Skip to main content
PMC home page
Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1984 Jun;81(11):3370–3374. doi: 10.1073/pnas.81.11.3370

Conformational analysis of 6-cis- and 6-trans-leukotriene B4-calcium complexes.

R Brasseur, M Deleers
PMCID: PMC345509  PMID: 6328513

Abstract

We present a computational description of the conformation of a pair of two isomeric molecules (6-cis-and 6-trans-leukotriene B4) forming a complex with one calcium ion. Our theoretical prediction of the membrane-water interface conformation and of the bulk lipid phase conformation of the two different isomeric complexes are in excellent agreement with experimental data on the leukotriene-mediated calcium ionophoresis in liposomes. The two isomers lead to vastly different conformations in the presence of Ca2+, and the most probable conformation of the permeant species shows a globular conformation able to cross a lipid membrane.

Full text

PDF
3372

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Brasseur R., Deleers M., Malaisse W. J., Ruysschaert J. M. Conformational analysis of the calcium--A23187 complex at a lipid--water interface. Proc Natl Acad Sci U S A. 1982 May;79(9):2895–2897. doi: 10.1073/pnas.79.9.2895. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Brasseur R., Goormaghtigh E., Ruysschaert J. M. Theoretical conformational analysis of phospholipids bilayers. Biochem Biophys Res Commun. 1981 Nov 16;103(1):301–310. doi: 10.1016/0006-291x(81)91693-4. [DOI] [PubMed] [Google Scholar]
  3. Brasseur R., Notredame M., Ruysschaert J. M. Lipid-water interface mediates reversible ionophore conformational change. Biochem Biophys Res Commun. 1983 Jul 29;114(2):632–637. doi: 10.1016/0006-291x(83)90827-6. [DOI] [PubMed] [Google Scholar]
  4. Carsten M. E., Miller J. D. Comparison of calcium association constants and ionophoretic properties of some prostaglandins and ionophores. Arch Biochem Biophys. 1978 Jan 15;185(1):282–283. doi: 10.1016/0003-9861(78)90168-6. [DOI] [PubMed] [Google Scholar]
  5. Carsten M. E., Miller J. D. Effects of prostaglandins and oxytocin on calcium release from a uterine microsomal fraction. J Biol Chem. 1977 Mar 10;252(5):1576–1581. [PubMed] [Google Scholar]
  6. Deleers M., Brasseur R., Gelbcke M., Malaisse W. J. Homologous and hybrid calcium complexes of A23187 and hypoglycemic sulfonylureas: nuclear magnetic resonance and conformational analysis. J Inorg Biochem. 1982 Jun;16(3):215–225. doi: 10.1016/s0162-0134(00)80108-7. [DOI] [PubMed] [Google Scholar]
  7. Deleers M., Brasseur R., Malaisse W. J. Calcium transport by a beta-diketone in model membranes. Chem Phys Lipids. 1983 Jul;33(1):11–20. doi: 10.1016/0009-3084(83)90003-8. [DOI] [PubMed] [Google Scholar]
  8. Deleers M., Brasseur R., Ruysschaert J. M., Malaisse W. J. Conformational analysis of phorbol esters at a simulated membrane/water interface. Biophys Chem. 1983 Jun;17(4):313–319. doi: 10.1016/0301-4622(83)80016-7. [DOI] [PubMed] [Google Scholar]
  9. Deleers M., Gelbcke M., Malaisse W. J. Formation of hybrid complexes between Ca and the ionophores bromolasalocid (Br-X537A) and A23187. Proc Natl Acad Sci U S A. 1981 Jan;78(1):279–282. doi: 10.1073/pnas.78.1.279. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Deleers M., Malaisse W. J. Influence of membrane viscosity on the lateral and transverse mobility of carboxylic ionophores. Chem Phys Lipids. 1982 Nov;31(3):227–235. doi: 10.1016/0009-3084(82)90058-5. [DOI] [PubMed] [Google Scholar]
