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Catalytic Amine Oxidation under Ambient Aerobic Conditions: Mimicry of Monoamine Oxidase B |
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| Authors: | Alexander T. Murray Myles J. H. Dowley Dr. Fabienne Pradaux‐Caggiano Dr. Amgalanbaatar Baldansuren Dr. Alistair J. Fielding Dr. Floriana Tuna Christopher H. Hendon Prof. Aron Walsh Prof. Guy C. Lloyd‐Jones Dr. Matthew P. John Dr. David R. Carbery |
| Affiliation: | 1. Department of Chemistry, University of Bath, Claverton Down, Bath (UK);2. EPSRC National EPR Facility, Photon Science Institute, School of Chemistry, University of Manchester, Oxford Road, Manchester (UK);3. School of Chemistry, Joseph Black Building, West Mains Road, Edinburgh EH9 3?JJ (UK);4. GlaxoSmithKline Research and Development, Gunnels Wood Road, Stevenage (UK) |
| 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. |
| Keywords: | amines enzymes EPR spectroscopy oxidation reaction mechanisms |