Abstract
Experiments were based on the hypothesis that the histamine releasing action of substance P and some other neuropeptides is not due to the interaction of the neuropeptide with a specific membrane receptor. Rather, this may be a property of many amphiphilic compounds having a minimal number of positives charges and a hydrophobic chain which is not necessarily a peptide. According to this hypothesis, 18 substance P derivatives and fragments were synthetised and tested on rat and hamster peritoneal mast cells, among them five compounds which contain a non-peptide chain instead of the C-terminal substance P heptapeptide. The results are in accord with the above hypothesis.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
P. Devillier, M. Renoux, J.-P. Giroud and D. Regoli,Peptides and histamine release from rat peritoneal mast cells, Eur. J. Pharmacol.117, 89–96 (1985).
J. C. Foreman, C. C. Jordan, P. Oehme and H. Renner,Structure-activity relationship for some substance P-related peptides that cause wheal and flare reactions in human skin, J. Physiol.335, 449–465 (1983).
J. C. Foreman and C. C. Jordan,Histamine release and vascular changes induced by neuropeptides, Agents and Actions13, 105–116 (1983).
M. Bienert, G. Koeller, R. Wohlfeil, B. Mehlis, J. Bergmann, H. Niedrich and R. Kraft,Synthese von Substanz P und acylierten Teilsequenzen, J. Prakt. Chem.321, 721–740 (1979).
M. Bienert, H. E. Schmidt, A. Ehrlich, K. Forner, E. Klauschenz, J. Furkert, R. Rathsack and H. Niedrich,Synthese and Radiojodierung von Substanz P-Analogen zum Aufbau eines Radioimmunoassays, Pharmazie39, 97–100 (1984).
M. Bienert, E. Klauschenz, A. Ehrlich, S. Katzwinkel, H. Niedrich, G. Toth and I. Teplan,Tritium-labelling in two phenylalanine residues of norleucine 11-substance P., J. Lab. Comp. Radiopharm.16, 673–679 (1979).
M. Beyermann, M. Bienert, H. Repke and L. A. Carpino,Use of Fmoc amino acid chlorides in the synthesis of tachykinin sequences and investigation of their histamine releasing activity, In:Peptides 1986, pp. 107–110. (Ed. D. Theodoropoulos). Walter de Gruyter and Co., Berlin, New York 1987.
B. Jasani, G. Kreil, B. F. Mackler and D. R. Stanworth,Further studies on the structural requirements for polypeptide mediated histamine release from rat mast cells, Biochem. J.181, 623–632 (1979).
H. Repke, W. Piotrowski, M. Bienert and J. C. Foreman,Histamine release induced by Arg-Pro-Lys-Pro-(CH 2)11 CH3 from rat peritoneal mast cells J. Pharm. exp. Ther.243, 317–321 (1987).
R. Schwyzer, D. Erne and K. Rolka,Prediction of preferred conformation, orientation, and accumulation of substance P on lipid membranes, Helv. Chim. Acta69, 1789–1797 (1986).
H. Repke and M. Bienert,Mast cell activation—a receptor-independent mode of substance P action?, FEBS Lett.221, 236–240 (1987).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Repke, H., Bienert, M. Structural requirements for mast cell triggering by substance P-like peptides. Agents and Actions 23, 207–210 (1988). https://doi.org/10.1007/BF02142542
Issue Date:
DOI: https://doi.org/10.1007/BF02142542