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Applying Classical Design Principles for Metallo-Organic Ligands to Peptide Based Ligands: The Stereoselective Synthesis of a Peptide Based Pd2L4X4 Cage

Lookup NU author(s): Lina Mardiana, Dr Paul Waddell, Dr Michael HallORCiD

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This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).


Abstract

The rational and controlled synthesis of metallo-organic cages using polyaromatic ligands is well established in the literature. However, there is a strong interest in this field to identify low symmetry, chiral ligands able to yield cages in a stereoselective manner. Here we demonstrate that the classical approach towards the rational design of metallo-organic cages can be translated to polyproline peptide-based ligands. Mimicking the topology of ditopic polyaromatic ligands, we have successfully designed a series of polyprolines to yield the stereoselective synthesis of a novel Pd lantern cage. These findings will pave the way toward the stereospecific synthesis of more complex, functionalized peptide cages.


Publication metadata

Author(s): Brightwell DF, Samanta K, Muldoon J, Fleming PC, Ortin Y, Mardiana L, Waddell PG, Hall MJ, Fantuzzi F, Clark ER, Palma A

Publication type: Article

Publication status: Published

Journal: ChemistryEurope

Year: 2024

Pages: epub ahead of print

Online publication date: 13/11/2024

Acceptance date: 02/04/2018

Date deposited: 19/11/2024

ISSN (print): 2751-4765

ISSN (electronic): 2751-4765

Publisher: Wiley

URL: https://doi.org/10.1002/ceur.202400050

DOI: 10.1002/ceur.202400050

Data Access Statement: The data that support the findings of this study are available from the corresponding author upon reasonable request.

Notes: Preprint available https://chemrxiv.org/engage/chemrxiv/article-details/666f5bbe5101a2ffa8bc6826


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Funding

Funder referenceFunder name
EPSRC (grant EP/T016140/1)
EP/T016140/1
EP/W021129/1
SFI Research Infrastructure Programme in 2019 (grant 18/RI/5702)

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