Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity

Autores
Pachon Gomez, Erica Marcela; Silva, Oscar Fernando; Der Ohannesian, Martín; Núñez Fernández, Mariana; Oliveira, Rafael Gustavo; Fernández, Mariana Adela
Año de publicación
2022
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Gemini surfactants are amphiphilic molecules formed by two polar heads and two hydrophobic tails joined by a spacer between the polar groups. Their molecular structure gives them particular physico-chemical properties in comparison with their monomeric counterparts. In this work we synthetized a Gemini surfactant (SDDC) derived from the amino acid cystine and decanoic acid. The influence of different metallic salts on the aggregation of the surfactant was studied. SDDC forms core–shell type triaxial ellipsoidal micelles in aqueous solution, but the aggregates suffer a change in morphology, forming vesicles in the presence of copper or silver ions. This behavior was corroborated by TEM and SAXS measurements. With the last technique was possible to estimate that vesicles formed in presence of copper consisted of 7.3 stacked bilayers. It was possible to determine that Cu2+ was reduced to Cu+ in the solution containing SDDC, through EPR and UV–visible spectrophotometry measurements. The reduction of copper was accompanied with the concomitant oxidation of the cystine. The antimicrobial activity of the different aggregates was studied against E. coli and S. aureus and compared with the conventional antibiotic ampicillin. The most efficient system resulted the mixture of SDDC:CuSO4/10:1 against the Gram-negative bacterium, there with the minimum concentration used (0.01 mM) was possible to inhibit 70 % of growth. The new systems characterized in this work have many possibilities for potential applications, mainly in the area of drug delivery systems, templates in the synthesis of nanomaterials or as antibacterial compounds.
Fil: Pachon Gomez, Erica Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Silva, Oscar Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Der Ohannesian, Martín. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Química Aplicada; Argentina
Fil: Núñez Fernández, Mariana. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Química Aplicada; Argentina
Fil: Oliveira, Rafael Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; Argentina
Fil: Fernández, Mariana Adela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Materia
AMINO ACID DERIVATIVE SURFACTANT
ANTIBACTERIAL ACTIVITY
GEMINI SURFACTANT
LIPOAMINO ACID SURFACTANT
METALLOSURFACTANTS
VESICLES
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/204712
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/204712
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activityPachon Gomez, Erica MarcelaSilva, Oscar FernandoDer Ohannesian, MartínNúñez Fernández, MarianaOliveira, Rafael GustavoFernández, Mariana AdelaAMINO ACID DERIVATIVE SURFACTANTANTIBACTERIAL ACTIVITYGEMINI SURFACTANTLIPOAMINO ACID SURFACTANTMETALLOSURFACTANTSVESICLEShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Gemini surfactants are amphiphilic molecules formed by two polar heads and two hydrophobic tails joined by a spacer between the polar groups. Their molecular structure gives them particular physico-chemical properties in comparison with their monomeric counterparts. In this work we synthetized a Gemini surfactant (SDDC) derived from the amino acid cystine and decanoic acid. The influence of different metallic salts on the aggregation of the surfactant was studied. SDDC forms core–shell type triaxial ellipsoidal micelles in aqueous solution, but the aggregates suffer a change in morphology, forming vesicles in the presence of copper or silver ions. This behavior was corroborated by TEM and SAXS measurements. With the last technique was possible to estimate that vesicles formed in presence of copper consisted of 7.3 stacked bilayers. It was possible to determine that Cu2+ was reduced to Cu+ in the solution containing SDDC, through EPR and UV–visible spectrophotometry measurements. The reduction of copper was accompanied with the concomitant oxidation of the cystine. The antimicrobial activity of the different aggregates was studied against E. coli and S. aureus and compared with the conventional antibiotic ampicillin. The most efficient system resulted the mixture of SDDC:CuSO4/10:1 against the Gram-negative bacterium, there with the minimum concentration used (0.01 mM) was possible to inhibit 70 % of growth. The new systems characterized in this work have many possibilities for potential applications, mainly in the area of drug delivery systems, templates in the synthesis of nanomaterials or as antibacterial compounds.Fil: Pachon Gomez, Erica Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Silva, Oscar Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Der Ohannesian, Martín. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Química Aplicada; ArgentinaFil: Núñez Fernández, Mariana. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Química Aplicada; ArgentinaFil: Oliveira, Rafael Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; ArgentinaFil: Fernández, Mariana Adela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaElsevier Science2022-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/204712Pachon Gomez, Erica Marcela; Silva, Oscar Fernando; Der Ohannesian, Martín; Núñez Fernández, Mariana; Oliveira, Rafael Gustavo; et al.; Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity; Elsevier Science; Journal of Molecular Liquids; 353; 118793; 2-2022; 1-80167-7322CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0167732222003300info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molliq.2022.118793info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:32:31Zoai:ri.conicet.gov.ar:11336/204712instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 09:32:31.383CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
title Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
spellingShingle Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
Pachon Gomez, Erica Marcela
AMINO ACID DERIVATIVE SURFACTANT
ANTIBACTERIAL ACTIVITY