  11. Ekholm R. Iodination of thyroglobulin. An intracellular or extracellular process? Mol Cell Endocrinol. 1981 Nov;24(2):141–163. doi: 10.1016/0303-7207(81)90056-3. [DOI] [PubMed] [Google Scholar]
  12. Haynes D. H., Pressman B. C. Two-phase partition studies of alkali cation complexation by ionophores. J Membr Biol. 1974;18(1):1–21. doi: 10.1007/BF01870099. [DOI] [PubMed] [Google Scholar]
  13. Lewis R. A., Goetzl E. J., Drazen J. M., Soter N. A., Austen K. F., Corey E. J. Functional characterization of synthetic leukotriene B and its stereochemical isomers. J Exp Med. 1981 Oct 1;154(4):1243–1248. doi: 10.1084/jem.154.4.1243. [DOI] [PMC free article] [PubMed] [Google Scholar]
  14. Liquori A. M. The stereochemical code and the logic of a protein molecule. Q Rev Biophys. 1969 May;2(1):65–92. doi: 10.1017/s0033583500000792. [DOI] [PubMed] [Google Scholar]
  15. Pfeiffer D. R., Lardy H. A. Ionophore A23187: the effect of H+ concentration on complex formation with divalent and monovalent cations and the demonstration of K+ transport in mitochondria mediated by A23187. Biochemistry. 1976 Mar 9;15(5):935–943. doi: 10.1021/bi00650a001. [DOI] [PubMed] [Google Scholar]
  16. Putney J. W., Jr Recent hypotheses regarding the phosphatidylinositol effect. Life Sci. 1981 Sep 21;29(12):1183–1194. doi: 10.1016/0024-3205(81)90221-6. [DOI] [PubMed] [Google Scholar]
  17. Ralston E., De Coen J. L. Folding of polypeptide chains induced by the amino acid side-chains. J Mol Biol. 1974 Mar;83(3):393–420. doi: 10.1016/0022-2836(74)90287-3. [DOI] [PubMed] [Google Scholar]
  18. Reed P. W., Lardy H. A. A23187: a divalent cation ionophore. J Biol Chem. 1972 Nov 10;247(21):6970–6977. [PubMed] [Google Scholar]
  19. Rubin R. P. Calcium-phospholipid interactions in secretory cells: a new perspective on stimulus-secretion coupling. Fed Proc. 1982 Apr;41(6):2181–2187. [PubMed] [Google Scholar]
  20. Serhan C. N., Fridovich J., Goetzl E. J., Dunham P. B., Weissmann G. Leukotriene B4 and phosphatidic acid are calcium ionophores. Studies employing arsenazo III in liposomes. J Biol Chem. 1982 May 10;257(9):4746–4752. [PubMed] [Google Scholar]
  21. Serhan C. N., Radin A., Smolen J. E., Korchak H., Samuelsson B., Weissmann G. Leukotriene B4 is a complete secretagogue in human neutrophils: a kinetic analysis. Biochem Biophys Res Commun. 1982 Aug;107(3):1006–1012. doi: 10.1016/0006-291x(82)90622-2. [DOI] [PubMed] [Google Scholar]
  22. Serhan C. N., Smolen J. E., Korchak H. M., Weissmann G. Leukotriene B4 is a complete secretagogue in human neutrophils: Ca2+ translocation in liposomes and kinetics of neutrophil activation. Adv Prostaglandin Thromboxane Leukot Res. 1983;11:53–63. [PubMed] [Google Scholar]
  23. Serhan C., Anderson P., Goodman E., Dunham P., Weissmann G. Phosphatidate and oxidized fatty acids are calcium ionophores. Studies employing arsenazo III in liposomes. J Biol Chem. 1981 Mar 25;256(6):2736–2741. [PubMed] [Google Scholar]
  24. Tyson C. A., Vande Zande H., Green D. E. Phospholipids as ionophores. J Biol Chem. 1976 Mar 10;251(5):1326–1332. [PubMed] [Google Scholar]
  25. Weissmann G., Anderson P., Serhan C., Samuelsson E., Goodman E. A general method, employing arsenazo III in liposomes, for study of calcium ionophores: results with A23187 and prostaglandins. Proc Natl Acad Sci U S A. 1980 Mar;77(3):1506–1510. doi: 10.1073/pnas.77.3.1506. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Proceedings of the National Academy of Sciences of the United States of America are provided here courtesy of National Academy of Sciences

RESOURCES