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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.

SUBMITTER: Murray AT 

PROVIDER: S-EPMC4524416 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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

Murray Alexander T AT   Dowley Myles J H MJ   Pradaux-Caggiano Fabienne F   Baldansuren Amgalanbaatar A   Fielding Alistair J AJ   Tuna Floriana F   Hendon Christopher H CH   Walsh Aron A   Lloyd-Jones Guy C GC   John Matthew P MP   Carbery David R DR  

Angewandte Chemie (International ed. in English) 20150618 31


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  ...[more]

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