2022
DOI: 10.1016/j.dyepig.2022.110557
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Synthesis of water-soluble hemicoronenediimides by photocyclization of perylenediimides: Turn-on fluorescent probes in water by complexation with Cucurbit[7]uril or binding to G-quadruplex Motifs

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Cited by 4 publications
(3 citation statements)
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“…Being first reported by Ford and Rodgers in 1992, this strategy has been used to realize a variety of dyads with improved performances as PSs, where common bidentate chelates of ruthenium, such as bpy (2,2′-bipyridine) or phen (1,10-phenanthroline), were covalently modified with naphthalene-, coumarin-, or pyrene- , based units. In this context, a great promise arises from the use of perylene-imides, a class of polyaromatic hydrocarbons with extensive π-conjugation that has found application in several areas, spanning from photocatalysis to the design of luminescent probes. These molecules are classified into two major classes: perylene diimide (PDI), featuring two electron-withdrawing symmetrical imide moieties on the top and bottom of the electron-rich perylene core, and dissymmetric perylene monoimide (PMI), with only one imide group (Scheme ). Their multifaceted properties, such as high thermal and photochemical stability, high molar absorptivity, remarkable photoluminescence, and impressive electron-accepting properties, make them ideal candidates as novel RPC-based PSs.…”
Section: Introductionmentioning
confidence: 99%
“…Being first reported by Ford and Rodgers in 1992, this strategy has been used to realize a variety of dyads with improved performances as PSs, where common bidentate chelates of ruthenium, such as bpy (2,2′-bipyridine) or phen (1,10-phenanthroline), were covalently modified with naphthalene-, coumarin-, or pyrene- , based units. In this context, a great promise arises from the use of perylene-imides, a class of polyaromatic hydrocarbons with extensive π-conjugation that has found application in several areas, spanning from photocatalysis to the design of luminescent probes. These molecules are classified into two major classes: perylene diimide (PDI), featuring two electron-withdrawing symmetrical imide moieties on the top and bottom of the electron-rich perylene core, and dissymmetric perylene monoimide (PMI), with only one imide group (Scheme ). Their multifaceted properties, such as high thermal and photochemical stability, high molar absorptivity, remarkable photoluminescence, and impressive electron-accepting properties, make them ideal candidates as novel RPC-based PSs.…”
Section: Introductionmentioning
confidence: 99%
“…G4 is an intriguing DNA structure that interacts with dyes . Several fluorophores preferentially bind to G4 than double-stranded DNA (dsDNA) and manifest enhanced fluorescence after binding, enabling the detection and study of G4 in various biological, chemical, and environmental contexts. The interaction between dyes and G4 structures provides insight into their structure, topology, dynamics, and microenvironment. , Thioflavin T (ThT) is extensively used for probing G4 because it remarkably enhances fluorescence in the presence of G4 . ThT belongs to the group of molecular rotors that show strong emission when ring rotation is inhibited on adopting a specific chemical configuration .…”
Section: Introductionmentioning
confidence: 99%
“…The DNA G4 selected for testing is called CTA-22 (5′-AGG GCT AGG GCT AGG GCT AGG G-3′) and is a chair-type antipar-allel DNA human telomere (Protein Data Bank entry 2KM3) which contains two G-tetrad layers and a G-C-G-C tetrad and was shown to have interesting biophysical properties. [36][37][38] It was dissolved in a KCl 0.1 M, LiCac 2.5 mM, pH = 7.0 buffer (molar concentration ca. 2 mM in strands) and then annealed according to the same procedure cited above for RNA-4WJs.…”
Section: Introductionmentioning
confidence: 99%