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Wiley, Angewandte Chemie International Edition, 31(54), p. 8997-9000, 2015

DOI: 10.1002/anie.201503654

Wiley, Angewandte Chemie, 31(127), p. 9125-9128, 2015

DOI: 10.1002/ange.201503654

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Catalytic Amine Oxidation under Ambient Aerobic Conditions: Mimicry of Monoamine Oxidase B

Journal article published in 2015 by Alexander T. Murray, Myles Jh H. Dowley, Fabienne Pradaux-Caggiano, F. P. Caggiano, Amgalanbaatar Baldansuren ORCID, Alistair J. Fielding, At M. Dowley M. J. H. Pradaux-Caggiano F. Baldansuren A. Fielding A. J. Tuna F. Hendon C. H. Walsh A. Lloyd-Jones G. C. John M. P. Carbery D. R. Murray, Floriana Tuna, Christopher H. Hendon ORCID, Aron Walsh ORCID, Guy C. Lloyd-Jones, Matthew P. John, David R. Carbery, Others
This paper is available in a repository.
This paper is available in a repository.

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Abstract

The flavoenzyme monoamine oxidase (MAO) regulates mammalian behavioral patterns by modulating neurotransmitters such as adrenaline and serotonin. The mechanistic basis which underpins this enzyme is far from agreed upon. Reported herein is that the combination of a synthetic flavin and alloxan generates a catalyst system which facilitates biomimetic amine oxidation. Mechanistic and electron paramagnetic (EPR) spectroscopic data supports the conclusion that the reaction proceeds through a radical manifold. This data provides the first example of a biorelevant synthetic model for monoamine oxidase B activity.