N-substituted glycine oligomers and polymers known as α-peptoids are ones of the most extensively studied peptidomimetics expressing valuable and unique properties. These sequence-specific and highly modular polymeric scaffolds find application as novel materials, particularly potential pharmaceuticals with higher resistance to biodegradation in vivo. Peptoids may be synthesized in a highly controlled fashion introducing virtually every possible functionalized side-chain, and a number of robust methodologies allowing for the peptoid construction were developed and disclosed in the past few decades employing realms of classical solution-phase and synthesis on solid support. In our ongoing project we explored reductive amination as one of the most efficient and biocompatible strategies for the synthesis of peptoid mono- and oligomers bearing functionalized N-substituents capable of selective metal chelation. Recently, we incorporated these building blocks into oligomeric scaffolds bearing stimuli-responsive (e.g. pH, hν) core and present here study of the physicochemical properties of these novel functionalized peptoid materials.

Novel metal-chelating and stimuli-responsive peptoid oligomers

2019 Spring National Meeting

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