1. Solid-phase synthesis of biocompatible N-heterocyclic carbene-Pd catalysts using a sub-monomer approach
- Author
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Paul T. Cowling, Durgadas Cherukaraveedu, Annamaria Lilienkampf, Gavin P. Birch, and Mark Bradley
- Subjects
Fluorophore ,Cell Survival ,Biocompatible Materials ,010402 general chemistry ,Ligands ,01 natural sciences ,Biochemistry ,Catalysis ,chemistry.chemical_compound ,3D cell culture ,Solid-phase synthesis ,Heterocyclic Compounds ,Humans ,Physical and Theoretical Chemistry ,Solid-Phase Synthesis Techniques ,Bioconjugation ,Molecular Structure ,010405 organic chemistry ,Organic Chemistry ,Prodrug ,Combinatorial chemistry ,0104 chemical sciences ,Monomer ,chemistry ,MCF-7 Cells ,Carbene ,Methane ,Palladium - Abstract
Taking inspiration from the assembly of so-called peptoids (N-alkylglycine oligomers) we present a new synthetic methodology whereby N-heterocyclic carbene (NHC) based Pd ligands were assembled using a sub-monomer approach and loaded with Pd via solid-phase synthesis. This allowed the rapid generation a library of NHC–palladium catalysts that were readily functionalised to allow bioconjugation. These catalysts were able to rapidly activate a caged fluorophore and ‘switch-on’ an anticancer prodrug in 3D cell culture.
- Published
- 2019
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