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Thermodynamics and Intermolecular Interactions during the Insertion of Anionic Naproxen into Model Cell Membranes

dc.contributor.authorRojas-Valencia N
dc.contributor.authorGómez S
dc.contributor.authorNúñez-Zarur F
dc.contributor.authorCappelli C
dc.contributor.authorHadad C
dc.contributor.authorRestrepo A.
dc.date.accessioned2022-09-14T14:34:17Z
dc.date.available2022-09-14T14:34:17Z
dc.date.created2021
dc.identifier.issn15206106
dc.identifier.urihttp://hdl.handle.net/11407/7605
dc.descriptionThe insertion process of Naproxen into model dimyristoylphosphatidylcholine (DMPC) membranes is studied by resorting to state-of-the-art classical and quantum mechanical atomistic computational approaches. Molecular dynamics simulations indicate that anionic Naproxen finds an equilibrium position right at the polar/nonpolar interphase when the process takes place in aqueous environments. With respect to the reference aqueous phase, the insertion process faces a small energy barrier of ≈5 kJ mol-1and yields a net stabilization of also ≈5 kJ mol-1. Entropy changes along the insertion path, mainly due to a growing number of realizable microstates because of structural reorganization, are the main factors driving the insertion. An attractive fluxional wall of noncovalent interactions is characterized by all-quantum descriptors of chemical bonding (natural bond orbitals, quantum theory of atoms in molecules, noncovalent interaction, density differences, and natural charges). This attractive wall originates in the accumulation of tiny transfers of electron densities to the interstitial region between the fragments from a multitude of individual intermolecular contacts stabilizing the tertiary drug/water/membrane system. © 2021 American Chemical Societyeng
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.isversionofhttps://www.scopus.com/inward/record.uri?eid=2-s2.0-85115955204&doi=10.1021%2facs.jpcb.1c06766&partnerID=40&md5=aaf3be1a83deb4d0ffd7ca6981ea003a
dc.sourceJournal of Physical Chemistry B
dc.titleThermodynamics and Intermolecular Interactions during the Insertion of Anionic Naproxen into Model Cell Membranes
dc.typeArticle
dc.rights.accessrightsinfo:eu-repo/semantics/restrictedAccess
dc.publisher.programCiencias Básicas
dc.type.spaArtículo
dc.identifier.doi10.1021/acs.jpcb.1c06766
dc.subject.keywordComputation theoryeng
dc.subject.keywordCytologyeng
dc.subject.keywordIonseng
dc.subject.keywordMolecular dynamicseng
dc.subject.keywordQuantum theoryeng
dc.subject.keywordThermodynamicseng
dc.subject.keywordAtomisticseng
dc.subject.keywordComputational approacheng
dc.subject.keywordDimyristoylphosphatidylcholineeng
dc.subject.keywordInsertion processeng
dc.subject.keywordIntermolecular interactionseng
dc.subject.keywordNaproxenseng
dc.subject.keywordNon-covalent interactioneng
dc.subject.keywordQuantum mechanicaleng
dc.subject.keywordState of the arteng
dc.subject.keywordThermodynamic interactionseng
dc.subject.keywordChemical bondseng
dc.relation.citationvolume125
dc.relation.citationissue36
dc.relation.citationstartpage10383
dc.relation.citationendpage10391
dc.publisher.facultyFacultad de Ciencias Básicas
dc.affiliationRojas-Valencia, N., Instituto de Química, Universidad de Antioquia UdeA, Calle 70 No. 52-21, Medellín, 050010, Colombia, Facultad de Ciencias Básicas, Universidad de Medellín, Carrera 87 No. 30-65, Medellín, 050026, Colombia, Escuela de Ciencias y Humanidades, Departamento de Ciencias Básicas, Universidad Eafit, Medellín, AA 3300, Colombia
dc.affiliationGómez, S., Scuola Normale Superiore, Classe di Scienze, Piazza dei Cavalieri 7, Pisa, 56126, Italy
dc.affiliationNúñez-Zarur, F., Facultad de Ciencias Básicas, Universidad de Medellín, Carrera 87 No. 30-65, Medellín, 050026, Colombia
dc.affiliationCappelli, C., Scuola Normale Superiore, Classe di Scienze, Piazza dei Cavalieri 7, Pisa, 56126, Italy
dc.affiliationHadad, C., Instituto de Química, Universidad de Antioquia UdeA, Calle 70 No. 52-21, Medellín, 050010, Colombia
dc.affiliationRestrepo, A., Instituto de Química, Universidad de Antioquia UdeA, Calle 70 No. 52-21, Medellín, 050010, Colombia
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dc.identifier.reponamereponame:Repositorio Institucional Universidad de Medellín
dc.identifier.repourlrepourl:https://repository.udem.edu.co/
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