Stilbene photochrome-fluorescence-spin molecules: covalent immobilization on silica plate and applications as redox and viscosity probes

Arye, P Parkhomyuk-Ben; Strashnikova, Natalia V.; Likhtenshtein, Gertz I.

doi:10.1016/s0165-022x(01)00234-2

Cited by 18 publications

(15 citation statements)

References 23 publications

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“…It is known that the trans-cis photoisomerisation process of stilbene compounds can be sterically hindered by their surrounding environment [7,8]. Medium viscosity effects on the trans-cis photoisomerisation of both stilbene-maleimides are shown in Fig.…”

Section: Adaptive Bindingmentioning

confidence: 97%

“…We have previously provided clear evidence that the trans-cis photoisomerisation of stilbene compounds is very sensitive to medium microviscosity and can be used in biomedical applications [5][6][7][8]. The new fluorescence-photochrome method, developed by us, was used for investigation of local medium effects and phase transitions in biological membranes and on solid surfaces [5][6][7][8]. The method is based on monitoring the trans-cis photoisomerisation kinetics of stilbenes incorporated into an object of interest.…”

Section: Introductionmentioning

confidence: 99%

“…It has been shown that the apparent rate constant of the trans-cis photoisomerisation in a relatively viscous media, for instance, in biological membranes, is controlled by the medium relaxation rate [6]. This method was also applied to studies of the microviscosity effects on the trans-cis photoisomerisation of the stilbene molecules immobilized onto quartz plates coated with lysozyme [7,8]. The apparent trans-cis photoisomerisation rate constant of the process was found to be 3-4 times lower for the immobilised stilbene molecule than for the same free molecule in solution.…”

Section: Introductionmentioning

confidence: 99%

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Novel Photochrome Aptamer Switch Assay (PHASA) for Adaptive Binding to Aptamers

Papper

Pokholenko

et al. 2014

J Fluoresc

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A novel Photochrome-Aptamer Switch Assay (PHASA) for the detection and quantification of small environmentally important molecules such as toxins, explosives, drugs and pollutants, which are difficult to detect using antibodies-based assays with high sensitivity and specificity, has been developed. The assay is based on the conjugation of a particular stilbene-analyte derivative to any aptamer of interest. A unique feature of the stilbene molecule is its reporting power via trans-cis photoisomerisation (from fluorescent trans-isomer to non-fluorescent cis-isomer) upon irradiation with the excitation light. The resulting fluorescence decay rate for the trans-isomer of the stilbene-analyte depends on viscosity and spatial freedom to rotate in the surrounding medium and can be used to indicate the presence of the analyte. Quantification of the assay is achieved by calibration of the fluorescence decay rate for the amount of the tested analyte. Two different formats of PHASA have been recently developed: direct conjugation and adaptive binding. New stilbene-maleimide derivatives used in the adaptive binding format have been prepared and characterised. They demonstrate effective binding to the model thiol compound and to the thiolated Malachite Green aptamer.

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Section: Adaptive Bindingmentioning

confidence: 97%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Novel Photochrome Aptamer Switch Assay (PHASA) for Adaptive Binding to Aptamers

Papper

Pokholenko

et al. 2014

J Fluoresc

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“…A new photochrome/fluorescence-spin method for the simultaneous quantitative analysis of the redox status and viscosity of a medium has been developed [43]. The method of the viscosity measurement is based on the use of double FNO molecules.…”

Section: Sensor For Ascorbic Acid and Surface Microviscositymentioning

confidence: 99%

“…16 Logarithmic dependence of the nitroxide moiety reduction rate for the immobilized BFL1 molecule versus the ascorbic acid concentration in aqueous solution. T=298°K, PBS pH 7.4 [43] Fig. 17 Possible arrangements of solid-phase antibodies bound to a fluorescent antigen.…”

Section: Sensor For Ascorbic Acid and Surface Microviscositymentioning

confidence: 99%

Novel Fluorescent Methods for Biotechnological and Biomedical Sensoring: Assessing Antioxidants, Reactive Radicals, NO Dynamics, Immunoassay, and Biomembranes Fluidity

Likhtenshtein

2008

Appl Biochem Biotechnol

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We proposed and developed a series of fluorescent methods for analysis and investigation of biological systems with a view of future biotechnological and biomedical applications. The methods we describe have been built upon several photochemical and photophysical phenomena including fluorescent quenching, photochrome photoisomerization, and energy transfer. Three new types of molecular probes have been developed and employed for such studies: (1) dual fluorophore-nitroxide compounds, (2) fluorescence-photochrome molecules, and (3) super molecules containing both fluorescence and fluorescent quenching segments. The fluorescent properties of the new probes were intensively exploited for several practical applications including a real-time analysis of antioxidants, nitric oxide, superoxide, reactive radicals, trinitrotoluene, and metal ions, investigation of molecular dynamics of biomembranes in a wide range characteristic times, detection of protein conformational transition, and characterization of surface system. Owning high sensitivity, simplicity, and availability of fluorescent techniques, these methods can be widely employed and are adaptable to fibrooptic sensoring. A general survey of the physical principles and application of the new fluorescent methods has been provided.

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Stilbenes Synthesis and Applications

Likhtenshtein¹

2012

Kirk-Othmer Encyclopedia of Chemical Technology

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Stilbenes and their derivatives, stilbenoids, form a multidisciplinary field that combines many important branches of chemistry, biology, and physics. The number of publications on stilbenes available on the Internet has reached approximately 32,000. Classical and modern synthetic organic chemistry (more than 6300 articles) provide a whole arsenal of stilbenes of different structures. The unique features of this class of compounds, including a combinatihon of fluorescence, phosphorescence, photochrome, photochemical, and photophysical properties, are paving the way for numerous fundamental research and practical applications. Specifically, ( 1 ) stilbenes are used as dyes, brighteners, whiteners of paper and textile, and photobleachers; ( 2 ) stilbenes and its combination with polymers and inorganic materials have been made as a basis for numerous optical and measuring instruments, devices, and apparatuses for dye lasers, organic solid lasers, and scintillators, phosphorus, neutron, and radiation detectors, electrophotographic photoconductor and image‐forming apparatus, and photochromic, light‐transmitting, dichroic, electroluminescent nonlinear optic, and organic–inorganic hybrid multichromophoric optical limiting materials; ( 3 ) stilbenoids are naturally present in plants and have been used as drugs and antitumor agents; and ( 4 ) stilbene derivatives have been used as molecular probes and labels for investigation of structure and dynamic properties of proteins and biomembranes. This article concisely covers the main aspects of stilbenes synthesis, chemical activity, and application.

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Stilbene photochrome-fluorescence-spin molecules: covalent immobilization on silica plate and applications as redox and viscosity probes

Cited by 18 publications

References 23 publications

Novel Photochrome Aptamer Switch Assay (PHASA) for Adaptive Binding to Aptamers

Novel Photochrome Aptamer Switch Assay (PHASA) for Adaptive Binding to Aptamers

Novel Fluorescent Methods for Biotechnological and Biomedical Sensoring: Assessing Antioxidants, Reactive Radicals, NO Dynamics, Immunoassay, and Biomembranes Fluidity

Stilbenes Synthesis and Applications

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