Dataset Information

A Highly Selective and Sensitive Turn-On Fluorescent Chemosensor Based on Rhodamine 6G for Iron(III).

ABSTRACT: Recently, more and more rhodamine derivatives have been used as fluorophores to construct sensors due to their excellent spectroscopic properties. A rhodamine-based fluorescent and colorimetric Fe(3+) chemosensor 3',6'-bis(ethylamino)-2-acetoxyl-2',7'-dimethyl-spiro[1H-isoindole-1,9'-[9H]xanthen]-3(2H)-one (RAE) was designed and synthesized. Upon the addition of Fe(3+), the dramatic enhancement of both fluorescence and absorbance intensity, as well as the color change of the solution, could be observed. The detection limit of RAE for Fe(3+) was around 7.98 ppb. Common coexistent metal ions showed little or no interference in the detection of Fe(3+). Moreover, the addition of CN(-) could quench the fluorescence of the acetonitrile solution of RAE and Fe(3+), indicating the regeneration of the chemosensor RAE. The robust nature of the sensor was shown by the detection of Fe(3+) even after repeated rounds of quenching. As iron is a ubiquitous metal in cells and plays vital roles in many biological processes, this chemosensor could be developed to have applications in biological studies.

SUBMITTER: Hu ZQ

PROVIDER: S-EPMC4280826 | biostudies-other | 2014 Dec

REPOSITORIES: biostudies-other

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A Highly Selective and Sensitive Turn-On Fluorescent Chemosensor Based on Rhodamine 6G for Iron(III).

Hu Zhi-Qiang ZQ Gu Ying-Ying YY Hu Wen-Zhou WZ Sun Lei-Li LL Zhu Jiang-Hua JH Jiang Yi Y

ChemistryOpen 20141126 6

Recently, more and more rhodamine derivatives have been used as fluorophores to construct sensors due to their excellent spectroscopic properties. A rhodamine-based fluorescent and colorimetric Fe(3+) chemosensor 3',6'-bis(ethylamino)-2-acetoxyl-2',7'-dimethyl-spiro[1H-isoindole-1,9'-[9H]xanthen]-3(2H)-one (RAE) was designed and synthesized. Upon the addition of Fe(3+), the dramatic enhancement of both fluorescence and absorbance intensity, as well as the color change of the solution, could be o ...[more]

PMID: 25558445

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Project description:Cancer cells are known to create an acidic microenvironment (the Warburg effect). At the same time, fluorescent dyes can be sensitive to pH, showing a sharp increase or decrease in fluorescence depending on pH. However, modern applications, such as confocal laser scanning microscopy (CLSM), set additional requirements for such fluorescent markers to be of practical use, namely, high quantum yield, low bleaching, minimal quenching in the cell environment, and minimal overlap with auto-fluorophores. R6G could be the perfect match for these requirements, but its fluorescence is not pH-dependent. We have attempted to develop an R6G conjugate with its FRET or PeT pair that would grant it pH sensitivity in the desired range (5.5-7.5) and enable the selective targeting of tumor cells, thus improving CLSM imaging. Covalent conjugation of R6G with NBD using a spermidine (spd) linker produced a pH-sensitive FRET effect but within the pH range of 7.0-9.0. Shifting this effect to the target pH range of 5.5-7.5 appeared possible by incorporating the R6G-spd-NBD conjugate within a "smart" polymeric micelle based on chitosan grafted with lipoic acid. In our previous studies, one could conclude that the polycationic properties of chitosan could make this pH shift possible. As a result, the micellar form of the NBD-spd-R6G fluorophore demonstrates a sharp ignition of fluorescence by 40%per1 pH unit in the pH range from 7.5 to 5. Additionally, "smart" polymeric micelles based on chitosan allow the label to selectively target tumor cells. Due to the pH sensitivity of the fluorophore NBD-spd-R6G and the selective targeting of cancer cells, the efficient visualization of A875 and K562 cells was achieved. CLSM imaging showed that the dye actively penetrates cancer cells (A875 and K562), while minimal accumulation and low fluorophore emission are observed in normal cells (HEK293T). It is noteworthy that by using "smart" polymeric micelles based on polyelectrolytes of different charges and structures, we create the possibility of regulating the pH dependence of the fluorescence in the desired interval, which means that these "smart" polymeric micelles can be applied to the visualization of a variety of cell types, organelles, and other structures.

Dataset Information

A Highly Selective and Sensitive Turn-On Fluorescent Chemosensor Based on Rhodamine 6G for Iron(III).

Publications

A Highly Selective and Sensitive Turn-On Fluorescent Chemosensor Based on Rhodamine 6G for Iron(III).

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