Development of a selective photoactivatable antagonist for corticotropin-releasing factor receptor, type 2 (CRF2)

European Journal of Biochemistry

Volumn 269, Issue 21, 2002, Pages 5288-5294

  Bonk, Ines ^a   Rühmann, Andreas ^b  

^a WITA Proteomics   (Germany)

^b UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

Antisauvagine 30; Corticotropin releasing factor (CRF) receptor; CRF antagonist; Human embryonic kidney 293 cells; Photoaffinity labeling

Indexed keywords

4 (1 AZI 2,2,2 TRIFLUOROETHYL)BENZOYL; ANTISAUVAGINE 30; ANTISAUVAGINE 30[TYROSINE]; ASTRESSIN; BENZENE DERIVATIVE; COMPLEMENTARY DNA; CORTICOTROPIN DERIVATIVE; CORTICOTROPIN RELEASING FACTOR RECEPTOR; CYCLIC AMP; IODINE 125; PEPTIDE; PHENYLALANINE; PHENYLDIAZERINE; PROTEIN; RECEPTOR PROTEIN; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG; VASOACTIVE INTESTINAL POLYPEPTIDE;

AMINO TERMINAL SEQUENCE; ARTICLE; CONTROLLED STUDY; DRUG ANTAGONISM; DRUG SYNTHESIS; EMBRYO CELL; GENETIC CODE; GENETIC TRANSFECTION; HOMOGENATE; HUMAN; HUMAN CELL; KIDNEY CELL; MOUSE; NONHUMAN; PHOTOACTIVATION; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL; RAT;

AMINO ACID SEQUENCE; ANIMALS; AZIRIDINES; AZIRINES; BINDING, COMPETITIVE; CELL LINE; CELL MEMBRANE; CORTICOTROPIN-RELEASING HORMONE; CYCLIC AMP; HUMANS; IODINE RADIOISOTOPES; KIDNEY; LIGANDS; MICE; MOLECULAR SEQUENCE DATA; PEPTIDE FRAGMENTS; PEPTIDES; PHOTOCHEMISTRY; RATS; RECEPTORS, CORTICOTROPIN-RELEASING HORMONE; SUBSTRATE SPECIFICITY; TRANSFECTION;

EID: 0036430255     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1033.2002.03246.x     Document Type: Article

References (41)

