Self-organization of synthetic cholesteryl oligoethyleneglycol glycosides in water

V. Faivre (1) , Pl Bardonnet , P. Boullanger (2) , H. Amenitsch , M. Ollivon (1) , F. Falson (3)

1 IGPS - Institut Galien Paris-Sud
2 ICBMS - Institut de Chimie et Biochimie Moléculaires et Supramoléculaires
3 UCBL ISPB - Université Claude Bernard Lyon 1 - Institut des Sciences Pharmaceutiques et Biologiques

Lectin−sugar recognition systems are of interest in the pharmaceutical field, especially for the development of drug carriers, tailored for selective delivery. This paper deals with the anhydrous and aqueous self-organization properties of a synthetic cholesteryl oligoethyleneglycol glycoside with the aim of their incorporation in liposomes. Successive phases (lamellar, R3m, Im3m, micelles) have been described depending on water content and temperature. As a result of the presence of sugar residues and their hydration ability, this glycolipid shows a large range of packing parameter with increasing water content. However, because of oligoethyleneglycol spacer, a slight dehydration has been observed with increasing temperature from 20 to 60 °C.

Domains: Organic chemistry

V. Faivre, Pl Bardonnet, P. Boullanger, H. Amenitsch, M. Ollivon, et al.. Self-organization of synthetic cholesteryl oligoethyleneglycol glycosides in water. Langmuir, 2009, 25 (16), pp.9424-9431. ⟨10.1021/la900492j⟩. ⟨hal-01301880⟩