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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

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
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
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.
12804-12813
Burrell, Jamie
a869db3a-a1d6-400f-a6b2-b2c76ff00239
Dymond, Marcus K.
e180765b-039e-47ff-9841-ce6a5123a519
Gillams, Richard
89341fe4-db94-4d27-a5be-c092e2e8de5b
Parker, Duncan
37b1d9c5-0e8a-42f4-b9ad-56e33d61e781
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea
Labrador, Ana
2b101823-33e1-4e2b-9271-e4ba186ab17d
Nylander, Tommy
18d94ea0-6456-4eaf-b552-844261a37283
Attard, George S.
3219075d-2364-4f00-aeb9-1d90f8cd0d36
Burrell, Jamie
a869db3a-a1d6-400f-a6b2-b2c76ff00239
Dymond, Marcus K.
e180765b-039e-47ff-9841-ce6a5123a519
Gillams, Richard
89341fe4-db94-4d27-a5be-c092e2e8de5b
Parker, Duncan
37b1d9c5-0e8a-42f4-b9ad-56e33d61e781
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea
Labrador, Ana
2b101823-33e1-4e2b-9271-e4ba186ab17d
Nylander, Tommy
18d94ea0-6456-4eaf-b552-844261a37283
Attard, George S.
3219075d-2364-4f00-aeb9-1d90f8cd0d36

Burrell, Jamie, Dymond, Marcus K., Gillams, Richard, Parker, Duncan, Langley, G. John, Labrador, Ana, Nylander, Tommy and Attard, George S. (2017) 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. Langmuir, 2017 (33), 12804-12813. (doi:10.1021/acs.langmuir.7b02998).

Record type: Article

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 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.

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Accepted/In Press date: 5 October 2017
e-pub ahead of print date: 5 October 2017

Identifiers

Local EPrints ID: 416036
URI: https://eprints.soton.ac.uk/id/eprint/416036
PURE UUID: 31908e90-fb5f-4d95-ad4c-d1019c4557ec
ORCID for G. John Langley: ORCID iD orcid.org/0000-0002-8323-7235
ORCID for George S. Attard: ORCID iD orcid.org/0000-0001-8304-0742

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Date deposited: 30 Nov 2017 17:30
Last modified: 14 Mar 2019 01:54

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