1. Vale, W., Spiess, J., Rivier, C. & Rivier, J. (1981) Characterization of a 41 residue ovine hypothalamic peptide that stimulates secretion of corticotropin and β-endorphin. Science 213, 1394-1397.
2. De Souza, E.B. & Grigoriadis, D.E. (1995) Corticotropin-releasing factor. Physiology, pharmacology, and role in central nervous system and immune disorders. In Psychopharmacology: The Fourth Generation of Progress (Bloom, F.E. & Kupfer, D.J., eds), pp. 505-517. Raven Press NY.
3. Dautzenberg, F.M. & Hauger, R.L. (2002) The CRF peptide family and their receptors: Yet more partners discovered. Trends Pharmacol. Sci. 23, 71-77.
4. Reul, J.M. & Holsboer, F. (2002) Corticotropin-releasing factor receptors 1 and 2 in anxiety and depression. Curr. Opin. Pharmacol. 2, 23-33.
5. Hiroi, N., Wong, M.L., Licinio, J., Park, C., Young, M., Gold, P.W., Chrousos, G.P. & Bornstein, S.R. (2001) Expression of corticotropin releasing hormone receptors type I and type II mRNA in suicide victims and controls. Mol. Psychiatry. 6, 540-546.
6. Zobel, A.W., Nickel, T., Kunzel, H.E., Ackl, N., Sonntag, A., Ising, M. & Holsboer, F. (2000) Effects of the high-affinity corticotropin-releasing hormone receptor 1 antagonist R121919 in major depression: The first 20 patients treated. J. Psychiatr. Res. 34, 171-181.
7. Vaughan, J., Donaldson, C., Bittencourt, J., Perrin, M.H., Lewis, K., Sutton, S., Chan, R., Turnbull, A.V., Lovejoy, D., Rivier, C., Rivier, J., Sawchenko, P.E. & Vale, W. (1995) Urocortin, a mamalian neuropeptide related to fish urotensin I and to corticotropin-releasing factor. Nature (London) 378, 287-292.
8. Bittencourt, J.C., Vaughan, J., Arias, C., Rissman, R.A., Vale, W.W. & Sawchenko, P.E. (1999) Urocortin expression in rat brain: Evidence against a pervasive relationship of urocortin-containing projections with targets bearing type 2 CRF receptors. J. Comp. Neurol. 415, 285-312.
9. Reyes, T.M., Lewis, K., Perrin, M.H., Kunitake, K.S., Vaughan, J., Arias, C.A., Hogenesch, J.B., Gulyas, J., Rivier, J., Vale, W.W. & Sawchenko, P.E. (2001) Urocortin II: A member of the corticotropin-releasing factor (CRF) neuropeptide family that is selectively bound by type 2 CRF receptors. Proc. Natl. Acad. Sci. USA 98, 2843-2848.
10. Lewis, K., Li, C., Perrin, M.H., Blount, A., Kunitake, K., Donaldson, C., Vaughan, J., Reyes, T.M., Gulyas, J., Fischer, W., Bilezikjian, L., Rivier, J., Sawchenko, P.E. & Vale, W.W. (2001) Identification of urocortin III, an additional member of the corticotropin-releasing factor (CRF) family with high affinity for the CRF2 receptor. Proc. Natl. Acad. Sci. USA 98, 7570-7575.
11. Hsu, S.Y. & Hsueh, A.J. (2001) Human stresscopin and stresscopin-related peptide are selective ligands for the type 2 corticotropin-releasing hormone receptor. Nat. Med. 7, 605-611.
12. Rühmann, A., Bonk, I., Lin, C.R., Rosenfeld, M.G. & Spiess, J. (1998) Structural requirements for peptidic antagonists of the corticotropin-releasing factor receptor (CRF): Development of CRFR2β-selective antisauvagine-30. Proc. Natl. Acad. Sci. USA 95, 15264-15269.
13. Radulovic, J., Rühmann, A., Liepold, T. & Spiess, J. (1999) Modulation of learning and anxiety by corticotropin-releasing factor (CRF) and stress: Differential roles of CRF receptors 1 and 2. J. Neurosci. 19, 5016-5025.
14. 125I-Antisauvagine-30: A novel and specific high-affinity radioligand for the characterization of corticotropin-releasing factor type 2 receptors. Neuropharmacology 40, 114-122.
15. Brauns, O., Liepold, T., Radulovic, J. & Spiess, J. (2001) Pharmacological and chemical properties of astressin, antisauvagine-30 and α-helCRF: Significance for behavioral experiments. Neuropharmacology 41, 507-516.
16. Takahashi, L.K., Ho, S.P., Livanov, V., Graciani, N. & Arneric, S.P. (2001) Antagonism of CRF (2) receptors produces anxiolytic behavior in animal models of anxiety. Brain Res. 902, 135-142.
17. Pelleymounter, M.A., Joppa, M., Ling, N. & Foster, A.C. (2002) Pharmacological evidence supporting a role for central corticotropin-releasing factor (2) receptors in behavioral, but not endocrine, response to environmental stress. J. Pharmacol. Exp. Ther. 302, 145-152.
18. Cullen, M.J., Ling, N., Foster, A.C. & Pelleymounter, M.A. (2001) Urocortin, corticotropin releasing factor-2 receptors and energy balance. Endocrinology 142, 992-999.
