title: Bolaamphiphiles derived from alkenyl L-rhamnosides and alkenyl D-xylosides: importance of the hydrophilic head.
abstract: The two step synthesis of a new bolaamphiphile derived from alkenyl L-rhamnosides was described. The general synthetic strategy of bolaamphiphiles derived from L-rhamnose was based on a previous work describing the synthesis of bolaamphiphiles derived from D-xylose. The conformational properties of this new compound were investigated by FTIR spectroscopy in an aqueous film in order to obtain a reference for further studies about the membrane-interacting properties. Moreover, the surface activity of this new bolaamphiphile was analyzed by Langmuir balance technology and was compared with that of the analogous bolaamphiphile derived from alkenyl D-xylosides. The findings indicate that the rhamnoside-based bolaform has an increased surface activity and a better ability to form aggregates than xyloside-based one.
authors.affiliation: Unité Mixte de Recherche "Réactions Sélectives et Applications", CNRS-Université de Reims Champagne-Ardenne, Boîte n 44, B.P. 1039, F-51687 Reims, France
authors.forename: Sylvain
authors.initials: S
authors.lastname: Gatard
authors.forename: Mehmet Nail
authors.initials: MN
authors.lastname: Nasir
authors.forename: Magali
authors.initials: M
authors.lastname: Deleu
authors.forename: Nadia
authors.initials: N
authors.lastname: Klai
authors.forename: Vincent
authors.initials: V
authors.lastname: Legrand
authors.forename: Sandrine
authors.initials: S
authors.lastname: Bouquillon
mesh_terms: D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D014994:Xylose / Q000737:chemistry*
chemical_list: D005663:Furans; D011728:Pyridones; C543575:bolaamphiphile; D014994:Xylose