Flavone-Based ESIPT Ratiometric Chemodosimeter for Detection of Cysteine in Living Cells

We have designed and synthesized a novel ratiometric fluorescent chemodosimeter MHF-based ESIPT process for specific detection of cysteine among the biological thiols. The probe MHF shows very weak blue fluorescence under UV excitation. Upon addition of cysteine (Cys), the reaction of Cys with MHF i...

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Bibliographic Details
Published in:ACS applied materials & interfaces 2014-03, Vol.6 (6), p.4402-4407
Main Authors: Liu, Bin, Wang, Junfeng, Zhang, Ge, Bai, Ruke, Pang, Yi
Format: Article
Language:English
Subjects:
Cysteine - analysis
Flavones - chemistry
Fluorescent Dyes - chemistry
Humans
Luminescent Measurements - instrumentation
Mesenchymal Stem Cells - chemistry
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Summary:We have designed and synthesized a novel ratiometric fluorescent chemodosimeter MHF-based ESIPT process for specific detection of cysteine among the biological thiols. The probe MHF shows very weak blue fluorescence under UV excitation. Upon addition of cysteine (Cys), the reaction of Cys with MHF induces acrylate hydrolysis, thereby enabling the ESIPT process to shift the weak blue emission to a strong green emission with about 20-fold enhancement. We utilized 1H NMR spectra to elucidate the fluorescence sensing mechanism. Moreover, the cellular imaging experiment indicated the MHF possessed excellent selectivity, low cytotoxicity, and desirable cell permeability for biological applications.
ISSN:1944-8244
1944-8252
DOI:10.1021/am500102s