Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects

Detalhes bibliográficos
Autor(a) principal: Eduardo F Marques
Data de Publicação: 2008
Outros Autores: Rodrigo O Brito, Sandra G Silva, Enrique E Rodriguez Borges, Maria Luisa do Vale, Paula Gomes, Maria J Araujo, Olle Soderman
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: https://hdl.handle.net/10216/82077
Resumo: The use of amino acids for the synthesis of novel surfactants with vesicle-forming properties potentially enhances the biocompatibility levels needed for a viable alternative to conventional lipid vesicles. In this work, the formation and characterization of catanionic vesicles by newly synthesized lysine- and serine-derived surfactants have been investigated by means of phase behavior mapping and PFG-NMR diffusometry and cryo-TEM methods. The lysine-derived surfactants are double-chained anionic molecules bearing a pseudogemini configuration, whereas the serine-derived amphiphile is cationic and single-chained. Vesicles form in the cationic-rich side for narrow mixing ratios of the two amphiphiles. Two pairs of systems were studied: one symmetric with equal chain lengths, 2C(12)/C(12), and the other highly asymmetric with 2C(8)/C(16) chains, where the serine-based surfactant has the longest chain. Different mechanisms of the vesicle-to-micelle transition were found, depending on symmetry: the 2C12/C12 system entails limited micellar growth and intermediate phase separation, whereas the 2C(8)/C(16) system shows a continuous transition involving large wormlike micelles. The results are interpreted on the basis of currently available models for the micelle-vesicle transitions and the stabilization of catanionic vesicles (energy of curvature vs mixing entropy).
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spelling Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effectsEngenharia dos materiaisMaterials engineeringThe use of amino acids for the synthesis of novel surfactants with vesicle-forming properties potentially enhances the biocompatibility levels needed for a viable alternative to conventional lipid vesicles. In this work, the formation and characterization of catanionic vesicles by newly synthesized lysine- and serine-derived surfactants have been investigated by means of phase behavior mapping and PFG-NMR diffusometry and cryo-TEM methods. The lysine-derived surfactants are double-chained anionic molecules bearing a pseudogemini configuration, whereas the serine-derived amphiphile is cationic and single-chained. Vesicles form in the cationic-rich side for narrow mixing ratios of the two amphiphiles. Two pairs of systems were studied: one symmetric with equal chain lengths, 2C(12)/C(12), and the other highly asymmetric with 2C(8)/C(16) chains, where the serine-based surfactant has the longest chain. Different mechanisms of the vesicle-to-micelle transition were found, depending on symmetry: the 2C12/C12 system entails limited micellar growth and intermediate phase separation, whereas the 2C(8)/C(16) system shows a continuous transition involving large wormlike micelles. The results are interpreted on the basis of currently available models for the micelle-vesicle transitions and the stabilization of catanionic vesicles (energy of curvature vs mixing entropy).20082008-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/10216/82077eng0743-746310.1021/la801518hEduardo F MarquesRodrigo O BritoSandra G SilvaEnrique E Rodriguez BorgesMaria Luisa do ValePaula GomesMaria J AraujoOlle Sodermaninfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-29T13:12:53Zoai:repositorio-aberto.up.pt:10216/82077Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:36:02.375770Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
title Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
spellingShingle Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
Eduardo F Marques
Engenharia dos materiais
Materials engineering
title_short Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
title_full Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
title_fullStr Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
title_full_unstemmed Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
title_sort Spontaneous vesicle formation in catanionic mixtures of amino acid-based surfactants: Chain length symmetry effects
author Eduardo F Marques
author_facet Eduardo F Marques
Rodrigo O Brito
Sandra G Silva
Enrique E Rodriguez Borges
Maria Luisa do Vale
Paula Gomes
Maria J Araujo
Olle Soderman
author_role author
author2 Rodrigo O Brito
Sandra G Silva
Enrique E Rodriguez Borges
Maria Luisa do Vale
Paula Gomes
Maria J Araujo
Olle Soderman
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Eduardo F Marques
Rodrigo O Brito
Sandra G Silva
Enrique E Rodriguez Borges
Maria Luisa do Vale
Paula Gomes
Maria J Araujo
Olle Soderman
dc.subject.por.fl_str_mv Engenharia dos materiais
Materials engineering
topic Engenharia dos materiais
Materials engineering
description The use of amino acids for the synthesis of novel surfactants with vesicle-forming properties potentially enhances the biocompatibility levels needed for a viable alternative to conventional lipid vesicles. In this work, the formation and characterization of catanionic vesicles by newly synthesized lysine- and serine-derived surfactants have been investigated by means of phase behavior mapping and PFG-NMR diffusometry and cryo-TEM methods. The lysine-derived surfactants are double-chained anionic molecules bearing a pseudogemini configuration, whereas the serine-derived amphiphile is cationic and single-chained. Vesicles form in the cationic-rich side for narrow mixing ratios of the two amphiphiles. Two pairs of systems were studied: one symmetric with equal chain lengths, 2C(12)/C(12), and the other highly asymmetric with 2C(8)/C(16) chains, where the serine-based surfactant has the longest chain. Different mechanisms of the vesicle-to-micelle transition were found, depending on symmetry: the 2C12/C12 system entails limited micellar growth and intermediate phase separation, whereas the 2C(8)/C(16) system shows a continuous transition involving large wormlike micelles. The results are interpreted on the basis of currently available models for the micelle-vesicle transitions and the stabilization of catanionic vesicles (energy of curvature vs mixing entropy).
publishDate 2008
dc.date.none.fl_str_mv 2008
2008-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://hdl.handle.net/10216/82077
url https://hdl.handle.net/10216/82077
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0743-7463
10.1021/la801518h
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dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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