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

ACS Applied Materials & Interfaces
Takaaki IshigamiHiroshi Umakoshi

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.

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Citations

Sep 26, 2015·Colloids and Surfaces. B, Biointerfaces·Takaaki IshigamiHiroshi Umakoshi
Mar 1, 2016·The Journal of Physical Chemistry. B·Yukihiro OkamotoHiroshi Umakoshi
Nov 10, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Masanori HiroseHiroshi Umakoshi
Apr 12, 2016·Journal of the American Chemical Society·Erol LicsandruMihail Barboiu
Jun 20, 2016·Journal of Chromatography. a·Gerhard K E Scriba
May 28, 2016·Langmuir : the ACS Journal of Surfaces and Colloids·Takaaki IshigamiHiroshi Umakoshi
May 10, 2016·Langmuir : the ACS Journal of Surfaces and Colloids·Tham Thi BuiHiroshi Umakoshi
Jul 13, 2016·Langmuir : the ACS Journal of Surfaces and Colloids·Keishi SugaHiroshi Umakoshi
Feb 7, 2017·Langmuir : the ACS Journal of Surfaces and Colloids·Fumihiko IwasakiHiroshi Umakoshi
Jan 4, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hironori Tsuchiya, Maki Mizogami
Jan 30, 2020·Physical Chemistry Chemical Physics : PCCP·Nishu KanwaAnjan Chakraborty
Sep 29, 2019·International Journal of Molecular Sciences·Ke ChenWei Wang
Oct 13, 2018·Chemical Science·Francis G A ListerJonathan Clayden
May 14, 2018·Chemistry and Physics of Lipids·William M Penny, Christopher P Palmer
Jun 12, 2021·Nature Chemistry·Juan HuBrian M Paegel
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Jul 24, 2021·Journal of Nanobiotechnology·Zaihui PengXiaowei Qi
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Apr 12, 2017·ACS Omega·Fumihiko IwasakiHiroshi Umakoshi
Apr 26, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Nozomi WatanabeHiroshi Umakoshi
Jun 10, 2019·ACS Biomaterials Science & Engineering·Kohei SatoSamuel I Stupp
Mar 4, 2017·Biomacromolecules·Yukihiro OkamotoHiroshi Umakoshi
Apr 16, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Soumya Kanti DeAnjan Chakraborty
Jul 14, 2020·Langmuir : the ACS Journal of Surfaces and Colloids·Jijo J VallooranEhud M Landau
Oct 23, 2020·The Journal of Physical Chemistry. B·Michael S ChernHiroshi Umakoshi

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