Synthesis of a Cyclic Pentapeptide Mimic of the Active Site His-Tyr Cofactor of Cytochrome c Oxidase

…, A Oliver, O Einarsdóttir, JP Konopelski

Index: Mahoney, Maximillian E.; Oliver, Allen; Einarsdottir, Oloef; Konopelski, Joseph P. Journal of Organic Chemistry, 2009 , vol. 74, # 21 p. 8212 - 8218

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Citation Number: 12

Abstract

Arylboronic acid based technology provides a mild, regioselective, and nontoxic N-arylation procedure for accessing the unusual N-arylated side chain histidine found in the active site of cytochrome c oxidase (C c O). The N-arylated histidine is elaborated to the complete cytochrome c oxidase cyclic pentapeptide cofactor. Molecular modeling of the cofactor provides insight into the dynamic character of the N-aryl bond.