A fluorescent naphthalimide NADH mimic for continuous and reversible sensing of cellular redox state

Hemant Sharma; Nian Kee Tan; Natalie Trinh; Jia Hao Yeo; Elizabeth J. New; Frederick M. Pfeffer

doi:10.1039/C9CC09748A

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A fluorescent naphthalimide NADH mimic for continuous and reversible sensing of cellular redox state†

Hemant Sharma,^a Nian Kee Tan,^b Natalie Trinh,^b Jia Hao Yeo,^b Elizabeth J. New

^b and Frederick M. Pfeffer

*^a

Author affiliations

* Corresponding authors

^a School of Life and Environmental Sciences, Deakin University, Waurn Ponds, Victoria 3216, Australia
E-mail: fred.pfeffer@deakin.edu.au

^b School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia

Abstract

A fluorescent, naphthalimide-based, NADH mimic has been synthesised as a reversible, biocompatible, “on–off” probe for the detection of changes in intracellular redox environment (both oxidation and reduction). Interconversion was confirmed by means of electrochemistry and also ¹H NMR, UV-vis and fluorescence spectroscopy. The reversibility was also successfully detected in A549 cells under simulated redox stress.

This article is part of the themed collection: The Mechanics of Supramolecular Chemistry

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Article information

DOI: https://doi.org/10.1039/C9CC09748A
Article type: Communication
Submitted: 16 Dec 2019
Accepted: 22 Jan 2020
First published: 22 Jan 2020

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Chem. Commun., 2020,56, 2240-2243

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A fluorescent naphthalimide NADH mimic for continuous and reversible sensing of cellular redox state

H. Sharma, N. K. Tan, N. Trinh, J. H. Yeo, E. J. New and F. M. Pfeffer, Chem. Commun., 2020, 56, 2240 DOI: 10.1039/C9CC09748A

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Chemical Communications

A fluorescent naphthalimide NADH mimic for continuous and reversible sensing of cellular redox state†

Abstract

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A fluorescent naphthalimide NADH mimic for continuous and reversible sensing of cellular redox state

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