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

Alexander T. Murray; Myles J.H. Dowley; Fabienne Pradaux-Caggiano; Amgalanbaatar Baldansuren; Alistair J. Fielding; Floriana Tuna; Christopher H. Hendon; Aron Walsh; Guy C. Lloyd-Jones; Matthew P. John; David R. Carbery

doi:10.1002/anie.201503654

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

Alexander T. Murray, Myles J.H. Dowley, Fabienne Pradaux-Caggiano, Amgalanbaatar Baldansuren, Alistair J. Fielding, Floriana Tuna, Christopher H. Hendon, Aron Walsh, Guy C. Lloyd-Jones, Matthew P. John, David R. Carbery

Department of Materials Science and Engineering

Research output: Contribution to journal › Article › peer-review

44 Citations (Scopus)

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.

Original language	English
Pages (from-to)	8997-9000
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	31
DOIs	https://doi.org/10.1002/anie.201503654
Publication status	Published - 2015 Jul 1

Bibliographical note

Publisher Copyright:
© 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)

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10.1002/anie.201503654

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Murray, A. T., 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. (2015). Catalytic Amine Oxidation under Ambient Aerobic Conditions: Mimicry of Monoamine Oxidase B. Angewandte Chemie - International Edition, 54(31), 8997-9000. https://doi.org/10.1002/anie.201503654

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AU - Fielding, Alistair J.

AU - Tuna, Floriana

AU - Hendon, Christopher H.

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

Abstract

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