title: Catalytic Amine Oxidation under Ambient Aerobic Conditions: Mimicry of Monoamine Oxidase B.
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.
authors.affiliation: Department of Chemistry, University of Bath, Claverton Down, Bath (UK).
authors.forename: Alexander T
authors.initials: AT
authors.lastname: Murray
authors.affiliation: Department of Chemistry, University of Bath, Claverton Down, Bath (UK).
authors.forename: Myles J H
authors.initials: MJ
authors.lastname: Dowley
authors.affiliation: Department of Chemistry, University of Bath, Claverton Down, Bath (UK).
authors.forename: Fabienne
authors.initials: F
authors.lastname: Pradaux-Caggiano
authors.affiliation: EPSRC National EPR Facility, Photon Science Institute, School of Chemistry, University of Manchester, Oxford Road, Manchester (UK).
authors.forename: Amgalanbaatar
authors.initials: A
authors.lastname: Baldansuren
authors.affiliation: EPSRC National EPR Facility, Photon Science Institute, School of Chemistry, University of Manchester, Oxford Road, Manchester (UK).
authors.forename: Alistair J
authors.initials: AJ
authors.lastname: Fielding
authors.affiliation: EPSRC National EPR Facility, Photon Science Institute, School of Chemistry, University of Manchester, Oxford Road, Manchester (UK).
authors.forename: Floriana
authors.initials: F
authors.lastname: Tuna
authors.affiliation: Department of Chemistry, University of Bath, Claverton Down, Bath (UK).
authors.forename: Christopher H
authors.initials: CH
authors.lastname: Hendon
authors.affiliation: Department of Chemistry, University of Bath, Claverton Down, Bath (UK).
authors.forename: Aron
authors.initials: A
authors.lastname: Walsh
authors.affiliation: School of Chemistry, Joseph Black Building, West Mains Road, Edinburgh EH9 3 JJ (UK).
authors.forename: Guy C
authors.initials: GC
authors.lastname: Lloyd-Jones
authors.affiliation: GlaxoSmithKline Research and Development, Gunnels Wood Road, Stevenage (UK).
authors.forename: Matthew P
authors.initials: MP
authors.lastname: John
authors.affiliation: Department of Chemistry, University of Bath, Claverton Down, Bath (UK). d.carbery@bath.ac.uk.
authors.forename: David R
authors.initials: DR
authors.lastname: Carbery
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D004578:Electron Spin Resonance Spectroscopy / Q000379:methods*; D015394:Molecular Structure; D008995:Monoamine Oxidase / Q000737:chemistry* / Q000378:metabolism; D010084:Oxidation-Reduction
chemical_list: D000588:Amines; D008995:Monoamine Oxidase
keywords: EPR spectroscopy; amines; enzymes; oxidation; reaction mechanisms