Structural Diversity of Peptoids : Tube-Like Structures of Macrocycles

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Herlan , C N , Sommer , K , Weis , P , Nieger , M & Bräse , S 2021 , ' Structural Diversity of Peptoids : Tube-Like Structures of Macrocycles ' , Molecules , vol. 26 , no. 1 , 150 . https://doi.org/10.3390/molecules26010150

Title: Structural Diversity of Peptoids : Tube-Like Structures of Macrocycles
Author: Herlan, Claudine Nicole; Sommer, Katharina; Weis, Patrick; Nieger, Martin; Bräse, Stefan
Contributor organization: Department of Chemistry
Date: 2021-01
Language: eng
Number of pages: 17
Belongs to series: Molecules
ISSN: 1420-3049
DOI: https://doi.org/10.3390/molecules26010150
URI: http://hdl.handle.net/10138/325433
Abstract: Peptoids, or poly-N-substituted glycines, are characterised by broad structural diversity. Compared to peptides, they are less restricted in rotation and lack backbone-derived H bonding. Nevertheless, certain side chains force the peptoid backbone into distinct conformations. Designable secondary structures like helices or nanosheets arise from this knowledge. Herein, we report the copper-catalysed alkyne-azide cycloaddition (CuAAC) of macrocycles to form innovative tube-like tricyclic peptoids, giving access to host-guest chemistry or storage applications. Different linker systems make the single tubes tuneable in size and enable modifications within the gap. An azobenzene linker, which is reversibly switchable in conformation, was successfully incorporated and allowed for light-triggered changes of the entire tricyclic structure.
Subject: peptidomimetics
tricyclic peptoids
CuAAC
foldamers
NANOSHEETS
OLIGOMERS
PEPTIDES
HELICES
WATER
PEPTIDOMIMETICS
GLYCINES)
POLYMERS
ORDER
116 Chemical sciences
Peer reviewed: Yes
Rights: cc_by
Usage restriction: openAccess
Self-archived version: publishedVersion


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