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A modular platform to develop peptoid-based selective fluorescent metal sensors
- KnightThese authors contributed equally., Abigail S., Kulkarni, Rishikesh U., Zhou, Effie Y., Franke, Jenna M., Miller, Evan W., Francis, Matthew B.
- Chemical communications 2017 v.53 no.24 pp. 3477-3480
- N-substituted glycines, chelates, chemical reactions, colorimetry, fluorescence, fluorescent dyes, heavy metals, ligands, mercury, metal ions, moieties, toxicity
- 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.