On the Membrane Binding of the Potentiometric Probe Di-4-ANEPPS: A Fluorescence and Resonance Raman Study

Pevzner, Eliyahu; Ehrenberg, Benjamin; Loew, Leslie M.

doi:10.1080/00387019308011602

Cited by 6 publications

(6 citation statements)

References 13 publications

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“…It is known that dye molecules affect one another, as shown by self-quenching and the shifting of absorption and emission spectra. Consistent with their electrochromism, the dyes are also solvatochromic (Pevzner et al, 1993), with behavior of bulk dye different from that of dye-in-lipid. Since the dipole potential in the vicinity of the dye molecule depends on local membrane constituents, including lipids, proteins, and other dye molecules, it seems reasonable to assume that voltage sensitivity may depend on staining.…”

Section: Discussionmentioning

confidence: 87%

“…2PF was collected for wavelengths between 490 nm and 560 nm. that this moiety protrudes from the lipid environment of the membrane, demonstrating spectral sensitivity to the extracellular medium (Pevzner et al, 1993). There are also highly conjugated yet nonfluorescent dyes, such as carotenoids and porphyrins, that produce excellent third harmonic generation (Millard et al, 1999) and such dyes that have asymmetric molecular structures may be useful for SHG imaging and SHG voltage sensing.…”

Section: Discussionmentioning

confidence: 99%

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Sensitivity of Second Harmonic Generation from Styryl Dyes to Transmembrane Potential

Millard

Liu

Wei

et al. 2004

Biophysical Journal

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In this article we present results from the simultaneous nonlinear (second harmonic generation and two-photon excitation fluorescence) imaging and voltage clamping of living cells. Specifically, we determine the sensitivity to transmembrane potential of second harmonic generation by ANEP-chromophore styryl dyes as a function of excitation wavelength and dye structure. We have measured second harmonic sensitivities of up to 43% per 100 mV, more than a factor of four better than the nominal voltage sensitivity of the dyes under "one-photon" fluorescence. We find a dependence of voltage sensitivity on excitation wavelength that is consistent with a two-photon resonance, and there is a significant dependence of voltage sensitivity on the structure of the nonchromophore portion of the dyes.

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Section: Discussionmentioning

confidence: 87%

Section: Discussionmentioning

confidence: 99%

Sensitivity of Second Harmonic Generation from Styryl Dyes to Transmembrane Potential

Millard

Liu

Wei

et al. 2004

Biophysical Journal

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“…[9][10][11] Voltage-sensitive dyes have been the subject of intense biophysical study, aimed at understanding their interaction with biomembranes and the mechanism by which their fluorescence is affected by a change in transmembrane potential. 2,5,[12][13][14][15][16][17][18][19][20][21] In particular, the binding of various derivates of these dyes to lipid membranes has been studied in detail. 2,[12][13][14][15][16][17] Because the fluorescence quantum yield of many of the dyes is enhanced upon binding to lipid membranes, their partition coefficients between water and the lipid phase can be determined with high accuracy by fluorescence lipid titration.…”

Section: Introductionmentioning

confidence: 99%

“…2,5,[12][13][14][15][16][17][18][19][20][21] In particular, the binding of various derivates of these dyes to lipid membranes has been studied in detail. 2,[12][13][14][15][16][17] Because the fluorescence quantum yield of many of the dyes is enhanced upon binding to lipid membranes, their partition coefficients between water and the lipid phase can be determined with high accuracy by fluorescence lipid titration. 12 Binding studies using voltage-sensitive dyes have provided interesting insights into how structural changes affect their binding free energies.…”

Section: Introductionmentioning

confidence: 99%

Location, Tilt, and Binding: A Molecular Dynamics Study of Voltage-Sensitive Dyes in Biomembranes

2009

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We present a molecular dynamics study on the interaction of styryl-type voltage-sensitive dyes with a lipid membrane. In this work, voltage-sensitive dyes are proposed as interesting model amphiphiles for biomolecular simulation, due to the wealth of biophysical and thermodynamical data available on their behavior and their binding to lipid membranes. Taking this data as a basis, we tested the recently developed MARTINI coarse-grained model (J. Phys. Chem. B 2007, 111, 7812). The focus was on the fast computation of the free energy of membrane binding. As a first step, we investigated the tilt and location of a coarse-grained representation of the dye Di-4-ASPBS in a lipid membrane, and found good agreement with atomistic simulations and experimental data. Then, we performed umbrella sampling to obtain the theoretical binding free energy for a number of Di-4-ASPBS derivates. In most cases, simulation and experimental binding data were in good agreement regarding the impact of structural changes in the amphiphile on binding. The work yields a general molecular picture of how such structural variations lead to changes of the binding mode and binding strength of amphiphiles to lipid membranes. Further, it provides insights into the possibilities and current limitations of rapid free energy computation for membrane binding with the coarse-grained MARTINI model. The results suggest that the MARTINI model may be a generally useful tool for the study and optimization of molecules interacting with membranes, such as biophysical probes or pharmaceutical compounds.

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“…An electrochromic styryl dye, Di-4-Anneps, has frequently been used as an indicator of rapid changes in membrane potential [Pvzner et al, 1993]. The rapid response of this styryl dye is caused by a direct potential-sensitive change in the electronic distribution within the dye.…”

Section: Introductionmentioning

confidence: 99%

Evaluation of chick embryo spinal motoneuron cultures for the study of neurotoxicity

Guale

Burrows

1997

Nat. Toxins

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The objective of this study was to assess the performance of chick embryo motoneuron cultures for the study of neurotoxicants. The response of motoneurons to the cytotoxic effects of picrotoxin, strychnine, bulbocapnine, and the naturally occurring excitatory amino acids, N-methyl D-aspartate (NMDA) and L-glutamate was studied by using a colorimetric viability assay using a vital dye. Selective cellular responses other than cell death were evaluated using a spectrofluorometric assay based on the response of an electrochromic styryl dye (Di-4-Anneps) to determine the expression of receptors for glycine, gamma-aminobutyric acid (GABA), NMDA, and L-glutamate by motoneurons in culture. The performance of chick embryo motoneurons (E7) in culture was useful and informative in neurotoxicologic studies. Motoneurons (E7) were found to express receptors for glycine, GABA, NMDA, and dopamine. The presence of the receptors and the inherent characteristics of motoneurons to generate action potential at an early embryonic stage (E4) makes this culture system a reliable model to conduct mechanistic studies as well as for predictive screening tests for agents of pharmacologic and toxicologic potential.

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On the Membrane Binding of the Potentiometric Probe Di-4-ANEPPS: A Fluorescence and Resonance Raman Study

Cited by 6 publications

References 13 publications

Sensitivity of Second Harmonic Generation from Styryl Dyes to Transmembrane Potential

Sensitivity of Second Harmonic Generation from Styryl Dyes to Transmembrane Potential

Location, Tilt, and Binding: A Molecular Dynamics Study of Voltage-Sensitive Dyes in Biomembranes

Evaluation of chick embryo spinal motoneuron cultures for the study of neurotoxicity

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