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Spontaneous Vesicle Formation in Catanionic Mixtures of Amino Acid-Based Surfactants: Chain Length Symmetry Effects.

Marques, Eduardo ; de Oliveira Brito, Rodrigo ; Silva, Sandra ; Rodríguez-Borges, J ; Vale, Maria ; Gomes, Paula ; Araújo, Maria and Söderman, Olle LU (2008) In Langmuir 24(19). p.11009-11017
Abstract
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... (More)
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 2C 12/C 12 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). (Less)
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author
; ; ; ; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Langmuir
volume
24
issue
19
pages
11009 - 11017
publisher
The American Chemical Society (ACS)
external identifiers
  • pmid:18720960
  • wos:000259673500073
  • scopus:54549114386
ISSN
0743-7463
DOI
10.1021/la801518h
language
English
LU publication?
yes
id
ce66584c-be63-4df7-8fa7-5bd9b3c74aef (old id 1222981)
date added to LUP
2016-04-01 11:40:51
date last changed
2025-10-14 11:23:49
@article{ce66584c-be63-4df7-8fa7-5bd9b3c74aef,
  abstract     = {{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 2C 12/C 12 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).}},
  author       = {{Marques, Eduardo and de Oliveira Brito, Rodrigo and Silva, Sandra and Rodríguez-Borges, J and Vale, Maria and Gomes, Paula and Araújo, Maria and Söderman, Olle}},
  issn         = {{0743-7463}},
  language     = {{eng}},
  number       = {{19}},
  pages        = {{11009--11017}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Langmuir}},
  title        = {{Spontaneous Vesicle Formation in Catanionic Mixtures of Amino Acid-Based Surfactants: Chain Length Symmetry Effects.}},
  url          = {{http://dx.doi.org/10.1021/la801518h}},
  doi          = {{10.1021/la801518h}},
  volume       = {{24}},
  year         = {{2008}},
}