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A brief history of the development of the method of fluorescent probes and examples of its appli- cation are presented. Works done at the 2nd Moscow medical institute and institute of physical chemical medicine in collaboration wi...
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A brief history of the development of the method of fluorescent probes and examples of its appli- cation are presented. Works done at the 2nd Moscow medical institute and institute of physical chemical medicine in collaboration with other institutes on: (1) detection of T- and B-lymphocytes in immune pathol- ogy; (2) investigation of the structure and clinical estimation of lipoproteins from blood plasma or serum in relation to the assessment of risk factors for the development of cardiovascular diseases; (3) detection of changes in album molecule in a series of pathological processes improving the prognosis of the development of such diseases as peritonitis, pancreatitis, poisoning with psychotropic preparations etc.; (4) intravital mea- surement of the potentials in electric fields in leukocytes and changes of these fields in the course of immu- nological diseases are described. With these approaches it is possible to study molecular events in the course of pathogenesis and also obtain diagnostically significant information on physical chemical aspect of these events. This information is not a conventional method used in the clinical laboratory.
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Two different bis-pyrene derivatives BP-1 and BP-2 were synthesized, which showed efficient fluorescent quenching by Cu2+. The addition of biothiols, such as GSH, Cys, and Hcy, restored their fluorescent emissions. Differences in ...
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Two different bis-pyrene derivatives BP-1 and BP-2 were synthesized, which showed efficient fluorescent quenching by Cu2+. The addition of biothiols, such as GSH, Cys, and Hcy, restored their fluorescent emissions. Differences in the affinities of BP-1 and BP-2 for Cu2+ were successfully applied to the different detection limits and the linear detection range of biothiols. An NH moiety and a sulfur atom in the linker were the only differences between BP-1 and BP-2. Since BP-1 bound Cu2+ more tightly than BP-2, BP-1-Cu2+ required more GSH, Cys, and Hcy equivalents to restore the fluorescent emission. In contrast, only two equivalents of biothiols restored the original emission of BP-2-Cu2+. As a proof-of-concept, we demonstrated that molecular recognition chemistry and host-gest chemistry, more specifically the modulation of metal ion recognition, can be successfully applied to biothiol detection, especially over different concentration ranges. BP-1 showed a fluorescent quenching effect in living cells upon the addition of Cu2+ and BP-1-Cu2+ was also successfully applied to imaging biothiols in living cells.
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Mitochondria play key roles in a variety of pathologies, such as Alzheimer's disease and cancer. Because of this, the development of mitochondria staining probes has attracted great attention. In the current study, we designed, pr...
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Mitochondria play key roles in a variety of pathologies, such as Alzheimer's disease and cancer. Because of this, the development of mitochondria staining probes has attracted great attention. In the current study, we designed, prepared and explored the properties of the hemicyanine derivative, HCA-Mito, bearing an aniline moiety. The results show that this substance serves as a mitochondria staining probe. HCA-Mito, which is insensitive to pH and has a low cytotoxicity, shows a high coincidence with the mitochondria specific dyes, MitoTracker Red and MitoTracker Deep Red. More importantly, the fibrous network structure of mitochondria is clearly stained by using HCA-Mito. (C) 2016 Elsevier Ltd. All rights reserved.
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Formylation of 2,6-dichloro-5-R-nicotinic acids at C-4 followed by condensation with 3-hydroxy-N,N-dimethyl-aniline gave analogs of the popular TAMRA fluorescent dye with a 2,6-dichloro-5-R-nicotinic acid residues (R = H, F). The ...
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Formylation of 2,6-dichloro-5-R-nicotinic acids at C-4 followed by condensation with 3-hydroxy-N,N-dimethyl-aniline gave analogs of the popular TAMRA fluorescent dye with a 2,6-dichloro-5-R-nicotinic acid residues (R = H, F). The following reaction with thioglycolic acid is selective, involves only one chlorine atom at the carbon between pyridine nitrogen and the carboxylic acid group and affords new rhod-amine dyes absorbing at 564/ 573 nm and emitting at 584/ 597 nm (R = H/ F, in aq. PBS). Conjugates of the dyes with "small molecules" provided specific labeling (covalent and non-covalent) of organelles as well as of components of the cytoskeleton in living cells and were combined with fluorescent probes prepared from 610CP and SiR dyes and applied in two-color STED microscopy with a 775 nm STED laser.
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An ultrahigh-resolution colocalization method based on the simultaneous acquisition and analysis of spectrally separated images of the excitation point-spread function of point-like fluorescent probes is reviewed. It is shown that...
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An ultrahigh-resolution colocalization method based on the simultaneous acquisition and analysis of spectrally separated images of the excitation point-spread function of point-like fluorescent probes is reviewed. It is shown that molecular distances can be measured with accuracy better than 10 nm using conventional far-field optics. A detailed account of the methodology, theoretical considerations, signal processing, and data fitting algorithms is given.
