Artificial Diels–Alderase based on the Transmembrane Protein FhuA
Beilstein J. Org. Chem. 2016, 12, 1314-1321, 10.3762/bjoc.12.124
Copper(I) and copper(II) complexes were covalently linked to an engineered variant of the transmembrane protein Ferric hydroxamate uptake protein component A (FhuA ΔCVFtev). Copper(I) was incorporated using an N-heterocyclic carbene (NHC) ligand equipped with a maleimide group on the side arm at the imidazole nitrogen. Copper(II) was attached by coordination to a terpyridyl ligand. The spacer length was varied in the back of the ligand framework. These biohybrid catalysts were shown to be active in the Diels–Alder reaction of a chalcone derivative with cyclopentadiene to preferentially give the endo product.
Metal: CuLigand type: TerpyridineHost protein: Ferric hydroxamate uptake protein component: A (FhuA)Anchoring strategy: Cystein-maleimideOptimization: ChemicalReaction: Diels-Alder reactionMax TON: ---ee: ---PDB: ---Notes: ---