- Thermosolvatochromism of merocyanine polarity indicators in pure and aqueous solvents: Relevance of solvent lipophilicity
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(Chemical Equation Presented) The following novel solvatochromic probes were synthesized: 2,6-dibromo-4-[(E)-2-(1-alkylpyridinium-4-yl)ethenyl] phenolate, where the alkyl groups are methyl, n-butyl, n-hexyl, and n-octyl, respectively. Solvatochromism of t
- Martins, Clarissa T.,Lima, Michelle S.,El Seoud, Omar A.
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- Novel (Phenothiazinyl)vinyl‐pyridinium dyes and their potential applications as cellular staining agents
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We report here the synthesis and structural characterization of novel cationic (phenothia-zinyl)vinyl‐pyridinium (PVP) dyes, together with optical (absorption/emission) properties and their potential applicability as fluorescent labels. Convective heating, ultrasound irradiation and mechano-chemical synthesis were considered as alternative synthetic methodologies proficient for overcoming drawbacks such as long reaction time, nonsatisfactory yields or solvent requirements in the synthesis of novel dye (E)‐1‐(3‐chloropropyl)‐4‐(2‐(10‐methyl‐10H‐phenothiazin‐3‐yl)vinyl)pyridin‐1‐ium bro-mide 3d and its N‐alkyl‐2‐methylpyridinium precursor 1c. The trans geometry of the newly synthe-sized (E)‐4‐(2‐(7‐bromo‐10‐ethyl‐10H‐phenothiazin‐3‐yl)vinyl)‐1‐methylpyridin‐1‐ium iodide 3b and (E)‐1‐methyl‐4‐(2‐(10‐methyl‐10H‐phenothiazin‐3‐yl)vinyl)pyridin‐1‐ium tetrafluoroborate 3a’ was confirmed by single crystal X‐ray diffraction. A negative solvatochromism of the dyes in polar solvents was highlighted by UV‐Vis spectroscopy and explanatory insights were supported by molecular modeling which suggested a better stabilization of the lowest unoccupied molecular orbitals (LUMO). The photostability of the dye 3b was investigated by irradiation at 365 nm in different solvents, while the steady‐state and time‐resolved fluorescence properties of dye 3b and 3a’ in solid state were evaluated under one‐photon excitation at 485 nm. The in vitro cytotoxicity of the new PVP dyes on B16‐F10 melanoma cells was evaluated by WST‐1 assay, while their intracellular localization was assessed by epi-fluorescence conventional microscopy imaging as well as one‐ and two‐photon excited confocal fluorescence lifetime imaging microscopy (FLIM). PVP dyes displayed low cytotoxicity, good internaliza-tion inside melanoma cells and intense fluorescence emission inside the B16‐F10 murine melanoma cells, making them suitable staining agents for imaging applications.
- Stoean, Bianca,Rugina, Dumitrita,Focsan, Monica,Craciun, Ana-Maria,Nistor, Mǎdǎlina,Lovasz, Tamas,Turza, Alexandru,Porumb, Ioan-Dan,Gál, Emese,Cristea, Castelia,Silaghi‐dumitrescu, Luminita,Astilean, Simion,Gaina, Luiza Iona
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- Mitochondrial fluorescent probe with high signal to noise ratio as well as preparation method and application thereof
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The invention relates to the technical field of fluorescent probes, in particular to a mitochondrial fluorescent probe with a high signal-to-noise ratio and a preparation method and application thereof. The mitochondrial fluorescent probe has a structure
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Paragraph 0041; 0048; 0049; 0052; 0053; 0055; 0056
(2021/05/05)
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- FLUORESCENT COMPOUND HAVING PROPERTY LOCALIZED IN MITOCHONDRION
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PROBLEM TO BE SOLVED: To provide a compound localized to mitochondrion and capable of obtaining a light microscopic image. SOLUTION: By controlling the hydrophobic properties in the vicinity of a cation site adsorbed on mitochondrion in a condensed polycy
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Paragraph 0058-0060
(2017/06/29)
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- A novel, convenient, quinoline-based merocyanine dye: Probing solvation in pure and mixed solvents and in the interfacial region of an anionic micelle
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A novel solvatochromic probe - 2,6-dibromo-4-[(E)-2-(1-butylquinolinium-4-yl)ethenyl] phenolate, BuQMBr 2-has been synthesized and its properties examined. The quinoline-based probe is soluble in more organic solvents than the parent merocyanin
- Martins, Clarissa T.,Lima, Michelle S.,El Seoud, Omar A.
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p. 1072 - 1085
(2007/10/03)
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