Photoaffinity labeling of the human substance P (neurokinin-1) receptor with [3H2]azido-CP-96,345, a photoreactive derivative of a nonpeptide antagonist

Molecular Pharmacology

Volumn 49, Issue 5, 1996, Pages 808-813

  Macdonald, Douglas ^a   Silberman, Stephen C ^a   Lowe III, John A ^b   Drozda, Susan E ^b   Leeman, Susan E ^a   Boyd, Norman D ^a  

^a BOSTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 BENZHYDRYL 3 (2 METHOXYBENZYLAMINO) 1 AZABICYCLO[2.2.2]OCTANE; BOLTON HUNTER REAGENT I 125; DODECYL SULFATE SODIUM; GUANINE NUCLEOTIDE BINDING PROTEIN; NEUROKININ 1 RECEPTOR; NEUROKININ 1 RECEPTOR ANTAGONIST; SUBSTANCE P ANTAGONIST; SUBSTANCE P RECEPTOR;

ANIMAL CELL; ARTICLE; AUTORADIOGRAPHY; CHO CELL; CONTROLLED STUDY; FLUOROGRAPHY; IMMUNOPRECIPITATION; NONHUMAN; PHOTOAFFINITY LABELING; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL;

AFFINITY LABELS; ANIMALS; AZIDES; BINDING SITES; BINDING, COMPETITIVE; BIPHENYL COMPOUNDS; CHO CELLS; CRICETINAE; HUMANS; HYPNOTICS AND SEDATIVES; PHOTOCHEMISTRY; RECEPTORS, NEUROKININ-1; RECOMBINANT PROTEINS;

EID: 0029965511     PISSN: 0026895X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (27)

