Monoamine oxidase (MAO-N) catalyzed deracemization of tetrahydro-β-carbolines: Substrate dependent switch in enantioselectivity

D Ghislieri, D Houghton, AP Green, SC Willies…

Index: Ghislieri, Diego; Houghton, Deborah; Green, Anthony P.; Willies, Simon C.; Turner, Nicholas J. ACS Catalysis, 2013 , vol. 3, # 12 p. 2869 - 2872

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Citation Number: 19

Abstract

The tetrahydro-β-carboline (THBC) ring system is an important structural motif found in a large number of bioactive alkaloid natural products. Herein we report a broadly applicable method for the synthesis of enantiomerically pure β-carbolines via a deracemization procedure employing the D9 and D11 variants of monoamine oxidase from Aspergillus niger (MAO-N) in combination with a nonselective chemical reducing agent. Biotransformations ...

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