Natural metalloenzymes stabilize metal centers by utilizing multiple imidazole moieties. Inspired by nature's design principles, the introduction of multiple azoles into ligands has been an effective method for constructing transition metal complexes. Herein, we describe a post-synthetic modification of peptoids to incorporate multiple azoles on side chains. A simple substitution reaction between an azole (imidazole, pyrazole, 1,2,3-triazole, and tetrazole) and a chloroalkyl-containing peptoid provided access to a variety of azole-containing peptoids. Ten azole-containing peptoids were synthesized from a single chloroalkyl-containing peptoid, and the efficiency of each azole for the substitution reaction was evaluated. We have identified that several of the azole-containing peptoids are capable of binding with Cu(II) and Fe(III). Our synthetic approach can contribute to the expansion of peptoids' chemical diversity and the development of novel peptoids for metal recognition and catalysis.

中文翻译：

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侧链上带有多个唑类的类肽的简易合成方法

天然金属酶通过利用多个咪唑基团来稳定金属中心。受自然界设计原理的启发，将多个唑类引入配体一直是构建过渡金属配合物的有效方法。在此，我们描述了 peptoids 的合成后修饰，以在侧链上加入多个唑。唑类（咪唑、吡唑、1,2,3-三唑和四唑）与含氯烷基类肽之间的简单取代反应提供了多种含唑类肽的途径。从一个含氯烷基的类肽合成了十个含唑的类肽，并评估了每个唑类的取代反应效率。我们已经确定，一些含唑的 peptoids 能够与 Cu(II) 和 Fe(III) 结合。