Independence of substituent contributions to the transport of small-molecule permeants in lipid bilayer
@article{Mayer2008IndependenceOS, title={Independence of substituent contributions to the transport of small-molecule permeants in lipid bilayer}, author={P. T. Mayer and Tian-xiang Xiang and Bradley D. Anderson}, journal={AAPS PharmSci}, year={2008}, volume={2}, pages={40-52} }
Purpose: To explore the independence of functional group contributions to permeability of nonelectrolytes across egg lecithin bilayers. Methods. The transport rates were measured of a series of α-substituted p-methylhippuric acids (-H,-Cl,-OCH3,-CN,-OH,-COOH, and-CONH2) across egg lecithin lipid bilayers, in the form of large unilamellar vesicles (LUVs) at 25EC. Intrinsic permeability coefficients (PHA) were calculated from apparent permeability coefficients (Papp) measured as a function of pH… CONTINUE READING
Figures, Tables, and Topics from this paper
22 Citations
Functional group dependence of solute partitioning to various locations within a DOPC bilayer: a comparison of molecular dynamics simulations with experiment.
- Chemistry, Medicine
- Journal of pharmaceutical sciences
- 2011
- 32
Permeability of fluid-phase phospholipid bilayers: assessment and useful correlations for permeability screening and other applications.
- Chemistry, Medicine
- Journal of pharmaceutical sciences
- 2013
- 14
Influence of intravesicular pH drift and membrane binding on the liposomal release of a model amine-containing permeant.
- Chemistry, Medicine
- Journal of pharmaceutical sciences
- 2008
- 14
Monomeric fullerenes in lipid membranes: effects of molecular shape and polarity.
- Chemistry, Medicine
- Langmuir : the ACS journal of surfaces and colloids
- 2011
- 26
Conformational structure, dynamics, and solvation energies of small alanine peptides in water and carbon tetrachloride.
- Chemistry, Medicine
- Journal of pharmaceutical sciences
- 2006
- 9
Liposomal drug transport: a molecular perspective from molecular dynamics simulations in lipid bilayers.
- Chemistry, Medicine
- Advanced drug delivery reviews
- 2006
- 127
PAMPA--a drug absorption in vitro model 13. Chemical selectivity due to membrane hydrogen bonding: in combo comparisons of HDM-, DOPC-, and DS-PAMPA models.
- Chemistry, Medicine
- European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences
- 2006
- 132
A correlation for 1,9-decadiene/water partition coefficients.
- Chemistry, Medicine
- Journal of pharmaceutical sciences
- 2013
- 7
A Universal Correlation Predicts Permeability Coefficients of Fluid- and Gel-Phase Phospholipid and Phospholipid-Cholesterol Bilayers for Arbitrary Solutes.
- Chemistry, Medicine
- Journal of pharmaceutical sciences
- 2016
- 5
- PDF
References
SHOWING 1-10 OF 25 REFERENCES
Substituent contributions to the transport of substituted p-toluic acids across lipid bilayer membranes.
- Chemistry, Medicine
- Journal of pharmaceutical sciences
- 1994
- 58
Influence of a Transmembrane Protein on the Permeability of Small Molecules Across Lipid Membranes
- Chemistry, Medicine
- The Journal of Membrane Biology
- 2000
- 22
Influence of chain ordering on the selectivity of dipalmitoylphosphatidylcholine bilayer membranes for permeant size and shape.
- Chemistry, Medicine
- Biophysical journal
- 1998
- 120
The relationship between permeant size and permeability in lipid bilayer membranes
- Chemistry, Medicine
- The Journal of Membrane Biology
- 2004
- 136
The Barrier Domain for Solute Permeation Varies With Lipid Bilayer Phase Structure
- Chemistry, Medicine
- The Journal of Membrane Biology
- 1998
- 57
Transport methods for probing the barrier domain of lipid bilayer membranes.
- Chemistry, Medicine
- Biophysical journal
- 1992
- 43
- PDF
Hydrogen Bonding Potential as a Determinant of the in Vitro and in Situ Blood–Brain Barrier Permeability of Peptides
- Chemistry, Medicine
- Pharmaceutical Research
- 2004
- 106
Interpretation of nonelectrolyte partition coefficients between dimyristoyl lecithin and water
- Chemistry, Medicine
- The Journal of Membrane Biology
- 2005
- 158
How structural features influence the biomembrane permeability of peptides.
- Biology, Medicine
- Journal of pharmaceutical sciences
- 1996
- 151
Deuterium order parameters in relation to thermodynamic properties of a phospholiped bilayer. A statistical mechanical interpretation.
- Chemistry, Medicine
- Biochemistry
- 1975
- 249