Semi-Rational Engineering of Toluene Dioxygenase from Pseudomonas putida F1 towards Oxyfunctionalization of Bicyclic Aromatics

May 7, 2021

Julian L. Wissner, Jona T. Schelle, Wendy Escobedo-Hinojosa, Andreas Vogel, and Bernhard Hauer

Rieske non-heme iron dioxygenases are fascinating enzymes, which are able to oxyfunctionalize aromatic compounds via a dearomatizing cis-dihydroxylation reaction. The generated valuable cis-diols find numerous applications in synthetic organic chemistry, primary as synthons for pharmaceuticals. By semi-rational evolution, we lighted up the toluene dioxygenase (TDO) capability to convert bulkier compounds at unprecedented reported conversions. Here, we provide a set of novel TDO-based biocatalysts useful for the preparation of oxyfunctionalized bicyclic scaffolds, which are valuable to perform downstream synthetic processes.


Advanced Synthesis and Catalysis

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