Chiral Recognition of l -Amino Acids on Liposomes Prepared with l -Phospholipid

Takaaki Ishigami, Keishi Suga, Hiroshi Umakoshi

Research output: Contribution to journalArticlepeer-review

47 Citations (Scopus)

Abstract

In this study, we demonstrated that liposomes composed of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) can recognize several l-amino acids, but not their d-enantiomers, by analyzing their adsorptive behavior and using circular dichroism spectroscopy. Changes in liposomal membrane properties, determined based on fluorescent probe analysis and differential scanning calorimetry, were induced by l-amino acid binding. UV resonance Raman spectroscopy analysis suggested that the chiral recognition was mediated by electrostatic, hydrophobic, and hydrogen bond interactions, where the recognition site could therefore be constructed on the DPPC membrane. Our findings clearly indicate the potential function of liposomes in asymmetric recognition.

Original languageEnglish
Pages (from-to)21065-21072
Number of pages8
JournalACS Applied Materials and Interfaces
Volume7
Issue number38
DOIs
Publication statusPublished - 2015 Sep 30
Externally publishedYes

Keywords

  • adsorption
  • amino acids
  • chiral recognition
  • electrostatic interaction
  • hydrogen bond
  • liposomes
  • lock-and-key model

ASJC Scopus subject areas

  • Materials Science(all)

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