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Issue 50, 2016
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Electronic interactions of i, i + 1 dithioamides: increased fluorescence quenching and evidence for n-to-π* interactions

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Abstract

Thioamide residues can be effective, minimally-perturbing fluorescence quenching probes for studying protein folding and proteolysis. In order to increase the level of quenching, we have here explored the use of adjacent dithioamides. We have found that they are more effective fluorescence quenchers, as expected, but we have also observed unexpected changes in the thioamide absorption spectra that may arise from n-to-π* interactions of the thiocarbonyls. We have made use of the increased quenching to improve the fluorescence turn-on of thioamide protease sensors.

Graphical abstract: Electronic interactions of i, i + 1 dithioamides: increased fluorescence quenching and evidence for n-to-π* interactions

  • This article is part of the themed collection: Foldamers
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Publication details

The article was received on 06 Jan 2016, accepted on 23 May 2016 and first published on 27 May 2016


Article type: Communication
DOI: 10.1039/C6CC00105J
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Chem. Commun., 2016,52, 7798-7801

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    Electronic interactions of i, i + 1 dithioamides: increased fluorescence quenching and evidence for n-to-π* interactions

    Y. Huang, J. J. Ferrie, X. Chen, Y. Zhang, D. M. Szantai-Kis, D. M. Chenoweth and E. J. Petersson, Chem. Commun., 2016, 52, 7798
    DOI: 10.1039/C6CC00105J

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