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Issue 24, 2017
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A modular platform to develop peptoid-based selective fluorescent metal sensors

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Abstract

Despite the reduction in industrial use of toxic heavy metals, there remain contaminated natural water sources across the world. Herein we present a modular platform for developing selective sensors for toxic metal ions using N-substituted glycine, or peptoid, oligomers coupled to a fluorophore. As a preliminary evaluation of this strategy, structures based on previously identified metal-binding peptoids were synthesized with terminal pyrene moieties. Both derivatives of this initial design demonstrated a turn-off response in the presence of various metal ions. A colorimetric screen was designed to identify a peptoid ligand that chelates Hg(II). Multiple ligands were identified that were able to deplete Hg(II) from a solution selectively in the presence of an excess of competing ions. The C-terminal fluoropeptoid derivatives demonstrated similar selectivity to their label-free counterparts. This strategy could be applied to develop sensors for many different metal ions of interest using a variety of fluorophores, leading to a panel of sensors for identifying various water source contaminants.

Graphical abstract: A modular platform to develop peptoid-based selective fluorescent metal sensors

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Supplementary files

Article information


Submitted
10 Nov 2016
Accepted
10 Feb 2017
First published
08 Mar 2017

Chem. Commun., 2017,53, 3477-3480
Article type
Communication

A modular platform to develop peptoid-based selective fluorescent metal sensors

A. S. Knight, R. U. Kulkarni, E. Y. Zhou, J. M. Franke, E. W. Miller and M. B. Francis, Chem. Commun., 2017, 53, 3477
DOI: 10.1039/C7CC00931C

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