Chiral Selective Adsorption of Ibuprofen on a Liposome Membrane

Yukihiro Okamoto, Yusuke Kishi, Takaaki Ishigami, Keishi Suga, Hiroshi Umakoshi

Research output: Contribution to journalArticle

21 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)2790-2795
Number of pages6
JournalJournal of Physical Chemistry B
Volume120
Issue number10
DOIs
Publication statusPublished - 2016 Mar 17
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Surfaces, Coatings and Films
  • Materials Chemistry

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