Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd<sub>2</sub>L<sub>4</sub>X<sub>4</sub> Cage

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.

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Publication Details

Journal
ChemistryEurope
Published
2024-11-13
DOI
https://doi.org/10.1002/ceur.202400050
Citations
9
Primary Topic
Supramolecular Chemistry and Complexes
Type
article
Field-Weighted Citation Impact
2.25

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article

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

Patricia Fleming, Aniello Palma, Dominic F. Brightwell, Michael J. Hall et al.
9 citations
ChemistryEurope
Supramolecular Chemistry and Complexes
2.25
article

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

Patricia Fleming, Aniello Palma, Dominic F. Brightwell, Michael J. Hall, Lina Mardiana, Kushal Samanta, Ewan R. Clark, Jimmy Muldoon, Y. Ortin, Felipe Fantuzzi, Paul Gordon Waddell
article en
9 citations

Abstract

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.

ChemistryEuropeVol. 3(1)
University College Dublin (IE), University of Kent (GB), University of Indonesia (ID), University of Greenwich (GB), University of Birmingham (GB), Newcastle University (GB)
University of Kent, Science Foundation Ireland, Julius-Maximilians-Universität Würzburg, Engineering and Physical Sciences Research Council
Clean water and sanitation
Openalex Percentile: Top 12%
Supramolecular Chemistry and Complexes
2.25
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