Photopolymerization of Dienoyl Lipids Creates Planar Supported Poly(lipid) Membranes with Retained Fluidity

Orosz, Kristina S.; Jones, Ian W.; Keogh, John P.; Smith, Christopher M.; Griffin, Kaitlyn Renee; Xu, Juhua; Comi, Troy J.; Hall, H. K.; Saavedra, S. Scott

doi:10.1021/acs.langmuir.5b03437

Cited by 5 publications

(18 citation statements)

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“…All recovery curves were fitted using both single and double exponential models; in all cases, the double exponential fit produced a higher adjusted coefficient of determination and a more random residuals plot, consistent with previous studies. 29,40,41 Diffusion coefficients (D 1 , D 2 , and D avg ) and percent recoveries are listed in Table 1 for PSLBs doped with 0.6 mol % Rho-PE as a function of DPhPC/bis-SorbPC molar ratio. As the ratio was increased from 10:0 to 0:10, D avg systematically decreased 7-fold.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…For example, in a recent study, lateral diffusion coefficients (D) were measured before and after UV-initiated polymerization of planar supported lipid bilayers (PSLBs) composed of dienoyl lipids. 29 The D values of lipid probes measured after polymerization were 0.1−0.8 of those measured before polymerization and were indicative of fluidity intermediate between that of an L α phase and an L β phase. Prior work showed that this moderate decrease in fluidity did not adversely affect the activity of some incorporated proteins: (a) The conductance of α-hemolysin ion channels reconstituted into a suspended lipid bilayer (i.e., a black lipid membrane or BLM) composed of bis-dienoylphosphatidylcholine (bis-DenPC) was maintained after polymerization, and bis-DenPC BLMs were found to be highly stable to conditions that readily ruptured unpolymerized BLMs.…”

Section: ■ Introductionmentioning

confidence: 89%

“…The geometry and design of the FRAP cell have been described previously. 29 Glass slides (Gold Seal, Portsmouth, NH) were cleaned in piranha solution (7:3 concentrated H 2 SO 4 /30% H 2 O 2 ) for 5 min, rinsed thoroughly in DI water, then dried with a N 2 stream and mounted in the FRAP cell. Several drops of SUV solution (minimum needed to cover the glass surface) were introduced into the cell and incubated at 35 °C for 30 min to form PSLBs.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…FRAP measurements. The experimental design and procedures for performing FRAP measurements have been described previously, 29 and details are given in Supporting Information. Recovery curves were fit to a double-exponential model…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Nanodomain Formation in Planar Supported Lipid Bilayers Composed of Fluid and Polymerized Dienoyl Lipids

et al. 2019

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Polymerization of synthetic phospholipid monomers has been widely used to enhance the stability of lipid membranes in applications such as membrane-based biosensing, where the inherent instability of fluid-phase lipid bilayers can be problematic. However, lipid polymerization typically decreases membrane fluidity, which may be required to maintain the activity of reconstituted integral proteins and peptides. Prior work has shown that a bilayer composed of binary mixtures of poly(lipid) and fluid lipid exhibits enhanced stability and supports the function of incorporated biomolecules. This work examines the structural basis of these findings using planar supported lipid bilayers (PSLBs) composed of binary mixtures of a polymerizable lipid, 1,2-bis[10-(2′,4′-hexadienoloxy)decanoyl]-sn-glycero-3-phosphocholine (bis-SorbPC), and a nonpolymerizable lipid, 1,2-diphytanoyl-sn-glycero-3-phosphocholine (DPhPC). Fluorescence recovery after photobleaching (FRAP) measurements showed that long-range lateral diffusion was minimally affected when the poly(lipid) mole ratio was ≤0.7. Atomic force microscopy, used to examine phase segregation in these PSLBs, showed that DPhPC forms a continuous lipid matrix that is 0.2−0.4 nm thicker than the island-like poly(bis-SorbPC) domains, with lateral dimensions of ≤200 nm. The nanoscale phase segregation allows for long-range lateral diffusion of lipid probes in the DPhPC matrix. The combination of fluidity and stability in these materials should make them useful in membrane-based biosensing applications.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 89%

Section: ■ Experimental Sectionmentioning

confidence: 99%

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Nanodomain Formation in Planar Supported Lipid Bilayers Composed of Fluid and Polymerized Dienoyl Lipids

et al. 2019

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“…In addition, ion-conductive, aligned hexagonal polymer films via cross-linkable thermotropic (i.e., temperature-dependent and solvent-free) ILCs have also been formed. Literature examples of cross-linked ILC materials from other groups include lyotropic polymerized lipid bilayers, cross-linked thermotropic ILCs with high anisotropic and 3D ionic conductivity, and nanostructured electrochromic poly(ILC) films …”

mentioning

confidence: 99%

Effect of an n-Alkoxy-2,4-hexadiene Polymerizable Tail System on the Mesogenic Properties and Cross-Linking of Mono-Imidazolium-Based Ionic Liquid Crystal Monomers

Robertson

Gin

2016

ACS Macro Lett.

