Cyclotrimerization of phenylacetylene catalyzed by a cobalt half-sandwich complex embedded in an engineered variant of transmembrane protein FhuA†,10.1039/C8OB01369A

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Cyclotrimerization of phenylacetylene catalyzed by a cobalt half-sandwich complex embedded in an engineered variant of transmembrane protein FhuA†

A. Thiel,D. F. Sauer,M. A. S. Mertens,T. Polen,H.-H. Chen,U. Schwaneberg,J. Okuda

Organic & Biomolecular Chemistry Pub Date : 07/05/2018 00:00:00 , DOI:10.1039/C8OB01369A

Abstract

An (η⁵-cyclopentadienyl)cobalt(I) complex was covalently incorporated into an engineered variant of the transmembrane protein ferric hydroxamate uptake protein component: A, FhuA ΔCVF^tev, using a thiol–ene reaction. A CD spectrum shows the structural integrity of the biohybrid catalyst. MALDI-TOF of the segment containing the anchoring site for the cobalt complex Cys545 confirmed successful conjugation. This biohybrid catalyst catalyzed the cyclotrimerization of phenylacetylene to give a mixture of regioisomeric 1,2,4- and 1,3,5-triphenylbenzene in aqueous medium.