2 publications

2 publications

A "Broad Spectrum" Carbene Transferase for Synthesis of Chiral α-Trifluoromethylated Organoborons

Roelfes, G.

ACS Cent. Sci. 2019, 5, 206-208, 10.1021/acscentsci.9b00015

Directed evolution generated an enzyme for the enantioselective synthesis of α-trifluoromethylated organoborons—potentially attractive synthons for fluorinated compounds.

Metal: Fe
Ligand type: Porphyrin
Host protein: Cytochrome c
Anchoring strategy: Native
Optimization: Genetic
Reaction: B-H insertion
Max TON: 2900
ee: 95
PDB: ---
Notes: ---

Nitrene Transfer Catalyzed by a Non-Heme Iron Enzyme and Enhanced by Non-Native Small-Molecule Ligands

Arnold, F.H.

J. Am. Chem. Soc. 2019, 141, 19585-19588, 10.1021/jacs.9b11608

Transition-metal catalysis is a powerful tool for the construction of chemical bonds. Here we show that Pseudomonas savastanoi ethylene-forming enzyme, a non-heme iron enzyme, can catalyze olefin aziridination and nitrene C−H insertion, and that these activities can be improved by directed evolution. The nonheme iron center allows for facile modification of the primary coordination sphere by addition of metalcoordinating molecules, enabling control over enzyme activity and selectivity using small molecules.

Metal: Fe
Ligand type: Amino acid
Anchoring strategy: Native
Optimization: Genetic
Reaction: C-H amination
Max TON: 730
ee: 61
Notes: Additional reaction: aziridination