Two-color fluorescent probes for imaging the dipole potential of cell plasma membranes

Shynkar, Vasyl; Klymchenko, Andrey S.; Duportail, Guy; Demchenko, Alexander P.

doi:10.1016/j.bbamem.2005.03.015

Cited by 76 publications

(50 citation statements)

References 28 publications

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“…They were suggested for probing biomembrane structures by locating the dyes at different orientations and depths (Klymchenko et al 2002a). More sophisticated functional dyes sense variations of dipole potential in membranes of living cells (Shynkar et al 2005) and are able to detect the early steps of apoptosis (Shynkar et al 2007). Derivatives of these dyes for covalent labeling of amino and SH-groups were also obtained , which can be used in various types of protein and peptide biosensors.…”

Section: Supersensitive Multicolor Ratiometric Dyesmentioning

confidence: 99%

“…Moreover, a multiparametric analysis based on band deconvolution showed that these changes are independent from the hydration parameter (M' Baye et al 2006). In order to avoid their fast internalization and/or poor staining of plasma membranes of the living cells, a second generation of probes were introduced (Shynkar et al 2005).…”

Section: Supersensitive Multicolor Ratiometric Dyesmentioning

confidence: 99%

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Molecular-Size Fluorescence Emitters

Demchenko

2015

Introduction to Fluorescence Sensing

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A variety of fluorescent and luminescent materials in the form of molecules, their complexes and nanoparticles are available for implementation as response units into sensing and imaging technologies and we discuss their general properties that are essential for these applications. Organic dyes were the first and remain to be the most popular emitters used with these purposes. Their labeling and responsive properties are overviewed. Natural fluorescent proteins and their engineered analogues incorporate organic fluorophores that are synthesized spontaneously from the polypeptide chain inside the living cells without the need of their intrusion, as the gene products. They resulted in revolutionary advancement in cell imaging and show good prospects in sensing and reporting on cellular processes. Organic heterocyclic compounds can incorporate metal ions generating long-living luminescence. Moreover, noble metal particles of a very small size exhibit unique light-absorbing and fluorescent emission properties. In this Chapter we focus on these types of fluorophores that possess subnanometer dimensions and display single type of absorption-emission cycle. The more complex nanostructures and nanocomposites will be overviewed in Chaps. 5 and 6 that follow. Fluorophores and Their Characteristics General Properties of Fluorescent DyesIn view of tremendous diversity of structures, chemical reactivities and spectroscopic properties, one needs certain practically useful criteria for the dye selection for the purpose of sensing and imaging. They can be formulated in the form of spectroscopic parameters that have to be optimized. It is the parameter describing the ability of molecule to absorb light at a particular wavelength. The absorbance E measured at any wavelength on spectrophotometer is proportional to the dye concentration c (in mol/l) and the light path length in a sample l (in cm). In this relation, ε plays the role of coefficient of proportionality, so that E = εcl. The value of molar absorbance is obtained by purifying and drying the dye, dissolving it at low concentration and measuring E on a spectrophotometer. The broadly used term extinction includes absorbance and light scattering. Absorbance is a unique characteristic of a molecule under certain environmental conditions. In general, the bigger the fluorophore size, the greater is the probability that the photon will be absorbed.The value of ε max at the maximum of absorption band is the common characteristic of the light-absorbing power of the dye. The dye 'brightness' that determines the absolute sensitivity of fluorescence detection (Wetzl et al. 2003) is the product of molar absorbance and quantum yield, Φ. The absorbance is related to optical cross-section and for organic dyes, ε max varies from ca. 10 3 l mol −1 cm −1 for small dyes, such as coumarins to ca. 10 5 l mol −1 cm −1 for larger fluorophores such as cyanines and phthalocyanines (Lavis and Raines 2008). It should be selected as high as possible, but the limiting factor is the fluorophore size. Us...

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Section: Supersensitive Multicolor Ratiometric Dyesmentioning

confidence: 99%

Section: Supersensitive Multicolor Ratiometric Dyesmentioning

confidence: 99%

Molecular-Size Fluorescence Emitters

Demchenko

2015

Introduction to Fluorescence Sensing

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“…3 ) that are analogs of the previous pair, bearing zwitterionic groups and long hydrophobic tails at the opposite sides of the fl uorophore. This second generation of probes demonstrates a fair selectivity for cell plasma membranes and exhibits strong ratiometric variations of their two emission bands versus Ψ D in living cells [ 104 ].…”

Section: Electrostatic Membrane Potentialsmentioning

confidence: 99%

Introduction to Fluorescence Probing of Biological Membranes

Demchenko

Duportail

Oncul³

et al. 2014

Methods in Molecular Biology

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Fluorescence is one of the most powerful and commonly used tools in biophysical studies of biomembrane structure and dynamics that can be applied on different levels, from lipid monolayers and bilayers to living cells, tissues, and whole animals. Successful application of this method relies on proper design of fluorescence probes with optimized photophysical properties. These probes are efficient for studying the microscopic analogs of viscosity, polarity, and hydration, as well as the molecular order, environment relaxation, and electrostatic potentials at the sites of their location. Being smaller than the membrane width they can sense the gradients of these parameters across the membrane. We present examples of novel dyes that achieve increased spatial resolution and information content of the probe responses. In this respect, multiparametric environment-sensitive probes feature considerable promise.

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“…It was shown that even the simplest representatives of the 3HF family, 4 0 -dialkylamino-3-hydroxyflavones, can provide a strong ratiometric response to the presence of water in reverse micelles (Klymchenko and Demchenko, 2002b) and also to structural rearrangements (Bondar et al, 1998), surface charge/ hydration (Duportail et al, 2001(Duportail et al, , 2002 and properties of location sites (Klymchenko et al, 2004b) in phospholipid membrane vesicles. More sophisticated functional dyes sense variations of dipole potential in membranes of living cells (Shynkar et al, 2005). Derivatives of these dyes for covalent labeling of amino and SH-groups were also obtained (Klymchenko et al, 2004a), which can be used in various types of protein and peptide biosensors.…”

Section: Optimized Dyes For Two-band Wavelength-ratiometric Measuremementioning

confidence: 99%

Fluorescence sensing of intermolecular interactions and development of direct molecular biosensors

2006

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Molecular biosensors are devices of molecular size that are designed for sensing different analytes on the basis of biospecific recognition. They should provide two coupled functions - the recognition (specific binding) of the target and the transduction of information about the recognition event into a measurable signal. The present review highlights the achievements and prospects in design and operation of molecular biosensors for which the transduction mechanism is based on fluorescence. We focus on the general strategy of fluorescent molecular sensing, construction of sensor elements, based on natural and designed biopolymers (proteins and nucleic acids). Particular attention is given to the coupling of sensing elements with fluorescent reporter dyes and to the methods for producing efficient fluorescence responses.

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Two-color fluorescent probes for imaging the dipole potential of cell plasma membranes

Cited by 76 publications

References 28 publications

Molecular-Size Fluorescence Emitters

Molecular-Size Fluorescence Emitters

Introduction to Fluorescence Probing of Biological Membranes

Fluorescence sensing of intermolecular interactions and development of direct molecular biosensors

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