Chain Cleavage of Bioinspired Bacterial Membranes Photoinduced by Eosin Decyl Ester
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , |
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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Repositório Institucional da UNESP |
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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 |
|
_version_ |
1808128645158404096 |