Publication | Open Access
An enantioselective artificial Suzukiase based on the biotin–streptavidin technology
115
Citations
35
References
2015
Year
Enantioselective SynthesisBioorganic ChemistryArtificial MetalloenzymeEngineeringNatural SciencesBiocatalysisBiotechnologyOrganic ChemistryHybrid CatalystCatalysisOrganometallic CatalysisChemistryEnzymatic ModificationAsymmetric CatalysisChemical BiotechnologyBiotin–streptavidin TechnologyBiomolecular EngineeringAtropisomeric Biaryls
Introduction of a biotinylated monophosphine palladium complex within streptavidin affords an enantioselective artificial Suzukiase. Site-directed mutagenesis allowed the optimization of the activity and the enantioselectivity of this artificial metalloenzyme. A variety of atropisomeric biaryls were produced in good yields and up to 90% ee. The hybrid catalyst described herein shows comparable TOF to the previous aqueous-asymmetric Suzuki catalysts, and excellent stability under the reaction conditions to realize higher TON through longer reaction time.
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