Engineered Heme Enzymes for the Biocatalytic Cycloaddition of Carbonyl Ylides and C–C Multiple Bonds

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Engineered proteins turned out as potent catalysts also for non-natural transformations in the past. Within this project, directed evolution will be utilized to add cycloadditions to the scope of reactions that are catalyzed by heme enzymes. With the aid of a suitable protein, a 1,3-dipole will be generated from a carbenoid and a carbonyl compound. Subsequent (3+2)-cycloaddition results in the formation of tetra- and dihydrofurans, which we aim to obtain not only with high diastereoselectivity, but also enantioselectively. This unprecedented method for the asymmetric synthesis of oxacycles should be achieved through sequential site-saturation mutagenesis of the wild-type heme enzyme.