1. Otsuka, M., and K. Yoshioka. Neurotransmitter functions of mammalian tachykinins. Physiol. Rev. 73:229-308 (1993).
2. Gether, U., X. Emonds-Alt, J.-C. Breliere, T. Fujii, D. Hagiwara, L. Pradier, C. Garret, T. E. Johansen, and T. W. Schwartz. Evidence for a common molecular mode of action for chemically distinct nonpeptide antagonists at the neurokinin-1 (substance P) receptor. Mol. Pharmacol. 45:500-508 (1994).
3. Snider, R. M., J. W. Constantine, J. A. Lowe III, K. P. Longo, W. S. Lebel, H. A. Woody, S. E. Drozda, M. C. Desai, F. J. Vinick, R. W. Spencer, and H.-J. Hess. A potent nonpeptide antagonist of the substance P (NK-1) receptor. Science (Washington D. C.) 251:435-437 (1991).
4. McLean, S., A. H. Ganong, T F. Seeger, D. K. Bryce, K. G. Pratt, L. S. Reynolds, C. J. Siok, J. A. Lowe III, and J. Heym. Activity and distribution of binding sites in brain of a nonpeptide substance P (NK-1) receptor antagonist. Science (Washington D. C.) 251:437-439 (1991).
5. Gether, U., J. A. Lowe III, and T. W. Schwartz. Tachykinin nonpeptide antagonists: binding domain and molecular mode of action. Biochem. Soc. Transact. 23:96-102 (1995).
6. Gether, U., Y. Yokota, X. Emonds-Alt, J.-C. Breliere, J. A. Lowe III, R. M. Snider, S. Nakanishi, and T. W. Schwartz. Two nonpeptide tachykinin antagonists act through epitopes on corresponding segments of the NK-1 and NK-2 receptors. Proc. Natl. Acad. Sci. USA 90:6194-6198 (1993).
7. Gitter, B. D., D. C. Waters, R. F. Bruns, N. R. Mason, J. A. Nixon, and J. J. Howbert. Species differences in affinities of nonpeptide antagonists for substance P receptors. Eur. J. Pharmacol. 197:237-238 (1991).
8. Lowe, J. A., III, S. E. Drozda, R. M. Snider, K. P. Longo, S. H Zorn, J. Morrone, E. R. Jackson, S. McLean, D. K. Bryce, J. Bordner, A. Nagahisa, Y. Kanai, O. Suga, and M. Tsuchiya. The discovery of (2S,3S)-cis-2-(diphenylmethyl)-N-[(2-methoxyphenyl)methyl]1-azabicyclo[2.2.2] octan-3-amine as a novel, nonpeptide substance P antagonist. J. Med. Chem. 35:2591-2600 (1992).
9. Laali, K. K., G. F. Koser, S. Subramanyam, and D. A. Forsyth. Substituent control of intramolecular hydrogen bonding in formyl-protonated o-anisaldehydes: a stable ion and semiempirical MO investigation. J. Org. Chem. 58:1385-1392 (1993).
10. Lowe, J. A., III, S E. Drozda, R. M. Snider, K. P. Longo, and J. Bordner. Preparation and radiolabelling of CP-96,345, the first nonpeptide substance P antagonist. Bioorg. Med. Chem. Lett. 1:129-133 (1991).
11. Kage, R., A. D. Hershey, J. E. Krause, N. D. Boyd, and S. E. Leeman. Characterization of the substance P (NK-1) receptor in tunicamycin-treated transfected cells using a photoaffinity analogue of substance P J. Neurochem. 64:316-321 (1995).
12. Boyd, N. D., C. F. White, R Cerpa, E. T. Kaiser, and S. E. Leeman. Photoaffinity labeling the substance P receptor using a derivative of substance P containing p-benzoylphenylalanine. Biochemistry 30:336-342 (1991).
13. Laemmli, U. K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature (Lond.) 227:680-685 (1970).
14. Kitagawa, T., and T. Aikawa. Enzyme-coupled immunoassay of insulin using a novel coupling reagent. J. Biochem. 79:233-236 (1976).
15. Kwatra, M. M., D. A. Schwinn, J. Schreurs, J. K. Blank, C. M. Kim, J. L. Benovic, J E. Krause, M. G. Caron, and R. J. Lefkowitz. The substance P receptor, which couples to Gq/11, is a substrate of bete-adrenergic receptor kinase 1 and 2. J. Biol. Chem. 268:9161-9164 (1993).
16. Boyd, N. D., R Kage, J. J. Dumas, J. E. Krause, and S. E. Leeman. The peptide binding site of the substance P (NK-1) receptor localized by a photoreactive analogue of substance P; presence of a disulfide bond. Proc. Natl. Acad Sci USA 93:433-437 (1996).
17. Raddatz, R., C. L. Crankshaw, R. M. Snider, and J. E. Krause. Similar rates of phosphatidylinositol hydrolysis following activation of wild-type and truncated rat neurokinin-1 receptors. J. Neurochem. 64:1183-1191 (1995).
18. Cascieri, M. A., E. Ber, T. M. Fong, S. Sadowski, A. Bansal, C. Swain, E. Seward, B. Frances, D. Burns, and C. D. Strader. Characterization of the binding of potent, selective, radioiodinated antagonist to the human neurokinin-1 receptor. Mol Pharmacol. 42:458-463 (1992).
19. Kowall, N. W., B. J. Quigley, Jr, J. E. Krause, F. Lu, B. E. Kosofsky, and R. J. Ferrante. Substance P and substance P receptor histochemistry in human neurodegenerative diseases. Regul. Pept. 46:174-185 (1993).
20. McLean, S., A. H. Ganong, P. A. Seymour, R. M. Snider, M. C. Desai, T. Rosen, D. K. Bryce, K. P. Longo, L. S. Reynolds, G. Robinson, A. W. Schmidt, C. Siok, and J. Heym. Pharmacology of CP-99,994: a nonpeptide antagonist of the tachykinin neurokinin-1 receptor. J. Pharmacol. Exp. Ther. 267:472-479 (1993).
21. Rosenkilde, M. M., M. Cahir, U. Gether, S. A. Hjorth, and T. W. Schwartz. Mutations along transmembrane segment II of the NK-1 receptor affect substance P competition with nonpeptide antagonists but not substance P binding. J. Biol. Chem. 269:28160-28164 (1994).
22. Baldwin, J. M. Structure and function of receptors-coupled to G proteins. Curr Opinion Cell Biol. 6:180-190 (1994).
23. Gether, U., T. E. Johansen, R. M. Snider, J. A. Lowe III, S. Nakanishi, and T. W. Schwartz. Different binding epitopes on the NK-1 receptor for substance P and a nonpeptide antagonist. Nature (Lond.) 362:345-348 (1993).
24. Gether, U., L. Nilsson, J. A. Lowe III, and T. W. Schwartz. Specific residues at the top of transmembrane segment V and VI of the neurokinin-1 receptor involved in binding of the nonpeptide antagonist CP 96,345. J. Biol. Chem. 269:23959-23964 (1994).
25. Huang, R.-R. C., H. Yu, C. D. Strader, and T. M. Fong. Interaction of substance P with the second and seventh transmembrane domains of the neurokmin-1 receptor. Biochemistry 33:3007-3013 (1994).
26. Sachais, B. S., R. M. Snider, J. A. Lowe III, and J. E. Krause. Molecular basis for the species selectivity of the substance P antagonist CP-96,345. J. Biol. Chem. 268:2319-2323 (1993).
27. Boyd, N. D., R. K. Kage, and S. E. Leeman. Characterization of the NK-1 receptor using photoaffinity probes, in The Taehykinin Receptors (S. H. Buck, ed.). Humana Press, Totowa, NJ, 219-236 (1994).