Phospholipid Bilayer Free Volume Analysis Employing the Thermal Ring-Closing Reaction of Merocyanine Molecular Switches

Wohl, Christopher J.; Helms, Mandir Ana; Chung, Jin O.; Kuciauskas, Darius

doi:10.1021/jp065406y

Cited by 19 publications

(20 citation statements)

References 51 publications

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“…Permeation via these hydrated defects allows protons to avoid the high-energy barrier associated with partitioning into the hydrophobic membrane interior, which is commonly described as the solubility-diffusion mechanism. 45 The smallest free volume was found in the phospholipid head group region, while the largest free volume was detected in the interior aliphatic region. 13,14,43 The stability of the lipid systems can also be interpreted from the extent of ion permeation.…”

Section: Ion Permeation Studies In Lipid Vesiclesmentioning

confidence: 92%

Photocontrol of ion permeation in lipid vesicles with amphiphilic dithienylethenes

et al. 2015

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The integration of photochromic dithienylethenes (DTEs) with lipid vesicles as photoresponsive membrane disruptors for ion transport applications has been examined. We have synthesized three amphiphilic DTEs 1-3 that incorporate a terminally charged alkyl chain, and contain methyl or phenylethynyl substituents at the reactive carbons. Our photochromic reactivity studies suggest that the inclusion of a single alkyl chain favors the photoactive antiparallel conformation of DTEs, given the significant improvement in the cyclization quantum yield over previous phenylethynyl derivatives. Our ion permeation studies show that the open-ring isomers of these DTEs are more disruptive than the closed-ring isomers in the four lipid vesicle systems studied, regardless of their lamellar phase at room temperature. In addition, a steric effect was clearly observed as DTEs incorporating the comparatively smaller methyl group exhibited lower rates of ion permeation than the bulkier phenylethynyl group. In all cases, UV irradiation led to a reduction in ion permeability. In fact, the methyl analog exhibited a significant reduction in ion permeability in gel-phase lipid vesicles upon UV exposure. Also, the hexyl chain derivatives had a greater effect on membrane permeability than the dodecyl derivative owing to their relative position in the bilayer membrane of lipid vesicles.

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Section: Ion Permeation Studies In Lipid Vesiclesmentioning

confidence: 92%

Photocontrol of ion permeation in lipid vesicles with amphiphilic dithienylethenes

et al. 2015

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“…The strength of the interchain forces controls the formation or otherwise of voids, packing defects within the hydrophobic core of the membrane [ 23 ], and it is suggested that these control the depth to which raclopride partitions into the membrane. For the reaction to progress, the free proton carried by the CAD must be in close proximity to the ester moieties of the lipid membrane: here, we propose that these voids promote the migration of the CAD towards the hydrophobic centre of the membrane, into a region where they are effectively sequestered and passivated.…”

Section: Resultsmentioning

confidence: 99%

Amphiphilic drug interactions with model cellular membranes are influenced by lipid chain-melting temperature

Casey

Charalambous²,

Gee

et al. 2014

J. R. Soc. Interface.

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Small-molecule amphiphilic species such as many drug molecules frequently exhibit low-to-negligible aqueous solubility, and generally have no identified transport proteins assisting their distribution, yet are able to rapidly penetrate significant distances into patient tissue and even cross the blood–brain barrier. Previous work has identified a mechanism of translocation driven by acid-catalysed lipid hydrolysis of biological membranes, a process which is catalysed by the presence of cationic amphiphilic drug molecules. In this study, the interactions of raclopride, a model amphiphilic drug, were investigated with mixtures of biologically relevant lipids across a range of compositions, revealing the influence of the chain-melting temperature of the lipids upon the rate of acyl hydrolysis.

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“…As soon as the UV is turned on, SP converts into its photoisomer known as 대한금속 • 재료학회지 제59권 제5호 (2021년 5월) merocyanine (MC). The formed MC is zwitter-ionic and hydrophilic in nature, causing the interaction with the head groups of lecithin [33,38,39] Experiments were conducted to determine whether SAO and PRF were complementary, and whether it could be used instead of ZnS:Cu, given its certain benefits over ZnS:Cu.…”

Section: Experiments Proceduresmentioning

confidence: 99%

Ultraviolet Light-Responsive Photorheological Fluid for Sensors and Actuators Realized by Phosphorescence Effects and LSTM RNN

Cho¹,

Timilsina²,

Roh³

et al. 2021

Korean J. Met. Mater.

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A photo-rheological fluid (PRF) is a smart fluid which exhibits different viscosity under UV irradiation. A PRF is comprehensively presented in this work, with particular focus on its responses under UV off/on conditions. The isomeric conversion from SP to MC and vice versa under UV off and on, respectively, showed unequal rates of transformation. As a result, a complex non-linear hysteretic response was observed. To be used indifferent types of sensors and actuators which can exploit its rheological properties, it is essential the PRF have linearized hysteresis behavior. To minimize the asymmetric non-linear hysteresis characteristics under UV on and off conditions, the well-known long-lasting phosphor SAO (SrAl2O4:Eu2+, Dy3+) was incorporated. The incorporation of SAO in the PRF improved the linearity of the PRF response, although the conversion rate was not identical under UV off/on conditions. The SAO particles were observed to settle over time due to phase splitting, undermining the usefulness of the SAO-PRF composite. Instead of improving the PRF response by further adjusting the PRF composite, a software approach based on Long Short-Term Memory Recurrent Neural Networks (LSTM RNN) was employed to model and compensate the asymmetric non-linear hysteresis response, ensuring the realization of sensors and actuators that exploit PRF as hardware.

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Phospholipid Bilayer Free Volume Analysis Employing the Thermal Ring-Closing Reaction of Merocyanine Molecular Switches

Cited by 19 publications

References 51 publications

Photocontrol of ion permeation in lipid vesicles with amphiphilic dithienylethenes

Photocontrol of ion permeation in lipid vesicles with amphiphilic dithienylethenes

Amphiphilic drug interactions with model cellular membranes are influenced by lipid chain-melting temperature

Ultraviolet Light-Responsive Photorheological Fluid for Sensors and Actuators Realized by Phosphorescence Effects and LSTM RNN

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