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Synthesis of unsymmetrical saturated or diacetylenic cationic bolaamphiphiles
Authors:Mathieu Berchel,Sylvain Tré  pout,Jelena Jefti?
Affiliation:a UMR CNRS 6226, Equipe ‘Chimie Organique et Supramoléculaire’, Ecole Nationale Supérieure de Chimie de Rennes, Université Européenne de Bretagne, Avenue du Général Leclerc, 35700 Rennes, France
b Chimie et Biologie des Membranes et des Nanoobjets, UMR CNRS 5248, Université Bordeaux 1-ENITAB, Institut Européen de Chimie et de Biologie, 2 rue Robert Escarpit, 33607 Pessac, France
Abstract:This work presents the synthesis of novel unsymmetrical bolaamphiphiles bearing a sugar residue and a cationic glycine betaine moiety connected to both ends of a C22 or C32 oligomethylene bridging chain possessing or not a diacetylenic unit. Preliminary transmission electron microscopy (TEM) studies revealed the polymorphism of these bola lipids with regard to their self-assembled morphologies in water depending on the presence or not of the diacetylenic functionality and on alkyl chain length.
Keywords:Bolaamphiphile   Synthesis   Supramolecular assemblies   Transmission electron microscopy   Vesicles   Tubules   Hydrogel
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