Solid-State Conformational Flexibility at Work: Zipping and Unzipping within a Cyclic Peptoid Single Crystal

A peptidomimetic compound undergoes a reversible single‐crystal‐to‐single‐crystal transformation upon guest release/uptake with the transformation involving a drastic conformational change. The extensive and reversible alteration in the solid state is connected to the formation of an unprecedented “...

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Veröffentlicht in:Angewandte Chemie International Edition 2016-04, Vol.55 (15), p.4679-4682
Hauptverfasser: Meli, Alessandra, Macedi, Eleonora, De Riccardis, Francesco, Smith, Vincent J., Barbour, Leonard J., Izzo, Irene, Tedesco, Consiglia
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container_end_page 4682
container_issue 15
container_start_page 4679
container_title Angewandte Chemie International Edition
container_volume 55
creator Meli, Alessandra
Macedi, Eleonora
De Riccardis, Francesco
Smith, Vincent J.
Barbour, Leonard J.
Izzo, Irene
Tedesco, Consiglia
description A peptidomimetic compound undergoes a reversible single‐crystal‐to‐single‐crystal transformation upon guest release/uptake with the transformation involving a drastic conformational change. The extensive and reversible alteration in the solid state is connected to the formation of an unprecedented “CH–π zipper” which can reversibly open and close (through the formation of CH–π interactions), thus allowing for guest sensing. Zip it! A cyclic peptoid undergoes a reversible single‐crystal‐to‐single‐crystal transformation with drastic conformational changes within the structure upon guest release or uptake. As determined by single‐crystal X‐ray analysis, the structural changes are mediated by the formation of a CH–π zipper which can reversibly open and close upon adsorption or desorption of acetonitrile guest molecules (yellow).
doi_str_mv 10.1002/anie.201511053
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source Wiley Online Library Journals Frontfile Complete
subjects crystal engineering
Detection
Flexibility
host-guest systems
noncovalent interactions
peptoids
Single crystals
Solid state
supramolecular chemistry
title Solid-State Conformational Flexibility at Work: Zipping and Unzipping within a Cyclic Peptoid Single Crystal
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