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We demonstrate that an ether-based n-alkoxy-2,4-hexadiene polymerizable tail system is an effective and modular alternative to traditional ester-based polymerizable tail groups (i.e., acrylate, methacrylate, sorbate) and alkyl-1,3-diene tails for the design of radically polymerized ionic liquid crystal (ILC) monomers. Several series of nonsymmetric 1-vinylimidazoliumbromide-based ILC monomers containing these different polymerizable tail systems were synthesized and compared for their ability to form thermotropic liquid crystal (TLC) phases and to be photocross-linked with TLC phase retention. The n-alkoxy-2,4-hexadiene tail system was found to be more favorable/conducive to TLC phase formation than acrylate, methacrylate, and sorbate tails. It was more similar to the alkyl-1,3-diene tail system in terms of its more favorable effect on TLC behavior; however, it is more modular/easier to synthesize, more resistant to thermal Diels−Alder side reaction, and more isomerically pure, making it better for ILC monomer design. Also, the n-alkoxy-2,4-hexadiene tail system was found to be very amenable to radical photo-cross-linking with TLC phase retention. To demonstrate this feature, an example cross-linkable ILC monomer with this tail system was synthesized and polymerized in the smectic A TLC phase, and the monomer and polymerized material were characterized for their ionic conductivity behavior. I onic liquid crystals (ILCs) 1 are highly desirable due to their ordered nanostructures and ionic liquid (IL)-derived properties. 2 Depending on the makeup of the ILCs, their intrinsic proton 3 or ion 4 conductivity are most commonly tested; however, additional properties such as luminescence, 5 photoisomerization, 6 and magnetism 7 have also been incorporated, allowing them to be used as functional materials for many applications. 4b,8−11 Generally, stabilization of liquid crystal (LC) phases via cross-linking is a viable means to lock-in their nanostructures while imparting durability. 12,13 Cross-linked LC phases can be formed by reacting monofunctionalized LC monomers or reactive linear LC polymers with added cross-linker or multifunctional LC monomers with ≥2 chain-addition polymerizable groups per molecule. The latter approach is preferable for more densely cross-linked LC polymer materials and, in some cases, more successful LC phase retention after cross-linking. In our group, nanoporous cross-linked lyotropic (i.e., temperature-dependent and solvent-containing) ILC assemblies have been used as water filtration membranes, 14 heterogeneous catalysts, 13b and Li-ion conducting membranes in batteries. 15 In addition, ion-conductive, aligned hexagonal polymer films 16 via cross-linkable thermotropic (i.e., temperature-dependent and solvent-free) ILCs have also been formed. Literature examples of cross-linked ILC materials from other groups include lyotropic polymerized lipid bilayers, 17 crosslinked thermotropic ILCs with high anisotropic 18 and 3D 19 ionic conductivity, and nanostructured electrochromic poly-(ILC) fil...

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Impedance sensing of antibiotic interactions with a pathogenic E. coli outer membrane supported bilayer

Ghosh

Mohamed

Shin

et al. 2022

Biosensors and Bioelectronics

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Photopolymerization of Dienoyl Lipids Creates Planar Supported Poly(lipid) Membranes with Retained Fluidity

Cited by 5 publications

References 61 publications

Nanodomain Formation in Planar Supported Lipid Bilayers Composed of Fluid and Polymerized Dienoyl Lipids

Nanodomain Formation in Planar Supported Lipid Bilayers Composed of Fluid and Polymerized Dienoyl Lipids

Effect of an n-Alkoxy-2,4-hexadiene Polymerizable Tail System on the Mesogenic Properties and Cross-Linking of Mono-Imidazolium-Based Ionic Liquid Crystal Monomers

Impedance sensing of antibiotic interactions with a pathogenic E. coli outer membrane supported bilayer

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