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Controlled in‐cell generation of active Palladium(0) species for bioorthogonal decaging

2022Journal article Restricted access
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dc.contributor.authorKonč, Juraj
dc.contributor.authorSabatino, Valerio
dc.contributor.authorJiménez‐Moreno, Ester
dc.contributor.authorLatocheski, Eloah
dc.contributor.authorPérez, Laura Rodríguez
dc.contributor.authorDay, Jason
dc.contributor.authorDomingos, Josiel B.
dc.contributor.authorBernardes, Gonçalo J. L.
dc.date.accessioned2022-02-14T14:32:14Z
dc.date.available2022-02-14T14:32:14Z
dc.date.issued2022
dc.description© 2021 Wiley-VCH GmbHpt_PT
dc.description.abstractOwing 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 Na2 PdCl4 as a simple source of PdII which can be intracellularly reduced by sodium ascorbate to the active Pd0 species. Once generated, Pd0 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.pt_PT
dc.description.sponsorshipThis project has received funding from the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation programme (Grant agreement No. 676832), the European Commission (Marie-Skłodowska-Curie Actions IEF to E.J.M., Grant agreement No. 701473), FCT Portugal (Stimulus CEECIND/00453/2018 to G.J.L.B) and CAPES PrInt Call—Program for Institutional Internationalization (88887.310560/2018-00).pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationAngew Chem Int Ed Engl. 2022 Feb 14;61(8):e202113519.pt_PT
dc.identifier.doi10.1002/anie.202113519pt_PT
dc.identifier.eissn1521-3773
dc.identifier.issn1433-7851
dc.identifier.urihttp://hdl.handle.net/10451/51276
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherWileypt_PT
dc.relationCEECIND/00453/2018pt_PT
dc.relationA Minimal-Tag Bioorthogonal Labelling Approach to Protein Uptake, Traffic and Delivery
dc.relationA minimal Cys-cyclobutene non-canonical amino acid for bioorthogonal imaging of proteins in live cells
dc.relation.publisherversionhttps://onlinelibrary.wiley.com/journal/15213773pt_PT
dc.subjectBioorthogonalpt_PT
dc.subjectBond-cleavagept_PT
dc.subjectCancerpt_PT
dc.subjectDecagingpt_PT
dc.subjectPalladiumpt_PT
dc.titleControlled in‐cell generation of active Palladium(0) species for bioorthogonal decagingpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleA Minimal-Tag Bioorthogonal Labelling Approach to Protein Uptake, Traffic and Delivery
oaire.awardTitleA minimal Cys-cyclobutene non-canonical amino acid for bioorthogonal imaging of proteins in live cells
oaire.awardURIinfo:eu-repo/grantAgreement/EC/H2020/676832/EU
oaire.awardURIinfo:eu-repo/grantAgreement/EC/H2020/701473/EU
oaire.citation.issue8pt_PT
oaire.citation.titleAngewandte Chemie International Editionpt_PT
oaire.citation.volume61pt_PT
oaire.fundingStreamH2020
oaire.fundingStreamH2020
person.familyNameBernardes
person.givenNameGonçalo
person.identifier.orcid0000-0001-6594-8917
person.identifier.scopus-author-id14046757500
project.funder.identifierhttp://doi.org/10.13039/501100008530
project.funder.identifierhttp://doi.org/10.13039/501100008530
project.funder.nameEuropean Commission
project.funder.nameEuropean Commission
rcaap.rightsrestrictedAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublicationd1a48067-77b1-4413-b1c7-602fb18c62c0
relation.isAuthorOfPublication.latestForDiscoveryd1a48067-77b1-4413-b1c7-602fb18c62c0
relation.isProjectOfPublication2f566f67-6fd2-4a9a-a4f4-b2864d98ef5f
relation.isProjectOfPublicationc7e160c8-9b83-4049-9a48-9b04efb66dd7
relation.isProjectOfPublication.latestForDiscovery2f566f67-6fd2-4a9a-a4f4-b2864d98ef5f

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