19. Pelleymounter, M.A., Joppa, M., Carmouche, M., Cullen, M.J., Brown, B., Murphy, B., Grigoriadis, D.E., Ling, N. & Foster, A.C. (2000) Role of corticotropin-releasing factor (CRF) receptors in the anorexic syndrome induced by CRF. J. Pharmacol. Exp. Ther. 293, 799-806.
20. Lu, L., Liu, D., Ceng, X. & Ma, L. (2000) Differential roles of corticotropin-releasing factor receptor subtypes 1 and 2 in opiate withdrawal and in relapse to opiate dependence. Eur. J. Neurosci. 12, 4398-4404.
21. Rühmann, A., Köpke, A.K.E., Dautzenberg, F.M. & Spiess, J. (1996) Synthesis and characterization of a photoactivatable analog of corticotropin-releasing factor for specific receptor labeling. Proc. Natl. Acad. Sci. USA 93, 10609-10613.
22. Bonk, I. & Rühmann, A. (2000) Novel high-affinity photoactivatable antagonists of corticotropin-releasing factor (CRF): Photoaffinity labeling studies on CRF receptor, type 1 (CRFR1). Eur. J. Biochem. 267, 3017-3024.
23. Gulyas, J., Rivier, C., Perrin, M., Koerber, S.C., Sutton, S., Corrigan, A., Lahrichi, S.L., Craig, A.G., Vale, W. & Rivier, J. (1995) Potent, structurally constrained agonists and competitive antagonists of corticotropin-releasing factor. Proc. Natl. Acad. Sci. USA 92, 10575-10579.
24. Nishimura, E., Billestrup, N., Perrin, M. & Vale, W. (1987) Identification and characterization of a pituitary corticotropin-releasing factor binding protein by chemical cross-linking. J. Biol. Chem. 262, 12893-12896.
25. Rosendale, B.E., Jarrett, D.B. & Robinson, A.G. (1987) Identification of a corticotrpin-releasing factor-binding protein in the plasma membrane of AtT-20 mouse pituitary tumor cells and its regulation by dexamethasone. Endocrinology 120, 2357-2366.
26. Grigoriadis, D.E. & De Souza, E.B. (1988) The brain corticotropin-releasing factor (CRF) receptor is of lower apparent molecular weight than the CRF receptor in anterior pituitary. J. Biol. Chem. 263, 10927-10931.
27. Grigoriadis, D.E. & De Souza, E.B. (1989) Heterogeneity between brain and pituitary corticotropin-releasing factor receptors is due to differential glycosylation. Endocrinology 125, 1877-1888.
28. Schuster, D.I., Probst, W.C., Ehrlich, G.K. & Singh, G. (1989) Photoaffinity labeling. Photochem. Photobiol. 49, 785-804.
29. Guillory, R.J. (1989) Design, implementation and pitfalls of photoaffinity labelling experiments in in vitro preparations. General principles. Pharmac. Ther. 41, 1-25.
30. Bayley, H. (1987) Diazirines as photoactivatable reagents in biochemistry. In: Chemistry of Diazirines, Vol. 2 (Liu, M.T.H., ed.), pp. 75-99. CRC Press, Boca Raton, FL.
31. Nassal, M. (1983) 4-(1-Azi-2,2,2-trifluoroethyl) benzoic acid, a highly photolabile carbene generationg label readily fixable to biochemical agents. Liebigs Ann. Chem. 1510-1523.
32. Rühmann, A. & Wentrup, C. (1994) Synthesis of a photo-activatable 9-IX-oleic acid for protein kinase C labeling. Tetrahedron 50, 3785-3796.
33. Rückert, Y., Rohde, W. & Furkert, J. (1990) Radioimmunoassay of corticotropin-releasing hormone. Exp. Clin. Endocrinol. 96, 129-137.
34. Vale, W., Vaughan, J., Yamamoto, G., Bruhn, T., Douglas, C., Dalton, D., Rivier, C. & Rivier, J. (1983) Assay of corticotropin releasing factor. Meth. In Enzymol. 103, 565-577.
35. Graham, F.L., Smiley, J., Russell, W.C. & Nairn, R. (1977) Characteristics of a human cell line transformed by DNA from human adenovirus type 5. J. General Virol. 36, 59-72.
36. Kishimoto, T., Pearse, R.V., I.I.Lin, C.R. & Rosenfeld, M.G. (1995) A sauvagine/corticotropin-releasing factor receptor expressed in heart and skeletal muscle. Proc. Natl. Acad. Sci. USA 92, 1108-1112.
37. 123I-K31440 as a potential SPECT ligand. Peptides 23, 453-460.
38. Perrin, M.H., Sutton, S., Bain, D.L., Berggren, W.T. & Vale, W.W. (1998) The first extracellular domain of corticotropin releasing factor-R1 contains major binding determinants for urocortin and astressin. Endocrinology 139, 566-570.
39. Perrin, M.H., Sutton, S.W., Cervini, L.A., Rivier, J.E. & Vale, W.W. (1999) Comparison of an agonist, urocortin, and an antagonist, astressin, as radioligands for characterization of corticotropin-releasing factor receptors. J. Pharmacol. Exp. Ther. 288, 729-734.
40. Nielsen, S.M., Nielsen, L.Z., Hjorth, S.A., Perrin, M.H. & Vale, W.W. (2000) Constitutive activation of tethered-peptide/corticotropin-releasing factor receptor chimeras. Proc. Natl. Acad. Sci. USA 97, 10277-10281.
41. Rühmann, A., Bonk, I. & Köpke, A.K.E. (1999) High-affinity binding of urocortin and astressin but not CRF to G protein-uncoupled CRFR1. Peptides 20, 1311-1319.