Issue 1, 2016

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.

Graphical abstract: An enantioselective artificial Suzukiase based on the biotin–streptavidin technology

Supplementary files

Article information

Article type
Edge Article
Submitted
21 Aug 2015
Accepted
17 Oct 2015
First published
19 Oct 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2016,7, 673-677

An enantioselective artificial Suzukiase based on the biotin–streptavidin technology

A. Chatterjee, H. Mallin, J. Klehr, J. Vallapurackal, A. D. Finke, L. Vera, M. Marsh and T. R. Ward, Chem. Sci., 2016, 7, 673 DOI: 10.1039/C5SC03116H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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