Search

Styrylpyridinium dye bearing azadithia‐15‐crown‐5 ether receptor group SP and 4‐alkoxy‐1,8‐naphthalimide fluorophore were linked using copper‐catalyzed azide‐alkyne cycloaddition click reaction to afford dyad compound NI‐SP. Chemosensor NI‐SP exhibited selective ratiometric fluorescent response to the presence of Hg2+ in aqueous solution due to the interplay between resonance energy transfer (RET) and intramolecular charge transfer (ICT) processes occurred upon excitation. The observed switching of the ratio of emission intensities in the blue and red channels R was higher than in the case of monochromophoric styrylpyridine derivative SP showing ratiometric response based on ICT mechanism only. Biological studies revealed that NI‐SP penetrates into human lung adenocarcinoma A549 cells and accumulates in cytoplasm and lysosomes. When cells were pre‐incubated with mercury (II) perchlorate, the ratio R was increased 2.6 times, which enables detection of intracellular Hg2+ ions and their quantitative analysis in the 0.7–6.0 μM concentration range. [ABSTRACT FROM AUTHOR]

Dyad compound NI-SP bearing 1,8-naphthalimide (NI) and styrylpyridine (SP) photoactive units, in which the N-phenylazadithia-15-crown-5 ether receptor is linked with the energy donor naphthalimide chromophore, has been evaluated as a ratiometric fluorescent chemosensor for mercury (II) ions in living cells. In an aqueous solution, NI-SP selectively responds to the presence of Hg2+ via the enhancement in the emission intensity of NI due to the inhibition of the photoinduced electron transfer from the receptor to the NI fragment. At the same time, the long wavelength fluorescence band of SP, arising as a result of resonance energy transfer from the excited NI unit, appears to be virtually unchanged upon Hg2+ binding. This allows self-calibration of the optical response. The observed spectral behavior is consistent with the formation of the (NI-SP)·Hg2+ complex (dissociation constant 0.13 ± 0.04 µM). Bio-imaging studies showed that the ratio of fluorescence intensity in the 440–510 nm spectral region to that in the 590–650 nm region increases from 1.1 to 2.8 when cells are exposed to an increasing concentration of mercury (II) ions, thus enabling the detection of intracellular Hg2+ ions and their quantitative analysis in the 0.04–1.65 μM concentration range. [ABSTRACT FROM AUTHOR]

The necessary precondition for efficient boron neutron capture therapy (BNCT) is control over the content of isotope 10B in the tumor and normal tissues. In the case of boron-containing porphyrins, the fluorescent part of molecule can be used for quantitative assessment of the boron content. Study Objective: We performed a study of the biodistribution of the chlorin e6-Cobalt bis(dicarbollide) conjugate in carcinoma-bearing Balb/c mice using ex vivo fluorescence imaging, and developed a mathematical model describing boron accumulation and release based on the obtained experimental data. Materials and Methods: The study was performed on Balb/c tumor-bearing mice (CT-26 tumor model). A solution of the chlorin e6-Cobalt bis(dicarbollide) conjugate (CCDC) was injected into the blood at a dose of 10 mg/kg of the animal's weight. Analysis of the fluorescence signal intensity was performed at several time points by spectrofluorimetry in blood and by laser scanning microscopy in muscle, liver, and tumor tissues. The boron content in the same samples was determined by mass spectroscopy with inductively coupled plasma. Results: Analysis of a linear approximation between the fluorescence intensity and boron content in the tissues demonstrated a satisfactory value of approximation reliability with a Spearman's rank correlation coefficient of r = 0.938, p < 0.01. The dynamics of the boron concentration change in various organs, calculated on the basis of the fluorescence intensity, enabled the development of a model describing the accumulation of the studied compound and its distribution in tissues. The obtained results reveal a high level of correspondence between the model and experimental data. [ABSTRACT FROM AUTHOR]

[Display omitted] A novel derivative of 4-styryl-1,8-naphthalimide containing an N -arylazadithia-15-crown-5-ether moiety as a receptor exhibited a hypsochromic shift with simultaneous fluorescence quenching upon complexation with the mercury(II) cation. The compound is suggested as a selective fluorescent chemosensor for the detection of Hg2+ in aqueous solutions and in HEK 293 cells. [ABSTRACT FROM AUTHOR]

Bis(styryl) dye 1 bearing N-phenylazadithia-15-crown-5 ether receptor has been evaluated as a ratiometric fluorescent chemosensor for mercury (II) ions in living cells. In aqueous solution, probe 1 selectively responds to the presence of Hg2+ via the changes in the emission intensity as well as in the emission band shape, which is a result of formation of the complex with 1:1 metal to ligand ratio (dissociation constant 0.56 ± 0.15 µM). The sensing mechanism is based on the interplay between the RET (resonance energy transfer) and ICT (intramolecular charge transfer) interactions occurring upon the UV/Vis (380 or 405 nm) photoexcitation of both styryl chromophores in probe 1. Bio-imaging studies revealed that the yellow (500–600 nm) to red (600–730 nm) fluorescence intensity ratio decreased from 4.4 ± 0.2 to 1.43 ± 0.10 when cells were exposed to increasing concentration of mercury (II) ions enabling ratiometric quantification of intracellular Hg2+ concentration in the 37 nM–1 μM range. [ABSTRACT FROM AUTHOR]