2016
DOI: 10.1016/j.tet.2016.06.008
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A novel fluorescence turn-on coumarin-pyrazolone based monomethine probe for biothiol detection

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Cited by 26 publications
(8 citation statements)
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“…Satisfyingly, probe 1 was found to be highly water‐soluble (up to 12.5 mg/mL) due to the presence of the sulfonate group, and weakly fluorescent upon an excitation at 410 nm in PBS pH 7.4, which is in sharp contrast to the parent dye 2 , whose good fluorescence properties are well‐established . Accordingly, the introduction of the pyrazolone moiety on the coumarin core quenched the fluorescence, and this, presumably through an intramolecular charge transfer (ICT) or photoisomerization process …”
Section: Resultsmentioning
confidence: 99%
“…Satisfyingly, probe 1 was found to be highly water‐soluble (up to 12.5 mg/mL) due to the presence of the sulfonate group, and weakly fluorescent upon an excitation at 410 nm in PBS pH 7.4, which is in sharp contrast to the parent dye 2 , whose good fluorescence properties are well‐established . Accordingly, the introduction of the pyrazolone moiety on the coumarin core quenched the fluorescence, and this, presumably through an intramolecular charge transfer (ICT) or photoisomerization process …”
Section: Resultsmentioning
confidence: 99%
“…Fluorescent probes have attracted wide attention due to their high selectivity and sensitivity, real-time detection, noninvasiveness, and biocompatibility characteristics. [10][11][12][13] In the development of a uorescent probe for biothiol sensing, the design strategies are mainly focused on Michael addition, [14][15][16] nucleophilic cleavage-cyclization, [17][18][19] metal coordination complex-displacement, [20][21][22] and nucleophilic aromatic substitution (SNAr). [23][24][25][26] Giving the strong nucleophilicity of biothiols, especially their corresponding deprotonated thiolate anion, it is desirable to introduce a strong electron-withdrawing group as a biothiol recognition site to a uorophore platform.…”
Section: Introductionmentioning
confidence: 99%
“…Heterocyclic compounds bearing coumarin moiety are among the well-known chromophore groups for important chromogenic/fluorogenic sensors [12]. Coumarins that are substituted at the 7-position with a diethylamino group are especially well known for their applications in chemosensor chemistry, laser dyes, fluorescent markers for amino acids, anions/cations, organic light-emitting diodes, and sensitizers in DSSCs as chromogenic and fluorochromogenic chromophores [13][14][15][16][17].…”
Section: Introductionmentioning
confidence: 99%