ArticleJournal of the American Chemical Society2020
Palladium-Protein Oxidative Addition Complexes by Amine-Selective Acylation.
Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 23 citations in OpenAlex.
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- Heterotelechelic Organometallic PEG Reagents Enable Modular Access to Complex Bioconjugates.ACS macro letters · 2024Article
- Organometallic Chemistry Tools for Building Biologically Relevant Nanoscale Systems.Journal of the American Chemical Society · 2024Review
- Facile Access to Branched Multispecific Proteins.Bioconjugate chemistry · 2024Article
- An organometallic swap strategy for bottlebrush polymer-protein conjugate synthesis.Chemical communications (Cambridge, England) · 2024Article
- Probing the functional hotspots inside protein hydrophobic pockets byChemical science · 2024Article
- Chemical and Enzymatic Methods for Post-Translational Protein-Protein Conjugation.Journal of the American Chemical Society · 2022Review
- π-Clamp-Mediated Homo- and Heterodimerization of Single-Domain Antibodies via Site-Specific Homobifunctional Conjugation.Journal of the American Chemical Society · 2022Article
- Platform for OrthogonalJournal of the American Chemical Society · 2022Article
- Palladium-Mediated Incorporation of Carboranes into Small Molecules, Peptides, and Proteins.Journal of the American Chemical Society · 2022Article
- Distal Ionic Substrate-Catalyst Interactions Enable Long-Range Stereocontrol: Access to Remote Quaternary Stereocenters through a Desymmetrizing Suzuki-Miyaura Reaction.Journal of the American Chemical Society · 2022Article
- A Neophyl Palladacycle as an Air- and Thermally Stable Precursor to Oxidative Addition Complexes.Organic letters · 2021Article
- A Ligand Exchange Process for the Diversification of Palladium Oxidative Addition Complexes.Organic letters · 2021Article
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Authors and funding
6 authors at 1 institution in 1 country.
Funding
Abstract
Palladium oxidative addition complexes (OACs) are traditionally accessed by treating an aryl halide-containing substrate with a palladium(0) source. Here, a new strategy to selectively prepare stable OACs from amino groups on native proteins is presented. The approach relies on an amine-selective acylation reaction that occurs without modification of a preformed palladium(II)-aryl group. Once transferred onto a protein substrate, the palladium(II)-aryl group facilitates conjugation by undergoing reaction with a second, cysteine-containing protein. This operationally simple method is applicable to native, nonengineered enzymes as well as antibodies and is carried out in an aqueous setting and open to air. The resulting Pd-protein OACs are stable, storable reagents that retain biological activity and can be used to achieve protein-protein cross-coupling at nanomolar concentrations within hours.
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