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An enantioselective artificial Suzukiase based on the biotin-streptavidin technology.


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.

SUBMITTER: Chatterjee A 

PROVIDER: S-EPMC5953008 | biostudies-literature | 2016 Jan

REPOSITORIES: biostudies-literature

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An enantioselective artificial Suzukiase based on the biotin-streptavidin technology.

Chatterjee Anamitra A   Mallin Hendrik H   Klehr Juliane J   Vallapurackal Jaicy J   Finke Aaron D AD   Vera Laura L   Marsh May M   Ward Thomas R TR  

Chemical science 20151019 1


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 con  ...[more]

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