GEMINI SURFACTANT
LIPOAMINO ACID SURFACTANT
METALLOSURFACTANTS
VESICLES
title_short Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
title_full Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
title_fullStr Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
title_full_unstemmed Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
title_sort Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity
dc.creator.none.fl_str_mv Pachon Gomez, Erica Marcela
Silva, Oscar Fernando
Der Ohannesian, Martín
Núñez Fernández, Mariana
Oliveira, Rafael Gustavo
Fernández, Mariana Adela
author Pachon Gomez, Erica Marcela
author_facet Pachon Gomez, Erica Marcela
Silva, Oscar Fernando
Der Ohannesian, Martín
Núñez Fernández, Mariana
Oliveira, Rafael Gustavo
Fernández, Mariana Adela
author_role author
author2 Silva, Oscar Fernando
Der Ohannesian, Martín
Núñez Fernández, Mariana
Oliveira, Rafael Gustavo
Fernández, Mariana Adela
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv AMINO ACID DERIVATIVE SURFACTANT
ANTIBACTERIAL ACTIVITY
GEMINI SURFACTANT
LIPOAMINO ACID SURFACTANT
METALLOSURFACTANTS
VESICLES
topic AMINO ACID DERIVATIVE SURFACTANT
ANTIBACTERIAL ACTIVITY
GEMINI SURFACTANT
LIPOAMINO ACID SURFACTANT
METALLOSURFACTANTS
VESICLES
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Gemini surfactants are amphiphilic molecules formed by two polar heads and two hydrophobic tails joined by a spacer between the polar groups. Their molecular structure gives them particular physico-chemical properties in comparison with their monomeric counterparts. In this work we synthetized a Gemini surfactant (SDDC) derived from the amino acid cystine and decanoic acid. The influence of different metallic salts on the aggregation of the surfactant was studied. SDDC forms core–shell type triaxial ellipsoidal micelles in aqueous solution, but the aggregates suffer a change in morphology, forming vesicles in the presence of copper or silver ions. This behavior was corroborated by TEM and SAXS measurements. With the last technique was possible to estimate that vesicles formed in presence of copper consisted of 7.3 stacked bilayers. It was possible to determine that Cu2+ was reduced to Cu+ in the solution containing SDDC, through EPR and UV–visible spectrophotometry measurements. The reduction of copper was accompanied with the concomitant oxidation of the cystine. The antimicrobial activity of the different aggregates was studied against E. coli and S. aureus and compared with the conventional antibiotic ampicillin. The most efficient system resulted the mixture of SDDC:CuSO4/10:1 against the Gram-negative bacterium, there with the minimum concentration used (0.01 mM) was possible to inhibit 70 % of growth. The new systems characterized in this work have many possibilities for potential applications, mainly in the area of drug delivery systems, templates in the synthesis of nanomaterials or as antibacterial compounds.
Fil: Pachon Gomez, Erica Marcela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Silva, Oscar Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Der Ohannesian, Martín. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Química Aplicada; Argentina
Fil: Núñez Fernández, Mariana. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Química Aplicada; Argentina
Fil: Oliveira, Rafael Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; Argentina
Fil: Fernández, Mariana Adela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
description Gemini surfactants are amphiphilic molecules formed by two polar heads and two hydrophobic tails joined by a spacer between the polar groups. Their molecular structure gives them particular physico-chemical properties in comparison with their monomeric counterparts. In this work we synthetized a Gemini surfactant (SDDC) derived from the amino acid cystine and decanoic acid. The influence of different metallic salts on the aggregation of the surfactant was studied. SDDC forms core–shell type triaxial ellipsoidal micelles in aqueous solution, but the aggregates suffer a change in morphology, forming vesicles in the presence of copper or silver ions. This behavior was corroborated by TEM and SAXS measurements. With the last technique was possible to estimate that vesicles formed in presence of copper consisted of 7.3 stacked bilayers. It was possible to determine that Cu2+ was reduced to Cu+ in the solution containing SDDC, through EPR and UV–visible spectrophotometry measurements. The reduction of copper was accompanied with the concomitant oxidation of the cystine. The antimicrobial activity of the different aggregates was studied against E. coli and S. aureus and compared with the conventional antibiotic ampicillin. The most efficient system resulted the mixture of SDDC:CuSO4/10:1 against the Gram-negative bacterium, there with the minimum concentration used (0.01 mM) was possible to inhibit 70 % of growth. The new systems characterized in this work have many possibilities for potential applications, mainly in the area of drug delivery systems, templates in the synthesis of nanomaterials or as antibacterial compounds.
publishDate 2022
dc.date.none.fl_str_mv 2022-02
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/204712
Pachon Gomez, Erica Marcela; Silva, Oscar Fernando; Der Ohannesian, Martín; Núñez Fernández, Mariana; Oliveira, Rafael Gustavo; et al.; Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity; Elsevier Science; Journal of Molecular Liquids; 353; 118793; 2-2022; 1-8
0167-7322
CONICET Digital
CONICET
url http://hdl.handle.net/11336/204712
identifier_str_mv Pachon Gomez, Erica Marcela; Silva, Oscar Fernando; Der Ohannesian, Martín; Núñez Fernández, Mariana; Oliveira, Rafael Gustavo; et al.; Micelle‐to‐vesicle transition of lipoamino Gemini surfactant induced by metallic salts and its effects on antibacterial activity; Elsevier Science; Journal of Molecular Liquids; 353; 118793; 2-2022; 1-8
0167-7322
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0167732222003300
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molliq.2022.118793
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.070432

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