Mostrar el registro sencillo del ítem
dc.contributor.author
Pickholz, Mónica Andrea
dc.contributor.author
Giupponi, Giovanni
dc.date.available
2017-03-22T19:23:46Z
dc.date.issued
2010-05
dc.identifier.citation
Pickholz, Mónica Andrea; Giupponi, Giovanni; Coarse grained simulations of local anesthetics encapsulated into a liposome; American Chemical Society; Journal of Physical Chemistry B; 114; 20; 5-2010; 7009-7015
dc.identifier.issn
1520-6106
dc.identifier.uri
http://hdl.handle.net/11336/14199
dc.description.abstract
We investigated the encapsulation of prilocaine (PLC), an aminoamide local anesthetic widely used in dentistry, into a small unilamellar liposome. We extended a recently developed coarse grained model to access the problem relevant time and length scales. Molecular dynamics (MD) simulations for different protonation states of the PLC captured important features of the PLC−vesicle interactions. We found that all neutral PLC molecules (nPLC) rapidly diffuse into the hydrophobic region of the vesicle adopting an asymmetric bimodal density distribution, with nPLC molecules jumping between the internal and external vesicle monolayers. Protonated PLC molecules (pPLC) initially placed in water were instead only found on the external monolayer, with a high rate of exchange with the water phase and no access to the inner part of the liposome. Although electrostatic interaction between pPLC tails and oppositely charged lipid head groups is shown to be structured, hydrophobicity is the driving force of PLC drug absorption within the liposome. Our simulations also show that a major percentage of pPLC remains trapped within the interior water phase of the liposome when starting from a configuration with pPLC distributed within the lipid membrane. This suggests that at low pH liposome−PLC complexes and therefore drug efficacy can strongly depend on the preparation procedure.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
American Chemical Society
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
Molecular Dynamics
dc.subject
Coarse Grain
dc.subject
Local Anesthetics
dc.subject
Liposome
dc.subject.classification
Físico-Química, Ciencia de los Polímeros, Electroquímica
dc.subject.classification
Ciencias Químicas
dc.subject.classification
CIENCIAS NATURALES Y EXACTAS
dc.title
Coarse grained simulations of local anesthetics encapsulated into a liposome
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2017-03-21T20:12:20Z
dc.journal.volume
114
dc.journal.number
20
dc.journal.pagination
7009-7015
dc.journal.pais
Estados Unidos
dc.journal.ciudad
Washington
dc.description.fil
Fil: Pickholz, Mónica Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina
dc.description.fil
Fil: Giupponi, Giovanni. Universidad de Barcelona; España
dc.journal.title
Journal of Physical Chemistry B
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/jp909148n
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1021/jp909148n
Archivos asociados