title: Synthesis of lipophosphoramidyl-cyclodextrins and their supramolecular properties.
abstract: The synthesis of lipophosphoramidyl-β-CD was obtained by an Atherton-Todd (AT) reaction that involved dioleylphosphite and either functionalized permethylated or native β-cyclodextrin. This AT reaction that produced dioleylphosphoramide by making use of the amino group grafted on cyclodextrin, was optimized for these cyclic oligosaccharides. These new amphiphilic compounds were fully characterized, and their self-assembling properties were investigated: the mean size diameter and polydispersity measured by Dynamic Light Scattering (DLS) were affected by the nature of the aqueous media and the temperature of storage. The encapsulation properties of these nanoparticles have been evaluated using carboxyfluorescein and scopolamine derivatives as model of guests.
authors.affiliation: Université de Picardie Jules Verne, CNRS UMR 6219, Laboratoire des Glucides, Institut de Chimie de Picardie, 80039 Amiens, France.
authors.forename: Cédric
authors.initials: C
authors.lastname: Gervaise
authors.forename: Véronique
authors.initials: V
authors.lastname: Bonnet
authors.forename: Olivier
authors.initials: O
authors.lastname: Wattraint
authors.forename: Fréderic
authors.initials: F
authors.lastname: Aubry
authors.forename: Catherine
authors.initials: C
authors.lastname: Sarazin
authors.forename: Paul-Alain
authors.initials: PA
authors.lastname: Jaffrès
authors.forename: Florence
authors.initials: F
authors.lastname: Djedaïni-Pilard
mesh_terms: D000577:Amides / Q000737:chemistry*; D002138:Calibration; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry; D008027:Light; D008055:Lipids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D053758:Nanoparticles; D010756:Phosphoric Acids / Q000737:chemistry*; D012542:Scattering, Radiation; D021241:Spectrometry, Mass, Electrospray Ionization; D013500:Surface Tension
chemical_list: D000577:Amides; D003505:Cyclodextrins; D008055:Lipids; D010756:Phosphoric Acids; C011067:phosphoramidic acid