4.5 Article

Functionalized Phospholipid Molecular Platform: Use for Production of Cationic Fluorescent Lipids

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 5, Pages 1076-1083

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301416

Keywords

Amphiphiles; Lipids; Phospholipids; Fluorescence; Click chemistry

Funding

  1. Services Communs of the University of Brest (RMN-RPE and mass spectrometry)
  2. Conseil Regional de Bretagne
  3. Centre National de la Recherche Scientifique (CNRS)
  4. Ministere de la recherche

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Fluorescent amphiphilic phospholipids (neutral or cationic) in which fluorescent probes are contained in the lipid domain were synthesized via phosphoramide intermediates possessing two distinct lipid chains. One of these lipid chains is -functionalized with an azide or alkyne group, and this is subsequently used to introduce a fluorescent probe by Huisgen cycloaddition. Five different fluorescent probes (naphthalimide, dansyl, fluoresceine, Nile red, and coumarin) were considered in this study. These neutral and cationic fluorescent lipids were included at a 1% molar ratio with a selected cationic lipid (KLN47) to produce liposomal solutions that were characterized by dynamic light scattering and zeta potential measurements.

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