ArticleAngewandte Chemie (International ed. in English)2023
Non-Covalent Interactions Enforce Conformation in Switchable and Water-Soluble Diketopiperazine-Pyridine Foldamers.
Article in Angewandte Chemie (International ed. in English), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Enhanced crystallinity of tetrahalopyridyl (THP) derivatized compounds.Chemical science · 2026Article
- Guest-Induced Conformational Switching in "One Wall" Calix[4]pyrrole Cavitands Functionalized with an Inwardly Directed Carboxylic Acid.ACS organic & inorganic Au · 2025Article
- Article
- Anion-Dependent Hydrogen-Bond Polarity Switching in Ethylene-bridged Urea Oligomers.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Non-Covalent Interactions Enforce Conformation in Switchable and Water-Soluble Diketopiperazine-Pyridine Foldamers.Angewandte Chemie (International ed. in English) · 2023Article
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Authors and funding
4 authors.
Funding
Abstract
To reach their potential as mimics of the dynamic molecules present in biological systems, foldamers must be designed to display stimulus-responsive behavior. Here we report such a foldamer architecture based on alternating pyridine-diketopiperazine linkers. Epimerization is conveniently prevented through a copper-catalyzed coupling protocol. The compounds' native unswitched conformation is first discovered in the solid and solution state. The foldamers can be solubilized in DMSO and pH 9.5 buffer, retaining conformational control to a large degree. Lastly, dynamic switching is demonstrated through treatment with acid, leading to behaviour we describe as stimulus-responsive sidechain reconfiguration.
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