Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester

Detalhes bibliográficos
Autor(a) principal: Moreira, Lucas G. [UNESP]
Data de Publicação: 2020
Outros Autores: Almeida, Alexandre M. [UNESP], Camacho, Sabrina A. [UNESP], Estevão, Bianca M., Oliveira, Osvaldo N., Aoki, Pedro H. B. [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1021/acs.langmuir.0c01600
http://hdl.handle.net/11449/199282
Resumo: Photodynamic therapy (PDT) is promising for bacterial inactivation since cellular internalization of photosensitizers (PS) is not crucial for the treatment effectiveness. Photoinduced damage in the lipid envelope may already induce microbial inactivation, which requires PS capable of easily penetrating into the membrane. Herein, we report on the insertion of the PS eosin decyl ester (EosDec) into Langmuir films of 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), 1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (DOPG), and cardiolipin (CLP) used as mimetic systems of bacterial membranes. Surface pressure isotherms and polarization-modulated infrared reflection absorption spectroscopy (PM-IRRAS) indicated that the hydrophobic nature of EosDec favored deeper penetration in all the phospholipid monolayers. The incorporation of EosDec led to monolayer expansion, especially in the anionic DOPG and CLP owing to repulsive electrostatic interactions, and induced disorder in the lipid chains. Light irradiation of DOPE, DOPG, and CLP monolayers containing EosDec increased the rate of material loss to the subphase, which is attributed to cleavage of lipid chains triggered by contact-dependent reactions between excited states of EosDec and lipid unsaturations. The latter is key for membrane permeabilization and efficiency in microbial inactivation.
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spelling Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl EsterPhotodynamic therapy (PDT) is promising for bacterial inactivation since cellular internalization of photosensitizers (PS) is not crucial for the treatment effectiveness. Photoinduced damage in the lipid envelope may already induce microbial inactivation, which requires PS capable of easily penetrating into the membrane. Herein, we report on the insertion of the PS eosin decyl ester (EosDec) into Langmuir films of 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), 1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (DOPG), and cardiolipin (CLP) used as mimetic systems of bacterial membranes. Surface pressure isotherms and polarization-modulated infrared reflection absorption spectroscopy (PM-IRRAS) indicated that the hydrophobic nature of EosDec favored deeper penetration in all the phospholipid monolayers. The incorporation of EosDec led to monolayer expansion, especially in the anionic DOPG and CLP owing to repulsive electrostatic interactions, and induced disorder in the lipid chains. Light irradiation of DOPE, DOPG, and CLP monolayers containing EosDec increased the rate of material loss to the subphase, which is attributed to cleavage of lipid chains triggered by contact-dependent reactions between excited states of EosDec and lipid unsaturations. The latter is key for membrane permeabilization and efficiency in microbial inactivation.School of Sciences Humanities and Languages São Paulo State University (UNESPIfsc São Carlos Institute of Physics University of São Paulo (USPDepartment of Chemistry State University of Maringá (UEM)School of Sciences Humanities and Languages São Paulo State University (UNESPUniversidade Estadual Paulista (Unesp)Universidade de São Paulo (USP)Universidade Estadual de Maringá (UEM)Moreira, Lucas G. [UNESP]Almeida, Alexandre M. [UNESP]Camacho, Sabrina A. [UNESP]Estevão, Bianca M.Oliveira, Osvaldo N.Aoki, Pedro H. B. [UNESP]2020-12-12T01:35:35Z2020-12-12T01:35:35Z2020-08-18info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article9578-9585http://dx.doi.org/10.1021/acs.langmuir.0c01600Langmuir, v. 36, n. 32, p. 9578-9585, 2020.1520-58270743-7463http://hdl.handle.net/11449/19928210.1021/acs.langmuir.0c016002-s2.0-85089709721Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengLangmuirinfo:eu-repo/semantics/openAccess2021-10-23T06:45:01Zoai:repositorio.unesp.br:11449/199282Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T16:24:28.979814Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
title Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
spellingShingle Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
Moreira, Lucas G. [UNESP]
title_short Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
title_full Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
title_fullStr Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
title_full_unstemmed Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
title_sort Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
author Moreira, Lucas G. [UNESP]
author_facet Moreira, Lucas G. [UNESP]
Almeida, Alexandre M. [UNESP]
Camacho, Sabrina A. [UNESP]
Estevão, Bianca M.
Oliveira, Osvaldo N.
Aoki, Pedro H. B. [UNESP]
author_role author
author2 Almeida, Alexandre M. [UNESP]
Camacho, Sabrina A. [UNESP]
Estevão, Bianca M.
Oliveira, Osvaldo N.
Aoki, Pedro H. B. [UNESP]
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Universidade de São Paulo (USP)
Universidade Estadual de Maringá (UEM)
dc.contributor.author.fl_str_mv Moreira, Lucas G. [UNESP]
Almeida, Alexandre M. [UNESP]
Camacho, Sabrina A. [UNESP]
Estevão, Bianca M.
Oliveira, Osvaldo N.
Aoki, Pedro H. B. [UNESP]
description Photodynamic therapy (PDT) is promising for bacterial inactivation since cellular internalization of photosensitizers (PS) is not crucial for the treatment effectiveness. Photoinduced damage in the lipid envelope may already induce microbial inactivation, which requires PS capable of easily penetrating into the membrane. Herein, we report on the insertion of the PS eosin decyl ester (EosDec) into Langmuir films of 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), 1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (DOPG), and cardiolipin (CLP) used as mimetic systems of bacterial membranes. Surface pressure isotherms and polarization-modulated infrared reflection absorption spectroscopy (PM-IRRAS) indicated that the hydrophobic nature of EosDec favored deeper penetration in all the phospholipid monolayers. The incorporation of EosDec led to monolayer expansion, especially in the anionic DOPG and CLP owing to repulsive electrostatic interactions, and induced disorder in the lipid chains. Light irradiation of DOPE, DOPG, and CLP monolayers containing EosDec increased the rate of material loss to the subphase, which is attributed to cleavage of lipid chains triggered by contact-dependent reactions between excited states of EosDec and lipid unsaturations. The latter is key for membrane permeabilization and efficiency in microbial inactivation.
publishDate 2020
dc.date.none.fl_str_mv 2020-12-12T01:35:35Z
2020-12-12T01:35:35Z
2020-08-18
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1021/acs.langmuir.0c01600
Langmuir, v. 36, n. 32, p. 9578-9585, 2020.
1520-5827
0743-7463
http://hdl.handle.net/11449/199282
10.1021/acs.langmuir.0c01600
2-s2.0-85089709721
url http://dx.doi.org/10.1021/acs.langmuir.0c01600
http://hdl.handle.net/11449/199282
identifier_str_mv Langmuir, v. 36, n. 32, p. 9578-9585, 2020.
1520-5827
0743-7463
10.1021/acs.langmuir.0c01600
2-s2.0-85089709721
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Langmuir
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 9578-9585
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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