Shape imposed by secondary structure of a polypeptide affects its free diffusion through liquid-filled pores

International Journal of Pharmaceutics

Volumn 244, Issue 1-2, 2002, Pages 1-8

  Salamat Miller, Nazila ^a   Chittchang, Montakarn ^a   Mitra, Ashim K ^a   Johnston, Thomas P ^a  

^a School of Pharmacy   (United States)

Author keywords

Diffusion; Molecular shape; Polypeptide; Secondary structure

Indexed keywords

PHENYLALANINE; POLYESTER; POLYGLUTAMIC ACID; POLYLYSINE; POLYPEPTIDE;

ALPHA HELIX; AQUEOUS SOLUTION; ARTICLE; BETA SHEET; CHANNEL GATING; CIRCULAR DICHROISM; CONCENTRATION (PARAMETERS); DIFFUSION; DIFFUSION COEFFICIENT; DONOR; HYDRODYNAMICS; LIQUID; MEMBRANE PERMEABILITY; MICROPORE FILTER; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTEIN SECONDARY STRUCTURE; STATISTICAL ANALYSIS; VISCOSITY;

CIRCULAR DICHROISM; MOLECULAR CONFORMATION; PEPTIDES; PERMEABILITY; PROTEIN STRUCTURE, SECONDARY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0037026280     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-5173(02)00320-4     Document Type: Article

References (26)

1. Adson A., Burton P.S., Raub T.J., Barsuhn C.L., Audus K.L., Ho N.F.H. Passive diffusion of weak organic electrolytes across Caco-2 cell monolayers: uncoupling the contributions of hydrodynamic, transcellular, and paracellular barriers. J. Pharm. Sci. 84:1995;1197-1204.
2. Burton P.S., Conradi R.A., Ho N.F.H., Hilgers A.R., Borchardt R.T. How structural features influence the biomembrane permeability of peptides. J. Pharm. Sci. 85:1996;1336-1340.
3. Davidson M.G., Deen W.M. Hindered diffusion of water-soluble macromolecules in membranes. Macromolecules. 21:1988;3474-3481.
4. Dodoo A.N.O., Bansal S., Barlow D.J., Bennet F.C., Hider R.C., Lansley A.B., Lawrence M.J., Marriott C. Systematic investigation of the influence of molecular structure on the transport of peptides across cultured alveolar cell monolayers. Pharm. Res. 17:2000;7-14.
5. Gangwar S., Jois S.D., Siahaan T.J., Vander Velde D.G., Stella V.J., Borchardt R.T. The effect of conformation on membrane permeability of an acyloxyalkoxy-linked cyclic prodrug of a model hexapeptide. Pharm. Res. 13:1996;1657-1662.
6. Gonzáles-Mariscal L., Avila A., Betanzos A. The relationship between structure and function of tight junctions. Cereijido M., Anderson J., Tight Junctions. 2001;89-120 CRC Press, Boca Raton, FL.
7. Greenfield N., Fasman G.D. Computed circular dichroism spectra for the evaluation of protein conformations. Biochemistry. 8:1969;4108-4116.
8. Horibe Y., Hosoya K., Kim K., Ogiso T., Lee V.H.L. Polar solute transport across the pigmented rabbit conjunctiva: size dependence and the influence of 8-bromo cyclic adenosine monophosphate. Pharm. Res. 14:1997;1246-1251.
9. Johnson W.C., Tinoco I. Circular dichroism of polypeptide solutions in the vacuum ultraviolet. J. Am. Chem. Soc. 94:1972;4389-4390.
10. Johnston T.P., Rahman A., Alur H.H., Shah D., Mitra A.K. Permeation of unfolded basic fibroblast growth factor (bFGF) across rabbit buccal mucosa-Does unfolding of bFGF enhance transport. Pharm. Res. 15:1998;246-253.
11. Knipp G.T., Ho N.F.H., Barsuhn C.L., Borchardt R.T. Paracellular diffusion in Caco-2 cell monolayers: effect of perturbation on the transport of hydrophilic compounds that vary in charge and size. J. Pharm. Sci. 10:1997a;1105-1110.
12. Knipp G.T., Vander Velde D.G., Siahaan T.J., Borchardt R.T. The effect of beta-turn structure on the passive diffusion of peptides across Caco-2 cell monolayers. Pharm. Res. 14:1997b;1332-1340.
13. Matsukawa Y., Lee V.H.L., Crandall E.D., Kim K. Size dependent dextran transport across rat alveolar epithelial cell monolayer. J. Pharm. Sci. 86:1997;305-309.
14. Munk P. Introduction to Macromolecular Science. 1989;304-307 Wiley, New York, NY.
15. Okumu F.W., Pauletti G.M., Vander Velde D.G., Siahaan T.J., Borchardt R.T. Effect of restricted conformational flexibility on the permeation of model hexapeptides across Caco-2 cell monolayers. Pharm. Res. 14:1997;169-175.
16. Pade V., Stavchansky S. Estimation of the relative contribution of the transcellular and paracellular pathway to the transport of passively absorbed drugs in the Caco-2 cell culture model. Pharm. Res. 14:1997;1210-1215.
17. Park S., Johnson M.E., Fung L.W.-M. NMR analysis of secondary structure and dynamics of a recombinant peptide from the N-terminal region of human erythroid α-spectrin. FEBS Lett. 485:2000;81-86.
18. Pauletti G.M., Okumu F.W., Borchardt R.T. Effect of size and charge on the passive diffusion of peptides across Caco-2 cell monolayers via the paracellular pathway. Pharm. Res. 14:1997;164-168.
19. Richardson J.S. The anatomy and taxonomy of protein structure. Anfinsen C.B., Edsall J.T., Richards F.M., Advances in Protein Chemistry. 34:1981;262 Academic Press, New York.
20. Rojanasakul Y., Wang L.Y., Bhat M., Glover D.D., Malanga C.J., Ma J.K. The transport barrier of epithelia: a comparative study on membrane permeability and charge selectivity in the rabbit. Pharm. Res. 9:1992;1029-1034.
21. Schurmann G., Haspel J., Grumet M., Erickson H.P. Cell adhesion molecule L1 in folded (horseshoe) and extended conformation. Mol. Biol. Cell. 12:2001;1765-1773.
22. Seipke G., Arfmann H., Wagner K.G. Synthesis and properties of alternating poly(lys-phe) and comparison with random copolymer poly(lys-phe). Biopolymers. 13:1974;1621-1633.
23. Shulman S. The size and shape of bovine fibrinogen. Studies of sedimentation, diffusion, and viscosity. J. Am. Chem. Soc. 75:1953;5846-5852.
24. Sorensen M., Steenberg B., Knipp G.T., Wang W., Steffansen B., Frokjaer S., Borchardt R.T. The effect of β-turn structure on the permeation of peptides across a monolayer of bovine brain microvessel endothelial cells. Pharm. Res. 14:1997;1341-1348.
25. Tamura K., Lee C.-P., Smith P.L., Borchardt R.T. Effect of charge on oligopeptide transporter-mediated permeation of cyclic dipeptides across Caco-2 cell monolayers. Pharm. Res. 13:1996;1752-1754.
26. Tanford C. In: Physical Chemistry of Macromolecules. 1961;324 and 396 Wiley, New York, NY.