Synthesis of unsymmetrical saturated or diacetylenic cationic bolaamphiphiles

Mathieu Berchel, Loïc Lemiègre, Sylvain Trépout, Olivier Lambert, Jelena Jeftić, Thierry Benvegnu

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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.

Original languageEnglish
Pages (from-to)7419-7422
Number of pages4
JournalTetrahedron Letters
Issue number52
Publication statusPublished - 22 Dec 2008
Externally publishedYes


  • Bolaamphiphile
  • Hydrogel
  • Supramolecular assemblies
  • Synthesis
  • Transmission electron microscopy
  • Tubules
  • Vesicles

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