Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 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 t...
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| Format: | Article |
| Language: | English |
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Wiley-VCH
2025-01-01
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| Series: | ChemistryEurope |
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| Online Access: | https://doi.org/10.1002/ceur.202400050 |
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| author | Dr. Dominic F. Brightwell Dr. Kushal Samanta Dr. Jimmy Muldoon Dr. Patricia C. Fleming Dr. Yannick Ortin Dr. Lina Mardiana Dr. Paul G. Waddell Dr. Michael J. Hall Dr. Ewan R. Clark Dr. Felipe Fantuzzi Dr. Aniello Palma |
| author_facet | Dr. Dominic F. Brightwell Dr. Kushal Samanta Dr. Jimmy Muldoon Dr. Patricia C. Fleming Dr. Yannick Ortin Dr. Lina Mardiana Dr. Paul G. Waddell Dr. Michael J. Hall Dr. Ewan R. Clark Dr. Felipe Fantuzzi Dr. Aniello Palma |
| author_sort | Dr. Dominic F. Brightwell |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-26355299c0ad4909a0b20c8f06de02a3 |
| institution | Kabale University |
| issn | 2751-4765 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | ChemistryEurope |
| spelling | doaj-art-26355299c0ad4909a0b20c8f06de02a32025-01-13T07:31:32ZengWiley-VCHChemistryEurope2751-47652025-01-0131n/an/a10.1002/ceur.202400050Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 CageDr. Dominic F. Brightwell0Dr. Kushal Samanta1Dr. Jimmy Muldoon2Dr. Patricia C. Fleming3Dr. Yannick Ortin4Dr. Lina Mardiana5Dr. Paul G. Waddell6Dr. Michael J. Hall7Dr. Ewan R. Clark8Dr. Felipe Fantuzzi9Dr. Aniello Palma10Supramolecular, Interfacial and Synthetic Chemistry Group School of Chemistry and Forensic Science University of Kent Park Wood Rd, Ingram Building Canterbury CT2 7NZ Kent UKSchool of Chemistry University of Birmingham Edgbaston, Birmingham B15 2TT UKSchool of Chemistry University College Dublin Belfield Dublin 4 IrelandSchool of Chemistry University College Dublin Belfield Dublin 4 IrelandSchool of Chemistry University College Dublin Belfield Dublin 4 IrelandChemistry – School of Natural and Environmental Sciences Newcastle University Bedson Building Newcastle upon Tyne Tyne and Wear NE1 7RU UKChemistry – School of Natural and Environmental Sciences Newcastle University Bedson Building Newcastle upon Tyne Tyne and Wear NE1 7RU UKChemistry – School of Natural and Environmental Sciences Newcastle University Bedson Building Newcastle upon Tyne Tyne and Wear NE1 7RU UKSchool of Science University of Greenwich Chatham Maritime, Chatham ME4 4TB Kent UKSupramolecular, Interfacial and Synthetic Chemistry Group School of Chemistry and Forensic Science University of Kent Park Wood Rd, Ingram Building Canterbury CT2 7NZ Kent UKSchool of Chemistry University College Dublin Belfield Dublin 4 IrelandAbstract 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.https://doi.org/10.1002/ceur.202400050peptide-based metallo-cagessupramolecular chemistrypolyprolinepeptide-based supramolecular chemistryhost-guest systems |
| spellingShingle | Dr. Dominic F. Brightwell Dr. Kushal Samanta Dr. Jimmy Muldoon Dr. Patricia C. Fleming Dr. Yannick Ortin Dr. Lina Mardiana Dr. Paul G. Waddell Dr. Michael J. Hall Dr. Ewan R. Clark Dr. Felipe Fantuzzi Dr. Aniello Palma Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage ChemistryEurope peptide-based metallo-cages supramolecular chemistry polyproline peptide-based supramolecular chemistry host-guest systems |
| title | Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage |
| title_full | Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage |
| title_fullStr | Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage |
| title_full_unstemmed | Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage |
| title_short | Applying Metallo‐Organic Ligand Design Principles to the Stereoselective Synthesis of a Peptide‐Based Pd2L4X4 Cage |
| title_sort | applying metallo organic ligand design principles to the stereoselective synthesis of a peptide based pd2l4x4 cage |
| topic | peptide-based metallo-cages supramolecular chemistry polyproline peptide-based supramolecular chemistry host-guest systems |
| url | https://doi.org/10.1002/ceur.202400050 |
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