4.8 Article

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

Journal

ACS APPLIED MATERIALS & INTERFACES
Volume 6, Issue 6, Pages 4402-4407

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/am500102s

Keywords

chemodosimeter; fluorescence; cysteine; ratiometric; selectivity; bioimaging

Funding

  1. NIH [1R15EB014546-01A1]
  2. Coleman endowment from the University of Akron

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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 H-1 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.

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