Issue 98, 2017

Folded short azapeptide for conformation switching-based fluorescence sensing

Abstract

Herein, we report a conformation switching-based fluorescence sensing scheme using dipeptide-based amidothioureas (azapeptides) that contain a folded β-turn structure. Amidothiourea is equipped at its two termini with an electron acceptor and an electron donor or two fluorophores, such that it exhibits enhanced exciplex or excimer emission because of the turn structure in which the two termini are brought into close proximity; on the other hand, it exhibits a dramatic ratiometric fluorescence response upon anion binding to the thiourea moiety because of the resultant extended conformation of the anion binding complex.

Graphical abstract: Folded short azapeptide for conformation switching-based fluorescence sensing

Supplementary files

Article information

Article type
Communication
Submitted
04 Sep 2017
Accepted
08 Nov 2017
First published
08 Nov 2017

Chem. Commun., 2017,53, 13137-13140

Folded short azapeptide for conformation switching-based fluorescence sensing

Y. Yuan, X. Yan, X. Li, J. Cao, Z. Li and Y. Jiang, Chem. Commun., 2017, 53, 13137 DOI: 10.1039/C7CC06915D

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