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Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage

Brightwell, Dominic F., Samanta, Kushal, Muldoon, Jimmy, Fleming, Patricia C., Ortin, Yannick, Mardiana, Lina, Waddell, Paul G., Hall, Michael J., Clark, Ewan R., Fantuzzi, Felipe, and others. (2025) Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage. ChemistryEurope, 3 (1). Article Number e202400050. E-ISSN 2751-4765. (doi:10.1002/ceur.202400050) (KAR id:107805)

Abstract

The rational and controlled synthesis of metallo‐organic cages using polyaromatic ligands is well established in the literature. There is a strong interest to advance this field towards the use of chiral ligands capable of yielding cages in a stereoselective manner. Herein, we demonstrate that the classical approach for designing metallo‐organic cages can be translated to polyproline peptides, a biocompatible class of chiral ligands. We have successfully designed a series of polyprolines, which mimic the topology of ditopic polyaromatic ligands, to achieve the stereoselective synthesis of a novel Pd lantern cage. This cage exhibits excellent stability in water and demonstrates the stabilization of a highly reactive species in solution. This work will pave the way towards the stereospecific synthesis of more complex, functionalized peptide‐based metallo‐cages.

Item Type: Article
DOI/Identification number: 10.1002/ceur.202400050
Additional information: For the purpose of open access, the author has applied a CC BY public copyright licence to any Author Accepted Manuscript version arising from this submission.
Uncontrolled keywords: peptide-based supramolecular chemistry, host-guest systems, supramolecular chemistry, polyproline, peptide-based metallo-cages
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Chemistry and Forensics
Funders: Engineering and Physical Sciences Research Council (https://ror.org/0439y7842)
University of Kent (https://ror.org/00xkeyj56)
Science Foundation Ireland (https://ror.org/0271asj38)
SWORD Depositor: JISC Publications Router
Depositing User: JISC Publications Router
Date Deposited: 22 Jan 2025 15:01 UTC
Last Modified: 30 Jan 2025 09:15 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/107805 (The current URI for this page, for reference purposes)

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