The Journal of Membrane Biology

, Volume 65, Issue 1–2, pp 49–54 | Cite as

Transport of benzenesulfonic acid derivatives through the rat erythrocyte membrane

  • Shuji Kitagawa
  • Hiroshi Terada
  • Fujio Kametani
Articles

Summary

Transport of benzenesulfonic acid derivatives through the rat erythrocyte membrane was studied. The transport properties, such as pH-dependence and effects of reagents reacting with amino-groups, were similar to those of anions like Cl through the human erythrocyte membrane. The rate of transport of anions through rat erythrocyte membranes is higher than through those of other mammals, such as guinea pig and bovine erythrocyte membranes. This relatively high rate of transport makes the rat erythrocyte membrane suitable for use in comparative studies on the transports of slowly penetrating substances, such as organic anions. The transport velocities of benzenesulfonic acid derivatives were compared with their physico-chemical properties. It was shown that the hydrophobicity has no effect on the transport, but the electronic property has a significant effect: the transport rate is mainly dependent on thee donor capacities. This feature is the inverse to the well-known inhibitory effect of these derivatives on other anion transport: the inhibition is mainly dependent on thee acceptor capacities. It is suggested that the transport is regulated by the binding capacity of anions to the transport site.

Key words

benzenesulfonic acid derivatives erythrocyte membrane anion transport structure-activity relationship 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Aubert, L., Motais, R. 1975. Molecular features of organic anion permeability in ox red blood cell.J. Physiol. (London) 246:159–179Google Scholar
  2. Barzilay, M., Cabantchik, Z.I. 1979. Anion transport in red blood cells. II. Kinetics of reversible inhibition by nitroaromatic sulfonic acids.Membr. Biochem. 2:255–281Google Scholar
  3. Barzilay, M., Ship, S., Cabantchik, Z.I. 1979. Anion transport in red blood cells I. Chemical properties of anion recognition sites as revealed by structure-activity relationships of aromatic sulfonic acids.Membr. Biochem. 2:227–254Google Scholar
  4. Brahm, J. 1977. Temperature-dependent changes of chloride transport kinetics in human red cells.J. Gen. Physiol. 70:283–306Google Scholar
  5. Cabantchik, Z.I., Knauf, P.A., Rothstein, A. 1978. The anion transport system of the red blood cell.Biochim. Biophys. Acta 515:239–302Google Scholar
  6. Cousin, J.L., Motais, R., Sola, F. 1975. Transmembrane exchange of chloride with bicarbonate ion in mammalian red blood cells: Evidence for a sulfonamide-sensitive ‘carrier’.J. Physiol. (London) 253:385–399Google Scholar
  7. Dalmark, M. 1975. Chloride transport in human red cells.J. Physiol. (London) 250:39–64Google Scholar
  8. Dalmark, M. 1976. Chloride in the human erythrocyte: Distribution and transport between cellular and extracellular fluids and structural features of the cell membrane.Prog. Biophys. Mol. Biol. 31:145–164Google Scholar
  9. Dalmark, M., Wieth, J.O. 1972. Temperature dependence of chloride, bromide, iodide, thiocyanate, and salicylate transport in human red cells.J. Physiol. (London) 224:583–610Google Scholar
  10. Deuticke, B. 1970. Anion permeability of the red blood cell.Naturwissenschaften 57:172–179Google Scholar
  11. Deuticke, B. 1977. Properties and structural basis of simple diffusion pathways in the erythrocyte membrane.Rev. Physiol. Biochem. Pharmacol. 78:1–97Google Scholar
  12. Fortes, P.A.G., Hoffman, J.F. 1974. The interaction of fluorescent probes with anion permeability pathways of human red cells.J. Membrane Biol. 16:79–100Google Scholar
