An enantioselective artificial Suzukiase based on the biotin–streptavidin technology. Issue 1 (29th October 2015)

• Record Type: Journal Article
• Authors: Chatterjee, Anamitra; Mallin, Hendrik; Klehr, Juliane; Vallapurackal, Jaicy; Finke, Aaron D.; Vera, Laura; Marsh, May; Ward, Thomas R.
• Is Part Of: Chemical science. Volume 7:Issue 1(2016:Jan.)
• Page Start: 673
• Page End: 677
• Publication Date: 2015-10-29
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c5sc03116h
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : 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. Abstract : 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.