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Authordc.contributor.authorZapata Torres, Gerald 
Authordc.contributor.authorFierro, Angélica 
Authordc.contributor.authorBarriga González, Germán 
Authordc.contributor.authorSalgado, J. Cristian 
Authordc.contributor.authorCelis Barros, Cristian 
Cita de ítemdc.identifier.citationJ. Chem. Inf. Model. 2015, 55, 1349−1360en_US
Identifierdc.identifier.otherDOI: 10.1021/acs.jcim.5b00140
General notedc.descriptionArtículo de publicación ISIen_US
Abstractdc.description.abstractTwo of the possible catalytic mechanisms for neurotransmitter oxidative deamination by monoamine oxidase B (MAO B), namely, polar nucleophilic and hydride transfer, were addressed in order to comprehend the nature of their rate-determining step. The Quantum Chemical Cluster Approach was used to obtain transition states of MAO B complexed with phenylethylamine (PEA), benzylamine (BA), and pnitrobenzylamine (NBA). The choice of these amines relies on their importance to address MAO B catalytic mechanisms so as to help us to answer questions such as why BA is a better substrate than NBA or how para-substitution affects substrate’s reactivity. Transition states were later validated by comparison with the experimental free energy barriers. From a theoretical point of view, and according to the our reported transition states, their calculated barriers and structural and orbital differences obtained by us among these compounds, we propose that good substrates such as BA and PEA might follow the hydride transfer pathway while poor substrates such as NBA prefer the polar nucleophilic mechanism, which might suggest that MAO B can act by both mechanisms. The low free energy barriers for BA and PEA reflect the preference that MAO B has for hydride transfer over the polar nucleophilic mechanism when catalyzing the oxidative deamination of neurotransmitters.en_US
Patrocinadordc.description.sponsorshipNational Fund for Scientific and Technological Development, FONDECYT 1120280en_US
Publisherdc.publisherAmer Chemical Socen_US
Type of licensedc.rightsAtribución-NoComercial-SinDerivadas 3.0 Chile*
Link to Licensedc.rights.uri*
Keywordsdc.subjectModeling Enzyme-Reactionsen_US
Keywordsdc.subjectPolyamine Oxidaseen_US
Keywordsdc.subjectAromatic Cageen_US
Títulodc.titleRevealing Monoamine Oxidase B Catalytic Mechanisms by Means of the Quantum Chemical Cluster Approachen_US
Document typedc.typeArtículo de revistaen_US

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Atribución-NoComercial-SinDerivadas 3.0 Chile
Except where otherwise noted, this item's license is described as Atribución-NoComercial-SinDerivadas 3.0 Chile