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The spectroscopic investigation of the binding properties of berberine‐type 9‐aryl‐substituted isoquinolinium derivatives with G‐quadruplex DNA (G4‐DNA) are presented. Photometric titrations show that these ligands bind with high affinity to the telomeric G4‐DNA form 22AG (K=1.0–44×105 M−2). Furthermore, fluorimetric analysis of thermal DNA denaturation (FRET melting) reveals a significant thermal stabilization of G4‐DNA 22AG upon association with the methoxy‐substituted derivatives. As an analytically useful property, the derivatives with a phenyl substituent or with additional electron‐donating groups show a very weak fluorescence intensity, which increased significantly upon G4‐DNA complexation (fluorescence light‐up effect). Additional time‐resolved fluorescence spectroscopy indicated increased fluorescence lifetimes of the DNA‐bound 9‐(4‐methoxyphenyl)‐substituted derivative, when interacting with the quadruplex‐forming strand 22AG. Notably, the changes of the steady‐state and time‐resolved emission properties of the ligand are more pronounced with G4‐DNA than with duplex DNA so that the combination of these complementary methods may be used for the selective G4‐DNA detection. [ABSTRACT FROM AUTHOR]

The dye 3‐(4‐(N,N‐dimethylamino)phenyl)naphtho[1,2‐b]quinolizinium was synthesized by means of a Suzuki–Miyaura reaction in good yield, and its binding properties with duplex DNA, quadruplex DNA (G4‐DNA), RNA, and bovine serum albumin (BSA) were investigated by photometric, fluorimetric and polarimetric titrations and DNA denaturation analysis. The compound intercalates into DNA and RNA, associates in binding site I of BSA, and binds to G4‐DNA by terminal π stacking. The ligand exhibits a fluorescence light‐up effect upon complexation to these biomacromolecules, which is more pronounced and blue shifted in the presence of BSA (Φfl=0.29, λfl=627 nm) than with the nucleic acids (Φfl=0.01–0.05, λfl=725–750 nm). Furthermore, the triple‐exponential fluorescence decay of the probe when bound to biomacromolecules in a cell enables their visualization in this medium and the differential labeling of cellular components. [ABSTRACT FROM AUTHOR]

The combination of styryl dye properties with the acidity and strong photoacidity of the 2,2′‐[(1′′‐hydroxy‐4′′‐methyl‐(E)‐2′′,6′′‐phenylene)]‐bisquinolizinium enables the detection of DNA by distinct absorption and emission color changes and the fluorimetric detection of DNA in cells with epifluorescence and confocal fluorescence microscopy. [ABSTRACT FROM AUTHOR]

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This study reports on the characterization of reporter dye-loaded block copolymer vesicles (polymersomes) of PS115- b-PAA15 (polystyrene-block-poly(acrylic acid)) and PEG114- b-PLA167 (poly(ethylene glycol)-block-poly(lactic acid)) and their drying behavior by fluorescence lifetime imaging microscopy (FLIM). The characteristic changes of the fluorescence decay components of the dye calcein incorporated in the three different local nanoenvironments, namely, the solvated dye, dye associated with the vesicle wall, and dried agglomerated dye, are observed by FLIM during the drying of vesicles. The amplitude ratio R1/2 of the components attributed to the solvated dye in the vesicle interior with a lifetime τ1 ≈ 3.9 ns to the one attributed to calcein associated with the wall with a lifetime τ2 ≈ 1.5 ns is found to decrease exponentially with drying time. The time constants, which are found to depend linearly on the radius of the vesicle, yield by extrapolation to zero vesicle diameter an estimate of the polymersome wall thickness. For PS115- b-PAA15 and PEG114- b-PLA167 vesicle wall thicknesses r0 of 16 ± 5 nm and 28 ± 4 nm, respectively, are observed, which are in favorable agreement with transmission electron and atomic force microscopy data. [ABSTRACT FROM AUTHOR]