Linear and Kinked Oligo(phenyleneethynylene)s as Ideal Molecular Calibrants for Förster Resonance Energy Transfer

Czar, Martin F.; Breitgoff, Frauke D.; Sahoo, Dhananjaya; Sajid, Muhammad; Ramezanian, Navid; Polyhach, Yevhen; Jeschke, Gunnar; Godt, Adelheid; Zenobi, Renato

doi:10.1021/acs.jpclett.9b02621

Cited by 10 publications

(11 citation statements)

References 59 publications

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“…PMI dye is a lucrative choice for constructing a FRET pair as unveiled by Zenobi et al in their contribution in 2019. 47 They investigated the FRET mechanism by synthesizing kinked ( 108a ) and linear ( 108b ) dyads constituting of two PMI units and oligo(phenyleneethynylene)s as a spacer between them. Native PMI and tri-aryloxy PMI derivative were considered as donor and acceptor respectively in the energy transfer process based on the maximum overlap of their emission and absorption spectra.…”

Section: Förster Resonance Energy Transfer With Pmimentioning

confidence: 99%

Perylene Monoimide as a Versatile Fluoroprobe: The Past, Present, and Future

et al. 2021

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Perylene dyes have transcended their role as simple colorants and have been reinvigorated as functional dyes. Based on the substitution at the peri position by six-membered carboxylic imides, the perylene family is principally embellished with perylene diimides (PDIs) and perylene monoimides (PMIs). Perylene dyes are widely acclaimed and adorned on account of their phenomenal thermal, chemical, and photostability juxtaposed with their high absorption coefficient and near-unity fluorescence quantum yield. Although symmetric PDIs have always been in the limelight, its asymmetrical counterpart PMI is already rubbing shoulders, thanks to the consistent efforts of several scientific minds. Recently, there has been an upsurge in engendering PMI-based versatile organic architectures decked with intriguing photophysical properties and pertinent applications. In this review, the synthesis and photophysical features of various PMI-based derivatives along with their relevant applications in the arena of organic photovoltaics, photocatalysis, self-assembly, fluorescence sensing, and bioimaging are accrued and expounded, hoping to enlighten the less delved but engrossing realm of PMIs.

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Section: Förster Resonance Energy Transfer With Pmimentioning

confidence: 99%

Perylene Monoimide as a Versatile Fluoroprobe: The Past, Present, and Future

et al. 2021

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“…Compound 2: 1 H NMR (400 MHz, CDCl 3 ) δ 7.97-7.90 (m, 3H), 7.46 (td, J = 7.4, 6.4, 3.8 Hz, 6H), 7.12 (dd, J = 6.7, 2.0 Hz, 3H), 6.47 (s, 3H), 6.31 (s, 6H), 6.18 (s, 6H), 4.08 (s, 6H), 3.75 (br, 6H), 3.24-3.06 (m, 12H), 1.78 (s, 18H), 1.27 (d, J = 7.1 Hz, 18H). 13…”

Section: Experimental Section Synthesismentioning

confidence: 99%

“…The three dyes are not in conjugation with the π‐network. It is worth to mention that a similar unit was recently employed by Zenobi and co‐workers [13] to produce linear and kinked dyads as molecular calibrants for FRET. The properties of the trimers will be compared to previously studied acetylenic scaffolds, monomer [1, 0] and dimer [2, 0] (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Triangular Rhodamine Triads and Their Intrinsic Photophysics Revealed from Gas‐Phase Ion Fluorescence Experiments

Zhao

Sørensen

Lindkvist

et al. 2021

Chemistry A European J

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When ionic dyes are close together, the internal Coulomb interaction may affect their photophysics and the energy-transfer efficiency. To explore this, we have prepared triangular architectures of three rhodamines connected to a central triethynylbenzene unit (1,3,5-tris(buta-1,3-diyn-1-yl) benzene) based on acetylenic coupling reactions and measured fluorescence spectra of the isolated, triply charged ions in vacuo. We find from comparisons with previously reported monomer and dimer spectra that while polarization of the πsystem causes redshifted emission, the separation between the rhodamines is too large for a Stark shift. This picture is supported by electrostatic calculations on model systems composed of three linear and polarizable ionic dyes in D 3h configuration: The electric field that each dye experiences from the other two is too small to induce a dipole moment, both in the ground and the excited state. In the case of heterotrimers that contain either two rhodamine 575 (R575) and one R640 or one R575 and two R640, emission is almost purely from R640 although the polarization of the π-system expectedly diminishes the dipole-dipole interaction.

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“…[4] Several studies are being performed to understand the fundamentals of FRET in the gas phase. [26,27] Development of action-FRET can also lead to its wider adaptability as it does not require out-coupling of the fluorescence emission, thus greatly simplifying the experiments.…”

Section: Distance Probes For Gaseous Biomolecules: Fret and Action-fretmentioning

confidence: 99%

Fluorescence-based Techniques to Study the Structure and Dynamics of Mass-selected Biomolecular Ions

Tiwari

2021

Chimia

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Laser-induced fluorescence studies on mass-selected biomolecules are a promising route to understand their properties in the gas phase and probe their intrinsic properties in a solvent-free environment. Fluorescence has been used to investigate the conformation and dynamics of gaseous biomolecular ions. With Förster Resonance Energy Transfer (FRET), it is now possible to obtain sensitive intramolecular distance information from large biomolecules, like proteins, with high chemical specificity. With growing interest and applications, gas-phase fluorescence measurements can shed greater light on the characteristics of proteins in the gas phase. Compared to the solution phase measurements, gas-phase fluorescence can also help understand the influence of solvent interactions on the protein structure and function.

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Linear and Kinked Oligo(phenyleneethynylene)s as Ideal Molecular Calibrants for Förster Resonance Energy Transfer

Cited by 10 publications

References 59 publications

Perylene Monoimide as a Versatile Fluoroprobe: The Past, Present, and Future

Perylene Monoimide as a Versatile Fluoroprobe: The Past, Present, and Future

Triangular Rhodamine Triads and Their Intrinsic Photophysics Revealed from Gas‐Phase Ion Fluorescence Experiments

Fluorescence-based Techniques to Study the Structure and Dynamics of Mass-selected Biomolecular Ions

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