Advanced

Using Curvature Power to Map the Domain of Inverse Micellar Cubic Phases : The Case of Aliphatic Aldehydes in 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

Burrell, Jamie; Dymond, Marcus K.; Gillams, Richard J.; Parker, Duncan J.; Langley, G. John; Labrador, Ana LU ; Nylander, Tommy LU and Attard, George S. (2017) In Langmuir 33(44). p.12804-12813
Abstract

Oxylipins, or fatty aldehydes, are a class of molecules produced from membrane lipids as a result of oxidative stress or enzyme-mediated peroxidation. Here we report the effects of two biologically important fatty aldehydes, trans,trans-2,4-decanedienal (DD) and cis-11-hexadecenal (HD), on the phase behavior of the lipid 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) in water. We compare the phase behavior of DD/DOPE and HD/DOPE mixtures to the phase behavior of oleic acid/DOPE mixtures and show that DD, HD, and oleic acid have similar effects on the phase diagrams of DOPE. Notably, both DD and HD, like oleic acid, induce the formation of Fd3m inverse micellar cubic phases in DOPE/water mixtures. This is the first time that Fd3m... (More)

Oxylipins, or fatty aldehydes, are a class of molecules produced from membrane lipids as a result of oxidative stress or enzyme-mediated peroxidation. Here we report the effects of two biologically important fatty aldehydes, trans,trans-2,4-decanedienal (DD) and cis-11-hexadecenal (HD), on the phase behavior of the lipid 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) in water. We compare the phase behavior of DD/DOPE and HD/DOPE mixtures to the phase behavior of oleic acid/DOPE mixtures and show that DD, HD, and oleic acid have similar effects on the phase diagrams of DOPE. Notably, both DD and HD, like oleic acid, induce the formation of Fd3m inverse micellar cubic phases in DOPE/water mixtures. This is the first time that Fd3m phases in fatty aldehyde-containing mixtures have been reported. We assess the effects of DD, HD, and oleic acid on DOPE in terms of lipid spontaneous curvatures and propose a method to predict the formation of Fd3m phases from the curvature power of amphiphiles. This methodology predicts that Fd3m phases will become stable if the spontaneous curvature of a lipid mixture is -0.48 ± 0.05 nm-1 or less.

(Less)
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Langmuir
volume
33
issue
44
pages
10 pages
publisher
The American Chemical Society
external identifiers
  • scopus:85033385832
  • wos:000414887100029
ISSN
0743-7463
DOI
10.1021/acs.langmuir.7b02998
language
English
LU publication?
yes
id
c6c34403-e722-4851-b747-02ead17ee766
date added to LUP
2017-11-20 10:54:18
date last changed
2018-01-16 13:25:55
@article{c6c34403-e722-4851-b747-02ead17ee766,
  abstract     = {<p>Oxylipins, or fatty aldehydes, are a class of molecules produced from membrane lipids as a result of oxidative stress or enzyme-mediated peroxidation. Here we report the effects of two biologically important fatty aldehydes, trans,trans-2,4-decanedienal (DD) and cis-11-hexadecenal (HD), on the phase behavior of the lipid 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) in water. We compare the phase behavior of DD/DOPE and HD/DOPE mixtures to the phase behavior of oleic acid/DOPE mixtures and show that DD, HD, and oleic acid have similar effects on the phase diagrams of DOPE. Notably, both DD and HD, like oleic acid, induce the formation of Fd3m inverse micellar cubic phases in DOPE/water mixtures. This is the first time that Fd3m phases in fatty aldehyde-containing mixtures have been reported. We assess the effects of DD, HD, and oleic acid on DOPE in terms of lipid spontaneous curvatures and propose a method to predict the formation of Fd3m phases from the curvature power of amphiphiles. This methodology predicts that Fd3m phases will become stable if the spontaneous curvature of a lipid mixture is -0.48 ± 0.05 nm<sup>-1</sup> or less.</p>},
  author       = {Burrell, Jamie and Dymond, Marcus K. and Gillams, Richard J. and Parker, Duncan J. and Langley, G. John and Labrador, Ana and Nylander, Tommy and Attard, George S.},
  issn         = {0743-7463},
  language     = {eng},
  month        = {11},
  number       = {44},
  pages        = {12804--12813},
  publisher    = {The American Chemical Society},
  series       = {Langmuir},
  title        = {Using Curvature Power to Map the Domain of Inverse Micellar Cubic Phases : The Case of Aliphatic Aldehydes in 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine},
  url          = {http://dx.doi.org/10.1021/acs.langmuir.7b02998},
  volume       = {33},
  year         = {2017},
}