• Rodriguez Borges, Je
• Brito, Ro
• Gomes, P.
• Silva, Sg
• Do Vale, Ml
• Araujo, Mj
• Soderman, O.
• Marques, Ef

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 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).

Topics

• impedance spectroscopy
• phase
• transmission electron microscopy
• forming
• Nuclear Magnetic Resonance spectroscopy
• biocompatibility
• surfactant