Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 10, Pages 4092-4101Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406111
Keywords
amino acids; drug delivery; self-assembly; surfactants; vesicles
Categories
Funding
- Foundation for Science and Technology (FCT)
- FEDER-Compete [PTDC/QUI-QUI/115212/2009, REDE/1517/RMN/2005]
- Centro de Investigacao Quimica da Universidade do Porto (CIQUP) [Pest/C-QUI/UI0081/2013]
- FCT [SFRH/BD/61193/2009]
- European Social Fund (ESF)
- Fundação para a Ciência e a Tecnologia [SFRH/BD/61193/2009] Funding Source: FCT
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Vesicles based on mixed cationic and anionic surfactants (catanionic vesicles) offer a number of advantageous colloidal features over conventional lipid-based vesicles, namely spontaneity in formation, long-term stability, and easy modulation of size and charge. If biocompatibility is added through rational design of the chemical components, the potential for biorelated applications further emerges. Here, we report for the first time on two catanionic vesicle systems in which both ionic amphiphiles are derivatized from the same amino acid-serine-with the goal of enhancing aggregate biocompatibility. Phase behavior maps for a mixture with chain length symmetry, 12Ser/12-12Ser, and another with asymmetry, 16Ser/8-8Ser, are presented, for which regions of vesicles, micelles, and coexisting aggregates are identified. For the asymmetric mixture, detailed phase behavior and microstructure characterization have been carried out based on surface tension, light microscopy, cryo-SEM, cryo-TEM, and dynamic light scattering analysis. Vesicles are found with tunable mean size, pH, and zeta potential. Changes in aggregate shape with varying composition and the effect of preparation methods and aging on vesicle features and stability have been investigated in detail. The results are discussed in the light of self-assembly models and related catanionic systems reported before. A versatile system of robust vesicles is thus presented for potential applications.
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