubro D W
Publisher
Biochimica et biophysica acta
Date
1988
1988-03
Description
The interaction of eight n-alkanols with bilayers of dimyristoylphosphatidylcholine (DMPC) has been studied by deuterium nuclear magnetic resonance (2H-NMR). At comparable temperatures and concentrations of solute in the bilayer, order parameters measured at the 1-methylene segment of the n-alkanols show a maximum for n-dodecanol. For both n-dodecanol and n-tetradecanol, orientational ordering shows a maximum at the C-4 to C-7 methylene segments, with labels at both ends of the n-alkanol exhibiting reduced order. These observations are consistent with earlier findings for n-octanol and n-decanol. Unlike the longer chain n-alkanols, ordering in n-butanol decreases from the hydroxyl group end to the methyl group end of the molecule. Orientational ordering at nine inequivalent sites in DMPC, has also been measured as a function of temperature, for bilayers containing n-butanol, n-octanol, n-dodecanol and n-tetradecanol. At the 3R,S sites on the glycerol backbone, for comparable temperatures and solute concentrations, n-butanol produces a larger disordering than the other n-alkanols. This result probably reflects the greater fraction of time spent by the hydroxyl group of n-butanol in the vicinity of the lipid polar head group compared with the hydroxyl group in longer chain n-alkanols. It was found that n-octanol orders the acyl chains of DMPC, unlike n-butanol which disorders them, and the longer chain n-alkanols which have little effect. Within experimental error, the effect of n-dodecanol on order at all sites in DMPC is the same as n-tetradecanol. The influence of n-alkanols on DMPC ordering at twelve sites has been compared with that of cholesterol which is shown to interact with DMPC bilayers in a distinctly different manner from the n-alkanols.
Subject
Temperature; Molecular Conformation; Magnetic Resonance Spectroscopy; *Lipid Bilayers; *Alcohols; *Membrane Lipids; Dimyristoylphosphatidylcholine
Identifier
Rights
Article information provided for research and reference use only. All rights are retained by the journal listed under publisher and/or the creator(s).
Citation
Westerman P W; Pope J M; Phonphok N; Doane J W; Dubro D W, “The interaction of n-alkanols with lipid bilayer membranes: a 2H-NMR study.,” NEOMED Bibliography Database, accessed February 16, 2025, https://neomed.omeka.net/items/show/5707.