Knight Abigail S, Kulkarni Rishikesh U, Zhou Effie Y, Franke Jenna M, Miller Evan W, Francis Matthew B
Department of Chemistry, University of California, Berkeley, CA 94720, USA.
Chem Commun (Camb). 2017 Mar 25;53(24):3477-3480. doi: 10.1039/c7cc00931c. Epub 2017 Mar 8.
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.
尽管有毒重金属的工业用量有所减少，但全球仍存在受污染的天然水源。在此，我们展示了一个模块化平台，用于开发使用与荧光团偶联的N-取代甘氨酸或类肽寡聚物的有毒金属离子选择性传感器。作为对该策略的初步评估，合成了基于先前鉴定的金属结合类肽并带有末端芘基团的结构。该初始设计的两种衍生物在各种金属离子存在下均表现出关闭响应。设计了比色筛选以鉴定螯合Hg(ii)的类肽配体。鉴定出多种配体，它们能够在存在过量竞争离子的情况下从溶液中选择性地耗尽Hg(ii)。C端荧光类肽衍生物表现出与其无标记对应物相似的选择性。该策略可应用于使用各种荧光团开发针对许多不同感兴趣金属离子的传感器，从而形成一组用于识别各种水源污染物的传感器。
