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Controlled In-Cell Generation of Active Palladium(0) Species for Bioorthogonal Decaging.

Accepted version
Peer-reviewed

Type

Article

Change log

Authors

Konč, Juraj 
Sabatino, Valerio 
Jiménez-Moreno, Ester 
Latocheski, Eloah 
Pérez, Laura Rodríguez 

Abstract

Owing to their bioorthogonality, transition metals have become very popular in the development of biocompatible bond-cleavage reactions. However, many approaches require design and synthesis of complex ligands or formulation of nanoparticles which often perform poorly in living cells. This work reports on a method for the generation of an active palladium species that triggers bond-cleaving reactions inside living cells. We utilized the water-soluble Na2PdCl4 as a simple source of Pd(II) which can be intracellularly reduced by sodium ascorbate to the active Pd(0) species. Once generated, Pd(0) triggers the cleavage of allyl ether and carbamate caging groups leading to the release of biologically active molecules. These findings do not only expand the toolbox of available bioorthogonal dissociative reactions but also provide an additional strategy for controlling the reactivity of Pd species involved in Pd-mediated bioorthogonal reactions.

Description

Keywords

Cancer, Palladium, bioorthogonal, bond-cleavage, decaging

Journal Title

Angewandte Chemie International Edition

Conference Name

Journal ISSN

1433-7851
1521-3773

Volume Title

Publisher

Wiley
Sponsorship
European Commission Horizon 2020 (H2020) Marie Sk?odowska-Curie actions (701473)
European Research Council (676832)