Solubilization of Aromatic Compounds by Vesicles Loaded with Cyclodextrin

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The objective of this study is to raise the solubilizing ability of vesicles consisting of didodecyldimethylammonium bromide (DDAB), a double chain cationic surfactant. We investigated the effects of β-cyclodextrin (β-CyD, a water-soluble oligosaccharide capable of incorporating molecules of proper sizes) added to the inner aqueous phase of the vesicles on the solubilization of aromatic compounds with the equilibrium dialysis, fluorescent probe, and dynamic light scattering methods.<BR>The size of DDAB vesicles loaded with β-CyD was found to be 60 nm when they were prepared under ultrasonic irradiation for a sufficiently long time. The solubilization equilibrium constant (K) of benzilic acid, which is a solubilizate hardly incorporated by the cyclodextrin, was noticeably larger for the β-CyD-loaded vesicles than that for DDAB vesicles containing no cyclodextrin (60 nm), whereas no remarkable increase was found in the K value of 3-phenylpropionic acid (HCA), which is a solubilizate easily incorporated by the cyclodextrin. Consequently, it was concluded that oily substances which are hardly incorporated by β-CyD are solubilized easily in the vesicle bilayers through the change in the bilayer property caused by the cyclodextrin in the inner aqueous phase of the vesicles.
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