Long-wavelength TCF-based fluorescence probes for the detection and intracellular imaging of biological thiols

Two 'turn on' TCF-based fluorescence probes were developed for the detection of biological thiols (TCF-GSH and TCFCl-GSH). TCF-GSH was shown to have a high sensitivity towards glutathione (GSH) with a 0.28 μM limit of detection. Unfortunately, at higher GSH concentrations the fluorescence...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (38), p.4786-4789
Main Authors: Sedgwick, Adam C, Gardiner, Jordan E, Kim, Gyoungmi, Yevglevskis, Maksims, Lloyd, Matthew D, Jenkins, A Toby A, Bull, Steven D, Yoon, Juyoung, James, Tony D
Format: Article
Language:English
Subjects:
Chemistry
Cisplatin - pharmacology
Cysteine - analysis
Fluorescence
Fluorescent Dyes - chemistry
Fluorescent Dyes - pharmacology
Fluorescent Dyes - toxicity
Fluorescent indicators
Furans - chemistry
Glutathione
Glutathione - analysis
Glutathione - metabolism
HeLa Cells
Homocysteine - analysis
Humans
Hydrogen Peroxide - pharmacology
Molecular Imaging
Nitriles - chemistry
Thiols
Toxicity
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Summary:Two 'turn on' TCF-based fluorescence probes were developed for the detection of biological thiols (TCF-GSH and TCFCl-GSH). TCF-GSH was shown to have a high sensitivity towards glutathione (GSH) with a 0.28 μM limit of detection. Unfortunately, at higher GSH concentrations the fluorescence intensity of TCF-GSH decreased and toxicity was observed for TCF-GSH in live cells. However, TCFCl-GSH was shown to be able to detect GSH at biologically relevant concentrations with a 0.45 μM limit of detection. No toxicity was found for TCFCl-GSH and a clear 'turn on' with good photostability was observed for the exogenous addition of GSH, Cys and HCys. Furthermore, TCFCl-GSH was used to evaluate the effects of drug treatment on the levels of GSH in live cells.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc01661e