Substituted stilbenes: a new view on well-known systems

Papper, Vladislav; Likhtenshtein, Gertz I.

doi:10.1016/s1010-6030(00)00428-7

Cited by 75 publications

(76 citation statements)

References 51 publications

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“…Although the photoisomerization characteristics of substituted stilbenes are extremely dependent on the excited-state geometries [9], the competition between fluorescence and vibrational relaxations is determined by the induced charge rearrangements [10]. Theoretical studies of the optical properties of TS have already pointed out that subtle variations of the -conjugation may have strong influence upon the outer valence levels [27].…”

Section: Resultsmentioning

confidence: 99%

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Investigation of the excited states of resveratrol and related molecules

Nero

Melo

2003

Int J of Quantum Chemistry

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ABSTRACT:Resveratrol, a natural product derived from grapes, is a phytoalexin with antioxidative activity. In this work we present initial results of an ongoing study of the geometry of the ground state and of the first two (singlet and triplet) excited states of resveratrol and the structurally related compounds diethyl-stilbestrol-stilbene and trans-stilbene. The molecular geometries were optimized both at the semiempirical and ab initio (restricted Hartree-Fock/6-31G*) levels, and the corresponding absorption spectra were calculated using the intermediate neglect of differential overlap/ spectroscopically parameterized with interaction of configurations (INDO/S-CI) methodology.

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Section: Resultsmentioning

confidence: 99%

“…It is well known that the nature of the substituent groups can affect the excited state isomerization mechanism of stilbenes [10]. In this work we present semiempirical and ab initio results for the electronic and structural properties of TS, TR, and DSS.…”

mentioning

confidence: 95%

Investigation of the excited states of resveratrol and related molecules

Nero

Melo

2003

Int J of Quantum Chemistry

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“…The photoisomerization in linear polyenes is highly regioselective and is much influenced by substitutent, polarity of the medium [28][29][30][31][32][58][59][60][61][62][63][64][65][66][67][68][69][70][71][72][73] and dipolar nature of the excited state [74][75][76][77][78]. Various mechanistic models have been proposed to understand the photoisomerization process of retinyl and related polyenes.…”

Section: Cistrans-photoisomerization Of Diphenylpolyenesmentioning

confidence: 99%

Donor-Acceptor Conjugated Linear Polyenes: A Study of Excited State Intramolecular Charge Transfer, Photoisomerization and Fluorescence Probe Properties

Hota

Singh

2014

J Fluoresc

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Numerous studies of donor-acceptor conjugated linear polyenes have been carried out with the goal to understand the exact nature of the excited state electronic structure and dynamics. In this article we discuss our endeavours with regard to the excited state intramolecular charge transfer, photoisomerization and fluorescence probe properties of various donor-acceptor substituted compounds of diphenylpolyene [Ar(CH = CH) Ar] series and ethenylindoles.

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“…The mechanisms of the photoisomerisation of 1,2-diphenylethenes, or stilbenes, and their derivatives have been intensively discussed in literature [1][2][3][4]. The conventional picture of this process has been simplified as a two-state, one-dimensional model, stressing torsional motion as the primary nuclear coordinate.…”

Section: Introductionmentioning

confidence: 99%

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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Substituted stilbenes: a new view on well-known systems

Cited by 75 publications

References 51 publications

Investigation of the excited states of resveratrol and related molecules

Investigation of the excited states of resveratrol and related molecules

Donor-Acceptor Conjugated Linear Polyenes: A Study of Excited State Intramolecular Charge Transfer, Photoisomerization and Fluorescence Probe Properties

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

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