A Dual-Metal-Catalyzed Sequential Cascade Reaction in an Engineered Protein Cage** |
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| Authors: | Paul Ebensperger Mariia Zmyslia Philipp Lohner Judith Braunreuther Benedikt Deuringer Anita Becherer Regine Süss Anna Fischer Claudia Jessen-Trefzer |
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| Institution: | 1. Institute of Organic Chemistry, University of Freiburg, Alberstrasse 21, 79104 Freiburg i. Br., Germany;2. Institute of Pharmaceutical Science, University of Freiburg, Sonnenstrasse 5, 79104 Freiburg i. Br., Germany;3. Institute of Inorganic and Analytical Chemistry, University of Freiburg, Alberstrasse 21, 79104 Freiburg i. Br., Germany |
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| Abstract: | Herein, we describe the creation of an artificial protein cage housing a dual-metal-tagged guest protein that catalyzes a linear, two-step sequential cascade reaction. The guest protein consists of a fusion protein of HaloTag and monomeric rhizavidin. Inside the protein capsid, we established a ruthenium-catalyzed allylcarbamate deprotection reaction followed by a gold-catalyzed ring-closing hydroamination reaction that led to indoles and phenanthridines with an overall yield of up to 66 % in aqueous solutions. Furthermore, we show that the encapsulation stabilizes the metal catalysts against deactivation by air, proteins and cell lysate. |
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| Keywords: | Encapsulins Organometallic Catalysis Prodrug Activation Protein Capsids Sequential Cascade Reactions |
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