Bioconformational modulation of a thymidine kinase enzyme ligand through F⋯HO intramolecular hydrogen bond

dc.creatorMartins, Francisco A.
dc.creatorFreitas, Matheus Puggina de
dc.date2020-09-15T19:49:56Z
dc.date2020-09-15T19:49:56Z
dc.date2020-06
dc.date.accessioned2023-09-28T20:06:59Z
dc.date.available2023-09-28T20:06:59Z
dc.identifierMARTINS, F. A.; FREITAS, M. P. de. Bioconformational modulation of a thymidine kinase enzyme ligand through F⋯HO intramolecular hydrogen bond. Journal of Molecular Graphics and Modelling, [S. I.], v. 97, June 2020. DOI: https://doi.org/10.1016/j.jmgm.2020.107545.
dc.identifierhttps://doi.org/10.1016/j.jmgm.2020.107545
dc.identifierhttp://repositorio.ufla.br/jspui/handle/1/43085
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/9044833
dc.descriptionWhile the induced-fit of a ligand towards an enzyme is pivotally dictated by intermolecular hydrogen bonds between the small molecule and amino acid residues in the binding site, the role of intramolecular hydrogen bond as contributing interaction for a bioactive conformation is not well understood. This work reports a theoretical conformational analysis of a thymidine kinase enzyme ligand (NMF) that is prone to experience an F⋯HO intramolecular hydrogen bond, inside and outside the biological binding site. This interaction stabilizes the most favorable conformations of NMF in the gas phase and, although it can be disrupted in a biological environment due to intermolecular hydrogen bonds in some cases, these interactions are competitive in other systems. Therefore, an intramolecular hydrogen bond can affect the conformational likeliness most related to the bioactivity. Moreover, isolated conformations governed by this interaction cannot be unequivocally used to generate molecular descriptors in 3D-QSAR (Quantitative Structure-Activity Relationships), since the bioactive conformation may not be determined only by intramolecular interactions.
dc.languageen
dc.publisherElsevier
dc.rightsrestrictAccess
dc.sourceJournal of Molecular Graphics and Modelling
dc.subjectIntermolecular hydrogen bonds
dc.subjectBioactive conformation
dc.subjectIntramolecular interactions
dc.subjectEnzimas
dc.subjectLigações de hidrogênio intermoleculares
dc.subjectConformação bioativa
dc.subjectInterações intramoleculares
dc.titleBioconformational modulation of a thymidine kinase enzyme ligand through F⋯HO intramolecular hydrogen bond
dc.typeArtigo


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