Solvent-free chemo-enzymatic synthesis of fatty acyl-β-cyclodextrin.

Autor: Bonnet, Véronique, Favrelle, Audrey, Aubry, Frédéric, Sarazin, Catherine, Djedaïni-Pilard, Florence
Zdroj: Journal of Inclusion Phenomena & Macrocyclic Chemistry; Dec2013, Vol. 77 Issue 1-4, p155-161, 7p
Abstrakt: Lipase-catalyzed transesterifications were carried out without solvent and in mild conditions on permethylated β-cyclodextrins derivatives to obtain lipidyl-cyclodextrin, a new class of amphiphilic compounds with expected auto-assembly properties. Good conversion rate, of 6-( N-hydroxyethylsuccinamido)-6-deoxy-2, 3-di- O-methyl-hexakis (2,3,6-tri- O-methyl) cyclomaltoheptaose were obtained by using lipozyme as catalyst. Critical Aggregation Concentrations of these new derivatives of amphiphilic cyclodextrins (5.10 and 5.10 M) are in favor of an auto-association behavior. Finally, NMR experiments were carried out to evaluate the self-assembly of the compounds in water. The resulting supramolecular aggregates have potential to be used as nano-carriers for drug. Graphical abstract: [Figure not available: see fulltext.] [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index