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An Enantiocomplementary Dirigent Protein for the Enantioselective Laccase-Catalyzed Oxidative Coupling of Phenols

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  • Financial support from the German Research Foundation (DFG, SFB 706) is gratefully acknowledged.

Abstract

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(+)- or (−)-pinoresinol: that is the question. Which of the two enantiomeric lignans is formed during laccase-catalyzed phenol coupling of (E)-coniferyl alcohol (1) depends on the dirigent protein. In the presence of the first enantiocomplementary dirigent protein AtDIR6, (−)-2 is formed (78 % ee). Preferential formation of (+)-2 is observed in the presence of the dirigent protein FiDIR1, whereas only racemic 2 is formed in the absence of dirigent proteins.

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