N-substituted glycine oligomers, or “peptoids”, are a family of peptidomimetic foldamers capable of adopting stable secondary structures. By employing a solid-phase synthesis protocol, a wide variety of side chains can be incorporated into peptoid sequences. Thus, the peptoid scaffold can be used as an efficient platform for different functional sites displayed in a specific manner.

Herein, we explore the use of an oligomeric peptoid as a scaffold for the incorporation of chiral side chains and an achiral nitroxyl moiety for applications in biooganic chemistry.