Chain cleavage of bioinspired bacterial membranes photoinduced by eosin decyl ester

Detalhes bibliográficos
Autor(a) principal: Moreira, Lucas Gontijo
Data de Publicação: 2020
Outros Autores: Almeida Junior, Alexandre Mendes, Camacho, Sabrina Alessio [UNESP], Estevão, Bianca Martins, Oliveira Junior, Osvaldo Novais, Aoki, Pedro Henrique Benites [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://hdl.handle.net/11449/204085
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 esterMembranas (Biologia)Agentes fotossensibilizantesTerapia fotodinâmicaInativação bacterianaPhotodynamic 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.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)PostprintFaculdade de Ciências e Letras de Assis (UNESP)Instituto de Física de São Carlos (USP)Universidade Estadual de Maringá (UEM)FAPESP: 2013/14262-7FAPESP: 2018/13021-0FAPESP: 2018/16713-0FAPESP: 2018/14692-5FAPESP: 2018/22214-6CNPq: 403713/2016-1ACS PublicationsUniversidade Estadual Paulista (Unesp)Moreira, Lucas GontijoAlmeida Junior, Alexandre MendesCamacho, Sabrina Alessio [UNESP]Estevão, Bianca MartinsOliveira Junior, Osvaldo NovaisAoki, Pedro Henrique Benites [UNESP]2021-03-12T22:35:17Z2021-03-12T22:35:17Z2020-07-16info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdf1520-5827http://hdl.handle.net/11449/20408510.1021/acs.langmuir.0c016000468519295693199054300756655786358942917025378339230208959374582858286783131750073841686745397020000-0002-2784-687X0000-0002-7063-08120000-0002-6590-759X0000-0001-7913-69790000-0002-5399-58600000-0003-4701-6408engLangmuirinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESP2024-06-13T15:14:04Zoai:repositorio.unesp.br:11449/204085Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-06-13T15:14:04Repositório 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 Gontijo
Membranas (Biologia)
Agentes fotossensibilizantes
Terapia fotodinâmica
Inativação bacteriana
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 Gontijo
author_facet Moreira, Lucas Gontijo
Almeida Junior, Alexandre Mendes
Camacho, Sabrina Alessio [UNESP]
Estevão, Bianca Martins
Oliveira Junior, Osvaldo Novais
Aoki, Pedro Henrique Benites [UNESP]
author_role author
author2 Almeida Junior, Alexandre Mendes
Camacho, Sabrina Alessio [UNESP]
Estevão, Bianca Martins
Oliveira Junior, Osvaldo Novais
Aoki, Pedro Henrique Benites [UNESP]
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Moreira, Lucas Gontijo
Almeida Junior, Alexandre Mendes
Camacho, Sabrina Alessio [UNESP]
Estevão, Bianca Martins
Oliveira Junior, Osvaldo Novais
Aoki, Pedro Henrique Benites [UNESP]
dc.subject.por.fl_str_mv Membranas (Biologia)
Agentes fotossensibilizantes
Terapia fotodinâmica
Inativação bacteriana
topic Membranas (Biologia)
Agentes fotossensibilizantes
Terapia fotodinâmica
Inativação bacteriana
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 2020-07-16
2021-03-12T22:35:17Z
2021-03-12T22:35:17Z
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 1520-5827
http://hdl.handle.net/11449/204085
10.1021/acs.langmuir.0c01600
0468519295693199
0543007566557863
5894291702537833
9230208959374582
8582867831317500
7384168674539702
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0000-0002-7063-0812
0000-0002-6590-759X
0000-0001-7913-6979
0000-0002-5399-5860
0000-0003-4701-6408
identifier_str_mv 1520-5827
10.1021/acs.langmuir.0c01600
0468519295693199
0543007566557863
5894291702537833
9230208959374582
8582867831317500
7384168674539702
0000-0002-2784-687X
0000-0002-7063-0812
0000-0002-6590-759X
0000-0001-7913-6979
0000-0002-5399-5860
0000-0003-4701-6408
url http://hdl.handle.net/11449/204085
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 application/pdf
dc.publisher.none.fl_str_mv ACS Publications
publisher.none.fl_str_mv ACS Publications
dc.source.none.fl_str_mv 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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