title: Chiral Selective Adsorption of Ibuprofen on a Liposome Membrane.
abstract: We investigated the key factors that affect enantioselective adsorption of ibuprofen (IBU) on a liposome membrane by changing its lipid composition: the liposome membrane shows different membrane fluidity, surface charge, content of chiral components, and heterogeneity (nanodomain). Nonspecific interactions (hydrophobic and electrostatic) were revealed to be an important factor in enhancing the adsorbed amount of IBU, based on adsorption experiments carried out using single lipids (DPPC, DMPC, DOPC, and DLPC) and positively charged liposomes (DOTAP and liposome containing DC-Ch). Furthermore, control of the boundary edge (i.e., the nanodomain size) derived from the membrane heterogeneity was important for enantioselective adsorption; as well as multiple weak interactions between lipid molecules and IBU enantiomers. The above findings provided a good index for constructing liposomal chiral adsorbents.
authors.affiliation: Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University , 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan.
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Okamoto
authors.affiliation: Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University , 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kishi
authors.affiliation: Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University , 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan.
authors.forename: Takaaki
authors.initials: T
authors.lastname: Ishigami
authors.affiliation: Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University , 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan.
authors.forename: Keishi
authors.initials: K
authors.lastname: Suga
authors.affiliation: Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University , 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Umakoshi
mesh_terms: D000327:Adsorption; D007052:Ibuprofen / Q000737:chemistry*; D008081:Liposomes / Q000737:chemistry*; D008563:Membrane Lipids / Q000737:chemistry*; D015394:Molecular Structure; D013499:Surface Properties
chemical_list: D008081:Liposomes; D008563:Membrane Lipids; D007052:Ibuprofen