Many new materials, therapeutics, and other useful compounds have arisen from the successful development and application of foldameric systems such as peptoids. The scope and power of peptoids in particular rely heavily upon their capacities to adopt a broad variety of functional structures. Here we report the development of a new design strategy for peptoids entailing the concomitant inclusion of enantiomeric sidechains. This design scheme enabled the construction of several new peptoid structures, including a newly characterized “ω-strand”. As such, the new architectural technique described herein significantly expands the structural and functional space accessible using peptoids and, moreover, can potentially be applied to other similar foldameric systems.

Tandem incorporation of enantiomeric residues engenders discrete peptoid structures

253rd National Meeting (2017)

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