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Applying metallo‐organic ligand design principles to the stereoselective synthesis of a peptide‐based Pd2L4X4 cage

Applying metallo‐organic ligand design principles to the stereoselective synthesis of a peptide‐based Pd2L4X4 cage

Brightwell, Dominic F. ORCID logoORCID: https://orcid.org/0000-0001-7699-9795, Samanta, Kushal ORCID logoORCID: https://orcid.org/0000-0002-7414-4475, Muldoon, Jimmy ORCID logoORCID: https://orcid.org/0000-0002-2187-9478, Fleming, Patricia C. ORCID logoORCID: https://orcid.org/0009-0004-4449-0109, Ortin, Yannick ORCID logoORCID: https://orcid.org/0000-0001-7685-2558, Mardiana, Lina ORCID logoORCID: https://orcid.org/0000-0002-6639-4634, Waddell, Paul G. ORCID logoORCID: https://orcid.org/0000-0002-7851-7347, Hall, Michael J. ORCID logoORCID: https://orcid.org/0000-0001-6475-9161, Clark, Ewan R. ORCID logoORCID: https://orcid.org/0000-0001-7287-2631, Fantuzzi, Felipe ORCID logoORCID: https://orcid.org/0000-0002-8200-8262 and Palma, Aniello ORCID logoORCID: https://orcid.org/0000-0001-9626-4390 (2024) Applying metallo‐organic ligand design principles to the stereoselective synthesis of a peptide‐based Pd2L4X4 cage. ChemistryEurope:e202400050. ISSN 2751-4765 (Online) (doi:10.1002/ceur.202400050)

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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
Uncontrolled Keywords: peptide-based metallo-cages, supramolecular chemistry, polyproline, peptide-based supramolecular chemistry, host-guest systems
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
T Technology > TP Chemical technology
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Last Modified: 25 Nov 2024 14:41
URI: http://gala.gre.ac.uk/id/eprint/48686

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