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

Full Text: HTML

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 ...

Cyclocondensation Reactions between 2??Acyl??3??indoleacetic...

[Amat, Mercedes; Subrizi, Fabiana; Elias, Viviane; Llor, Nuria; Molins, Elies; Bosch, Joan European Journal of Organic Chemistry, 2012 , # 9 p. 1835 - 1842]

Engineering an enantioselective amine oxidase for the synthe...

[Ghislieri, Diego; Green, Anthony P.; Pontini, Marta; Willies, Simon C.; Rowles, Ian; Frank, Annika; Grogan, Gideon; Turner, Nicholas J. Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10863 - 10869]