  13. Gruber, W., Deuticke, B. 1973. Comparative aspects of phosphate transfer across mammalian erythrocyte membranes.J. Membrane Biol. 13:19–36Google Scholar
  14. Gunn, R.B. 1973. A titratable carrier for monovalent ionorganic anions in red blood cells.In: Erythrocytes, Thrombocytes, Leukocytes. E. Gerlach, K. Moser, E. Deutsch, and W. Wilmanns, editors. pp. 77–79. Stuttgart, ThiemeGoogle Scholar
  15. Gunn, R.B., Cooper, J.A., Jr. 1975. Effect of local anesthetics on chloride transport in erythrocytes.J. Membrane Biol. 25:311–326Google Scholar
  16. Gunn, R.B., Dalmark, M., Tosteson, D.C., Wieth, J.O. 1973. Characteristics of chloride transport in human red blood cells.J. Gen. Physiol. 61:185–206Google Scholar
  17. Gunn, R.B., Fröhlich, O. 1980. The kinetics, of the titratable carrier for anion exchange in erythrocytes.Ann. N.Y. Acad. Sci. 341:384–393Google Scholar
  18. Hansch, C. 1969. A quantitative approach to biochemical structure-activity relationships.Acc. Chem. Res. 2:232–239Google Scholar
  19. Hansch, C., Fujita, T. 1964. ϑ-σ-π Analysis: A method for the correlation of biological activity and chemical structure.J. Am. Chem. Soc. 86:1616–1626Google Scholar
  20. Hansch, C., Muir, R.M., Fujita, T., Maloney, P.P., Geiger, F., Streich, M. 1963. The correlation of biological activity of plant growth regulators and chloromycetin derivatives with Hammett constants and partition coefficients.J. Am. Chem. Soc. 85:2817–2824Google Scholar
  21. Hedin, S.G. 1897. Über die Permeabilität der Blutkörperchen.Pfluegers Arch. Gesamte Physiol. 68:229Google Scholar
  22. Kirk, R.G. 1977. Potassium transport and lipid, composition in mammalian red blood cell membranes.Biochim. Biophys. Acta 464:157–164Google Scholar
  23. Knauf, P.A., Rothstein, A. 1971. Chemical modification of membranes. I. Effects of sulfhydryl and amino reactive reagents on anion and cation permeability of the human red blood cell.J. Gen. Physiol. 58:190–210Google Scholar
  24. Leo, A., Hansch, C., Elkins, D. 1971. Partition coefficients and their uses.Chem. Rev. 71:525–616Google Scholar
  25. McDaniel, D.H., Brown, H.C. 1958. An extended table of Hammett substituent constants based on the ionization of substituted benzoic acid.J. Org. Chem. 23:420–427Google Scholar
  26. Passow, H. 1969. Passive ion permeability of the erythrocyte membrane.Prog. Biophys. Mol. Biol. 19:424–467Google Scholar
  27. Rothstein, A., Cabantchik, Z.I., Knauf, P. 1976. Mechanism of anion transport in red blood cells: Role of membrane proteins.Fed. Proc. 35:3–10Google Scholar
  28. Rothstein, A., Ramjeesingh, M., Grinstein, S., Knauf, P.A. 1980. Protein structure in relation to anion transport in red cells.Ann. N. Y. Acad. Sci. 341:433–443Google Scholar
  29. Tosteson, D.C. 1959. Halide transport in red blood cells.Acta Physiol. Scad. 46:19–41Google Scholar
  30. Ungar, S.H., Hansch, C. 1976. Quantitative models of steric effects.Prog. Phys. Org. Chem. 12:91–118Google Scholar
  31. Wieth, J.O. 1970. Effects of some monovalent anions on chloride and sulfate permeability of human red cells.J. Physiol. (London) 207:581–609Google Scholar
  32. Wieth, J.O., Brahm, J., Funder, J. 1980. Transport and interactions of anions and protons in the red blood cell membrane.Ann. N.Y. Acad. Sci. 341:394–418Google Scholar

Copyright information

© Springer-Verlag New York Inc 1982

Authors and Affiliations

  • Shuji Kitagawa
    • 1
  • Hiroshi Terada
    • 1
  • Fujio Kametani
    • 1
  1. 1.Faculty of Pharmaceutical SciencesUniversity of TokushimaTokushimaJapan

Personalised recommendations