A comparison of activity, toxicity, and conformation of tritrpticin and two TOAC-labeled analogues. Effects on the mechanism of action

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dc.contributorLaboratório de Toxinologia Aplicadapt_BR
dc.contributor.authorBozelli Jr, José C.pt_BR
dc.contributor.authorSalay, Luiz C.pt_BR
dc.contributor.authorArcisio-Miranda, Manoelpt_BR
dc.contributor.authorProcopio, Joaquimpt_BR
dc.contributor.authorRiciluca, Katie Cristina Takeutipt_BR
dc.contributor.authorSilva Junior, Pedro Ismael dapt_BR
dc.contributor.authorNakaie, Clovis R.pt_BR
dc.contributor.authorSchreier, Shirleypt_BR
dc.date.accessioned2020-07-09T21:26:29Z-
dc.date.available2020-07-09T21:26:29Z-
dc.date.issued2020pt_BR
dc.identifier.citationBozelli Jr JC., Salay LC., Arcisio-Miranda M, Procopio J, Riciluca KCT, Silva Junior PI, et al. A comparison of activity, toxicity, and conformation of tritrpticin and two TOAC-labeled analogues. Effects on the mechanism of action. Biochim. Biophys. Acta Biomembr.. 2020 Feb;1862(2):183110. doi:10.1016/j.bbamem.2019.183110.pt_BR
dc.identifier.urihttps://repositorio.butantan.gov.br/handle/butantan/2937-
dc.description.abstractA strategy that has been gaining increased application for the study of the conformation, dynamics, orientation, and physicochemical properties of peptides is labeling with the paramagnetic amino acid TOAC. This approach was used to gain a deeper understanding on the mechanism of action of the antimicrobial peptide tritrpticin (TRP3). TRP3 was labeled with TOAC at the N-terminus (prior to V1, TOAC0-TRP3) or internally (replacing P5, TOAC5-TRP3). Functional studies showed that labeling led to peptides with higher activity against Gram-positive bacteria and lower hemolytic activity with respect to TRP3. Peptide-induced model membranes permeabilization and ion channel-like activity studies corroborated the functional assays qualitatively, showing higher activity of the peptides against negatively charged membranes, which had the purpose of mimicking bacterial membranes. TOAC presented a greater freedom of motion at the N-terminus than at the internal position, as evinced by EPR spectra. EPR and fluorescence spectra reported on the peptides conformational properties, showing acquisition of a more packed conformation in the presence of the secondary structure-inducing solvent, TFE. CD studies showed that TOAC0-TRP3 acquires a conformation similar to that of TRP3, both in aqueous solution and in TFE, while TOAC5-TRP3 presents a different conformation in all environments. While the mechanism of action of TRP3 was impacted to some extent by TOAC labeling at the N-terminus, it did change upon replacement of P5 by TOAC. The results demonstrated that TOAC-labeling could be used to modulate TRP3 activity and mechanism of action and, more importantly, the critical role of P5 for TRP3 pore formation.pt_BR
dc.description.sponsorship(FAPESP) Fundação de Amparo à Pesquisa do Estado de São Paulopt_BR
dc.description.sponsorship(CNPq) Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.format.extent183110pt_BR
dc.language.isoEnglishpt_BR
dc.relation.ispartofBiochimica Et Biophysica Acta. Biomembranespt_BR
dc.titleA comparison of activity, toxicity, and conformation of tritrpticin and two TOAC-labeled analogues. Effects on the mechanism of actionpt_BR
dc.typeArticlept_BR
dc.identifier.doi10.1016/j.bbamem.2019.183110pt_BR
dc.identifier.urlhttps://doi.org/10.1016/j.bbamem.2019.183110pt_BR
dc.contributor.external(USP) Universidade de São Paulopt_BR
dc.contributor.externalMcMaster University¦¦Canadápt_BR
dc.contributor.external(UESC) Universidade Estadual de Santa Cruzpt_BR
dc.contributor.external(UNIFESP) Universidade Federal de São Paulopt_BR
dc.identifier.citationvolume1862pt_BR
dc.identifier.citationissue2pt_BR
dc.subject.keywordantimicrobial peptidespt_BR
dc.subject.keywordTritrpticinpt_BR
dc.subject.keywordTOACpt_BR
dc.subject.keywordMembrane permeabilizationpt_BR
dc.subject.keywordConformational propertiespt_BR
dc.subject.keywordstructure-activity relationshippt_BR
dc.relation.ispartofabbreviatedBiochim Biophys Acta Biomembrpt_BR
dc.identifier.citationabntv. 1862, n. 2, 183110, fev. 2020pt_BR
dc.identifier.citationvancouver2020 Feb;1862(2):183110pt_BR
dc.contributor.butantanRiciluca, Katie Cristina Takeuti|:Aluno|:Laboratório de Toxinologia Aplicada|:pt_BR
dc.contributor.butantanSilva Junior, Pedro Ismael da|:Pesquisador|:Laboratório de Toxinologia Aplicada|:pt_BR
dc.sponsorship.butantan(CNPq) Conselho Nacional de Desenvolvimento Científico e Tecnológico¦¦pt_BR
dc.sponsorship.butantan(FAPESP) Fundação de Amparo à Pesquisa do Estado de São Paulo¦¦2011/50506-2pt_BR
dc.identifier.bvsccBR78.1pt_BR
dc.identifier.bvsdbIBProdpt_BR
dc.description.dbindexedYespt_BR
item.grantfulltextembargo_29990101-
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