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A novel dual channel mitochondria-targeted fluorescent probe has been developed to detect nitric oxide (NO), an important and short-life reactive nitrogen species (RNS) which mainly generates in the mitochondria. The new probe Mi-...
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A novel dual channel mitochondria-targeted fluorescent probe has been developed to detect nitric oxide (NO), an important and short-life reactive nitrogen species (RNS) which mainly generates in the mitochondria. The new probe Mi-NO has exhibited dual emission property as well as unique spectrum responses towards NO. Upon the addition of NO, the fluorescence of Mi-NO quenched significantly. Molecular docking calculations suggest a potential molecular target for Mi-NO in the mitochondria protein adenine nucleotide translocator (ANT). High colocalization coefficient also suggested that Mi-NO can effectively target mitochondria. Moreover, Mi-NO has been successfully employed in imaging NO in living cells and zebrafish, affording a potential for studying the biological functions of NO in living systems.
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Local microviscosity monitoring in living cells is a powerful tool to determine their healthy status in either a specific organelle or in the cytosol. Here is presented the rational design of a new family of self-calibrating dual-...
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Local microviscosity monitoring in living cells is a powerful tool to determine their healthy status in either a specific organelle or in the cytosol. Here is presented the rational design of a new family of self-calibrating dual-microviscosity probes as a strategy to improve the probe response at low viscosity ranges. We found one of the probes is useful to determine low viscosity variations in living cells where subtle stiffening of the rotor group in the probe can increase its viscosity sensitivity. Further X-ray structure analysis, fluorescence anisotropic measurements, and quantum chemical calculations of the electronic excitation by means of a natural transition orbital (NTO) analysis confirmed the observed response. The present work demonstrates that small viscosity variations (0.01-0.1 cP) in cells require improved analytical sensitivity to be properly monitored.
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Born to dye: Five fluorescein analogues were synthesised (see scheme). One analogue was found to emit in the NIR region with a high quantum yield, excellent photostability and good permeability. Three derivatives were found to spe...
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Born to dye: Five fluorescein analogues were synthesised (see scheme). One analogue was found to emit in the NIR region with a high quantum yield, excellent photostability and good permeability. Three derivatives were found to specifically stain mitochondria and one dye responds to thiols with a strong turn-on NIR fluorescence signal and colorimetric change, in vitro and in vivo.
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Traditionally considered as a toxic gas with unpleasant smell, hydrogen sulfide (H2S) has emerged as the third endogenous gaseous signaling compound (gasotransmitter) after NO and CO. Endogenous H2S has been found in high concentr...
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Traditionally considered as a toxic gas with unpleasant smell, hydrogen sulfide (H2S) has emerged as the third endogenous gaseous signaling compound (gasotransmitter) after NO and CO. Endogenous H2S has been found in high concentrations (10 to 600 μm) in the brain of bovine, rat, and human. H2S has also been recognized to mediate a wide range of physiological processes, such as vasodilation, antioxidation, anti-apoptosis and anti-inflammation,and the abnormal H2S level was correlated to diseases such as Alzheimer's disease and Down's syndrome. The increasing interest in endogenous H2S demand rapid, facile, and reliable detection techniques, since the current colorimetric and electrochemical assays, gas chromatography, and sulfide precipitation are difficult to implement for in situ detection. Fluorescence imaging through staining with a fluorescent probe is now one of the most attractive molecular imaging techniques for the in vivo detection of biomolecules owing to its high sensitivity/ selectivity, non-invasiveness, and aptness for living cells, tissues, and living small animals, and developing fluorescent probes for H2S detection is now drawing much attention.
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A novel pH fluorescent probe 1-(pyren-1-yl)-3-(6-methoxypridin-3-yl)-acrylketone, (PMPA), which had a pyrene structure attached to methoxypyridine, was synthesized for monitoring extremely acidic and alkaline pH. The pH titrations...
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A novel pH fluorescent probe 1-(pyren-1-yl)-3-(6-methoxypridin-3-yl)-acrylketone, (PMPA), which had a pyrene structure attached to methoxypyridine, was synthesized for monitoring extremely acidic and alkaline pH. The pH titrations indicated that PMPA displayed a remarkable emission enhancement with a pK(a) of 2.70 and responded linearly to minor pH fluctuations within the extremely acidic range of 1.26-3.97. Interestingly, PMPA also exhibited strong pH-dependent characteristics with pK(a) 9.32 and linear response to extreme alkalinity range of 8.54-10.36. In addition, PMPA displayed a good selectivity, excellent photostability and large Stokes shift (167 nm). Furthermore, the probe PMPA had excellent cell membrane permeability and was applied successfully to rapidly detect pH in living cells. pH value in these organs was closely related to many diseases, so these findings suggested that the probe had potential application in pH detecting for disease diagnosis.
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