Synthesis of lipophosphoramidyl-cyclodextrins and their supramolecular properties - Université de Bretagne Occidentale Access content directly
Journal Articles Biochimie Year : 2012

Synthesis of lipophosphoramidyl-cyclodextrins and their supramolecular properties

Véronique Bonnet
Olivier Wattraint
Fréderic Aubry
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  • PersonId : 1358415
Catherine Sarazin
Florence Djedaïni-Pilard

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.

Dates and versions

hal-01559137 , version 1 (10-07-2017)

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Cedric Gervaise, Véronique Bonnet, Olivier Wattraint, Fréderic Aubry, Catherine Sarazin, et al.. Synthesis of lipophosphoramidyl-cyclodextrins and their supramolecular properties. Biochimie, 2012, 94 (1), pp.66 - 74. ⟨10.1016/j.biochi.2011.09.005⟩. ⟨hal-01559137⟩
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