Bis antennae amphiphilic cyclodextrins: the first examples

Insertion properties of cholesterylcyclodextrins in phospholipid membranes: a molecular study

“…1), such as TASC, which is composed of a hydrophilic permethylated a-CD part to which a hydrophobic cholesteryl residue is attached by a succinyl linker, 4 as well as TBSC and TBdSC, which are the permethylated mono-and di-substituted cholesteryl b-CD analogues of TASC. 5 Cholesterol has been proven to be an efficient membrane anchor. Two substitutions should even allow for double insertion and, thus, an increase in the anchoring strength.…”

“…6 Previous studies demonstrated that for all three investigated CDs, stable monolayers of the pure compounds can be obtained. 5,7 We thoroughly studied and compared their amphiphilic behavior and demonstrate that the CD head adjusts its conformation according to the available area per molecule. 4,5,7 Furthermore, insertion of TBdSC into the phospholipid model membranes 7 and phase separation has been shown, similar to the native monocholesteryl CDs.…”

“…5,7 We thoroughly studied and compared their amphiphilic behavior and demonstrate that the CD head adjusts its conformation according to the available area per molecule. 4,5,7 Furthermore, insertion of TBdSC into the phospholipid model membranes 7 and phase separation has been shown, similar to the native monocholesteryl CDs. 6,8 In this paper, we fully describe the interfacial behavior of DPPC mixtures with the amphiphilic CDs, TASC, TBSC and TBdSC, to achieve a complete understanding of the CD insertion properties from a macroscopic to a molecular level, with a special emphasis on the insertion behavior on the molecular scale.…”

Amphiphilic Cyclodextrins, Synthesis, Utilities and Application of Molecular Modeling in Their Design

“…In 2007, Mallet and coworkers synthesized new derivatives of amphiphilic CDs (Collat et al, 2007). These compound were obtained from reaction between carboxylic acid that derivative of chlosterol with di-amino CDs in presence of DCC and 1-hydroxy benzo tri azol(HoBt).…”

Cholesterol Depletion from a Ceramide/Cholesterol Mixed Monolayer: A Brewster Angle Microscope Study

“…Cholesterol depletion by cyclodextrins (CDs) from biomembranes has attracted a lot of attention due to its biological and medical relevence 1 2 3 4 5 6 7 8 9 10 11 12 . Among the members of CD families (e.g.…”