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|Title: ||Interaction of Bile Salts With Lipid Bilayers: An Atomistic Molecular Dynamics Study|
|Authors: ||Neves, Maria C.|
Filipe, Hugo A. L.
Reis, Rita Leones
Prates Ramalho, João P.
Moreno, Maria J.
Loura, Luis M. S.
|Keywords: ||bile salts|
molecular dynamics simulations
|Issue Date: ||2019|
|Citation: ||Frontiers in Physiology, April 2019 | Volume 10 | Article 393|
|Abstract: ||Bile salts (BS) are biosurfactants crucial for emulsification and intestinal absorption
of cholesterol and other hydrophobic compounds such as vitamins and fatty acids.
Interaction of BS with lipid bilayers is important for understanding their effects on
membranes properties. The latter have relevance in passive diffusion processes
through intestinal epithelium such as reabsorption of BS, as well as their degree
of toxicity to intestinal flora and their potential applications in drug delivery. In this
work, we used molecular dynamics simulations to address at the atomic scale
the interactions of cholate, deoxycholate, and chenodeoxycholate, as well as their
glycine conjugates with POPC bilayers. In this set of BS, variation of three structural
aspects was addressed, namely conjugation with glycine, number and position of
hydroxyl substituents, and ionization state. From atomistic simulations, the location
and orientation of BS inside the bilayer, and their specific interactions with water and
host lipid, such as hydrogen bonding and ion-pair formation, were studied in detail.
Membrane properties were also investigated to obtain information on the degree of
perturbation induced by the different BS. The results are described and related to
a recent experimental study (Coreta-Gomes et al., 2015). Differences in macroscopic
membrane partition thermodynamics and translocation kinetics are rationalized in
terms of the distinct structures and atomic-scale behavior of the bile salt species. In
particular, the faster translocation of cholate is explained by its higher degree of local
membrane perturbation. On the other hand, the relatively high partition of the polar
glycine conjugates is related to the longer and more flexible side chain, which allows
simultaneous efficient solvation of the ionized carboxylate and deep insertion of the
|Appears in Collections:||CQE - Publicações - Artigos em Revistas Internacionais Com Arbitragem Científica|
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