1. Interactions of sugar-based bolaamphiphiles with biomimetic systems of plasma membranes.
- Author
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Nasir MN, Crowet JM, Lins L, Obounou Akong F, Haudrechy A, Bouquillon S, and Deleu M
- Subjects
- Adsorption, Binding Sites, Binding, Competitive, Biocompatible Materials chemical synthesis, Biocompatible Materials chemistry, Biocompatible Materials metabolism, Biomimetics, Cell Membrane metabolism, Furans chemical synthesis, Furans metabolism, Glycolipids chemistry, Glycolipids metabolism, Hydrophobic and Hydrophilic Interactions, Lipid Bilayers chemistry, Lipid Bilayers metabolism, Models, Molecular, Pyridones chemical synthesis, Pyridones metabolism, Rhamnose metabolism, Spectroscopy, Fourier Transform Infrared, Sterols chemistry, Sterols metabolism, Xylose metabolism, Cell Membrane chemistry, Furans chemistry, Pyridones chemistry, Rhamnose chemistry, Xylose chemistry
- Abstract
Glycolipids constitute a class of molecules with various biological activities. Among them, sugar-based bolaamphiphiles characterized by their biocompatibility, biodegradability and lower toxicity, became interesting for the development of efficient and low cost lipid-based drug delivery systems. Their activity seems to be closely related to their interactions with the lipid components of the plasma membrane of target cells. Despite many works devoted to the chemical synthesis and characterization of sugar-based bolaamphiphiles, their interactions with plasma membrane have not been completely elucidated. In this work, two sugar-based bolaamphiphiles differing only at the level of their sugar residues were chemically synthetized. Their interactions with membranes have been investigated using model membranes containing or not sterol and with in silico approaches. Our findings indicate that the nature of sugar residues has no significant influence for their membrane interacting properties, while the presence of sterol attenuates the interactions of both bolaamphiphiles with the membrane systems. The understanding of this distinct behavior of bolaamphiphiles towards sterol-containing membrane systems could be useful for their applications as drug delivery systems., (Copyright © 2016. Published by Elsevier B.V.)
- Published
- 2016
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