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

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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. / Burrell, Jamie; Dymond, Marcus K.; Gillams, Richard J.; Parker, Duncan J.; Langley, G. John; Labrador, Ana; Nylander, Tommy; Attard, George S.

In: Langmuir, Vol. 33, No. 44, 07.11.2017, p. 12804-12813.

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Burrell, Jamie ; Dymond, Marcus K. ; Gillams, Richard J. ; Parker, Duncan J. ; Langley, G. John ; Labrador, Ana ; Nylander, Tommy ; Attard, George S. / 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. In: Langmuir. 2017 ; Vol. 33, No. 44. pp. 12804-12813.

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TY - JOUR

T1 - Using Curvature Power to Map the Domain of Inverse Micellar Cubic Phases

T2 - The Case of Aliphatic Aldehydes in 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

AU - Burrell, Jamie

AU - Dymond, Marcus K.

AU - Gillams, Richard J.

AU - Parker, Duncan J.

AU - Langley, G. John

AU - Labrador, Ana

AU - Nylander, Tommy

AU - Attard, George S.

PY - 2017/11/7

Y1 - 2017/11/7

N2 - 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.

AB - 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.

U2 - 10.1021/acs.langmuir.7b02998

DO - 10.1021/acs.langmuir.7b02998

M3 - Article

VL - 33

SP - 12804

EP - 12813

JO - Langmuir

JF - Langmuir

SN - 0743-7463

IS - 44

ER -