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Chemoselective ratiometric imaging of protein S-sulfenylation

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Abstract

Here we report a ratiometric fluorescent probe for chemoselective conjugation to sulfenic acids in living cells. Our approach couples an α-fluoro-substituted dimedone to an aminonaphthalene fluorophore (F-DiNap), which upon sulfenic acid conjugation is locked as the 1,3-diketone, changing the fluorophore excitation. F-DiNap reacts with S-sulfenylated proteins at equivalent rates to current probes, but the α-fluorine substitution blocks side-reactions with biological aldehydes.

Graphical abstract: Chemoselective ratiometric imaging of protein S-sulfenylation

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Publication details

The article was received on 26 Mar 2017, accepted on 07 Jun 2017 and first published on 07 Jun 2017


Article type: Communication
DOI: 10.1039/C7CC02285A
Citation: Chem. Commun., 2017, Advance Article
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    Chemoselective ratiometric imaging of protein S-sulfenylation

    C. T. M. B. Tom, J. E. Crellin, H. F. Motiwala, M. B. Stone, D. Davda, W. Walker, Y. Kuo, J. L. Hernandez, K. J. Labby, L. Gomez-Rodriguez, P. M. Jenkins, S. L. Veatch and B. R. Martin, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC02285A

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