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• W2322389413 abstract "One of the great challenges in pharmacokinetics is to find a means to optimize the transport across cell barriers. In this work, permeation across a cell monolayer, such as the tight endothelia in the blood–brain barrier, was modeled using a homologous series of amphipatic molecules, 7-nitrobenz-2-oxa-1,3-diazol-4-yl (NBD)-labeled alkyl chain amphiphiles (NBD-Cn, n = 2 to 16), to obtain rules that relate permeant structure to permeability. The amphiphile enters the system from the serum, equilibrated with serum albumin and lipoproteins, and its sequestration by serum components, interaction with the endothelium, and accumulation in the tissue is followed over time. The dependence of the permeability coefficient on the number of carbons of the amphiphile’s alkyl chain has a parabolic-like shape. After a threshold value, an increase in the hydrophobicity of the amphiphile, along the homologous series, results in a decrease in the characteristic rate of permeation to the tissue. A sensitivity analysis was performed, and the rate limiting steps for permeation of each amphiphile were identified. Sequestration in the serum and rate of interaction with the endothelium, particularly the rate of desorption, were found to be the determinant processes for some amphiphiles, while for others translocation was the rate limiting step. Additionally, for some amphiphiles a single rate limiting step could not be identified, with several steps contributing significantly to the overall permeation. Finally, we derived analytical equations that adequately describe the rate of amphiphile accumulation in the tissue for the cases where permeation is controlled by a single rate limiting step." @default.
• W2322389413 created "2016-06-24" @default.
• W2322389413 creator A5000630960 @default.
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• W2322389413 date "2014-09-18" @default.
• W2322389413 modified "2023-09-23" @default.
• W2322389413 title "Beyond Overton’s Rule: Quantitative Modeling of Passive Permeation through Tight Cell Monolayers" @default.
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• W2322389413 doi "https://doi.org/10.1021/mp500437e" @default.
• W2322389413 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25190147" @default.
• W2322389413 hasPublicationYear "2014" @default.
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