[3H]Epibatidine photolabels non-equivalent amino acids in the agonist binding site of Torpedo and α4β2 nicotinic acetylcholine receptors

Journal of Biological Chemistry

Volumn 284, Issue 37, 2009, Pages 24939-24947

  Srivastava, Shouryadeep ^a   Hamouda, Ayman K ^b   Pandhare, Akash ^a   Duddempudi, Phaneendra K ^a   Sanghvi, Mitesh ^a   Cohen, Jonathan B ^b   Blanton, Michael P ^a  

^a TEXAS TECH UNIVERSITY HEALTH SCIENCES CENTER SCHOOL OF MEDICINE   (United States)

^b HARVARD MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLCHOLINE-BINDING PROTEINS; AGONIST BINDING SITE; EDMAN DEGRADATION; EPIBATIDINE; HOMOLOGY MODELS; LIGAND DOCKING; MODE OF BINDING; NEUROLOGICAL DISORDERS; NICOTINIC ACETYLCHOLINE RECEPTORS; NICOTINIC ACETYLCHOLINE RECEPTORS (NACHR); PHOTOLABELING; PHOTOLABELS; PREFERRED ORIENTATIONS; THERAPEUTIC AGENTS;

AMINATION; AMINES; AMINO ACIDS; BINDING ENERGY; ORGANIC ACIDS; TOBACCO; TORPEDOES;

BINDING SITES;

EPIBATIDINE; MEMBRANE PROTEIN; NICOTINIC RECEPTOR ALPHA4BETA2; TORPEDO ALPHA2BETAGAMMADELTA; TRITIUM; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; BINDING SITE; CONTROLLED STUDY; DRUG RECEPTOR BINDING; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; MOLECULAR DOCKING; PHOTOAFFINITY LABELING; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN DEGRADATION; PROTEIN EXPRESSION; PROTEIN PURIFICATION; SEQUENCE ANALYSIS; SEQUENCE HOMOLOGY;

ACETYLCHOLINE; AMINO ACIDS; ANALGESICS, NON-NARCOTIC; ANIMALS; BICYCLO COMPOUNDS, HETEROCYCLIC; BINDING SITES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CRYSTALLOGRAPHY, X-RAY; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMANS; MODELS, BIOLOGICAL; PROTEIN BINDING; PYRIDINES; RECEPTORS, NICOTINIC; TORPEDO; TYROSINE;

EID: 69949185815     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M109.019083     Document Type: Article

References (46)

1. Albuquerque, E. X., Pereira, E. F., Alkondon, M., and Rogers, S. W. (2009) Physiol. Rev. 89, 73-120
2. Wells, G. B. (2008) Front. Biosci. 13, 5479-5510
3. Jensen, A. A., Frølund, B., Liljefors, T., and Krogsgaard-Larsen, P. (2005) J. Med. Chem 48, 4705-4745
4. Dani, J. A., and Bertrand, D. (2007) Annu. Rev. Pharmacol. Toxicol. 47, 699-729
5. Nelson, M. E, Kuryatov, A., Choi, C. H., Zhou, Y., and Lindstrom, J. (2003) Mol. Pharmacol. 63, 332-341
6. Moroni, M., Zwart, R., Sher, E., Cassels, B. K., and Bermudez, I. (2006) Mol. Pharmacol. 70, 755-768
7. Corringer, P. J., Le Novère, N., and Changeux, J. P. (2000) Annu. Rev. Pharmacol. Toxicol. 40, 431-458
8. Changeux, J.-P., and Edelstein, S. J. (2005) Nicotinic Acetylcholine Receptors: From Molecular Biology to Cognition, Odile Jacob Publishing, New York, NY
9. Dougherty, D. A. (2008) Chem. Rev. 108, 1642-1653
10. Brejc, K., van Dijk, W. J., Klaassen, R. V., Schuurmans, M., van Der Oost, J., Smit, A. B., and Sixma, T. K. (2001) Nature 411, 269-276
11. Celie, P. H.., van Rossum-Fikkert, S. E., van Dijk, W. J., Brejc, K., Smit, A. B., and Sixma, T. K. (2004) Neuron 41, 907-914
12. Hansen, S. B., Sulzenbacher, G., Huxford, T., Marchot, P., Taylor, P., and Bourne, Y. (2005) EMBO J. 24, 3635-3646
13. Unwin, N. (2005) J. Mol. Biol. 346, 967-989
14. Cashin, A. L., Torrice, M. M., McMenimen, K. A., Lester, H. A., and Dougherty, D. A. (2007) Biochemistry 46, 630-639
15. Xiu, X., Puskar, N. L., Shanata, J. A., Lester, H. A., and Dougherty, D. A. (2009) Nature 458, 534-537
16. Gao, F., Bern, N., Little, A., Wang, H. L., Hansen, S. B., Talley, T. T., Taylor, P., and Sine, S. M. (2003) J. Biol. Chem. 278, 23020-23026
17. Wang, H. L., Gao, F., Bren, N., and Sine S. M. (2003) J. Biol. Chem. 278, 32284-32291
18. Kotzyba-Hibert, Kapfer, I., and Goeldner, M. (1995) Angew. Chem. Int. Ed. Engl. 34, 1296-1312
19. Vodovozova, E. L. (2007) Biochemistry 72, 1-20
20. Nirthanan, S., Ziebell, M. R., Chiara, D. C., Hong, F., and Cohen, J. B. (2005) Biochemistry 44, 13447-13456
21. Tomizawa, M., Maltby, D., Medzihradszky, K. F., Zhang, N., Durkin, K. A., Presley, J., Talley, T. T., Taylor, P., Burlingame, A. L., and Casida, J. E. (2007) Biochemistry 46, 8798-8806
22. Pedersen, S. E., Dreyer, E. B., and Cohen, J. B. (1986) J. Biol. Chem. 261, 13735-13743
23. Fong, T. M., and McNamee, M. G. (1986) Biochemistry 25, 830-840
24. Hamouda, A. K., Sanghvi, M., Sauls, D., Machu, T. K., and Blanton, M. P. (2006) Biochemistry 45, 4327-4337
25. Zhang, J., and Steinbach, J. H. (2003) Brain Res. 959, 98-102
26. Hamouda, A. K., Sanghvi, M., Chiara, D. C., Cohen, J. B., and Blanton, M. P. (2007) Biochemistry 46, 13837-13846
27. Laemmli, U. K. (1970) Nature 227, 680-685
28. Cleveland, D. W., Fischer, S. G., Kirschner, M. W., and Laemmli, U. K. (1977) J. Biol. Chem. 252, 1102-1106
29. Middleton, R. E., and Cohen, J. B. (1991) Biochemistry 30, 6987-6997
30. Brauer, A. W., Oman, C. L., and Margolies, M. N. (1984) Anal. Biochem. 137, 134-142
31. Wu, G., Robertson, D. H., Brooks, C. L., 3rd, and Vieth, M. (2003) J. Comput. Chem. 24, 1549-1562
32. Erickson, J. A., Jalaie, M., Robertson, D. H., Lewis, R. A., and Vieth, M. (2004) J. Med. Chem. 47, 45-55
33. Brooks, B. R., Bruccoleri, R. E., Olafson, B. D., States, D. J., Swaminathan, S., and Karplus, M. (1983) J. Comput. Chem. 4, 187-217
34. Neubig, R. R., and Cohen, J. B. (1979) Biochemistry 18, 5464-5475
35. White, B. H., and Cohen, J. B. (1988) Biochemistry 27, 8741-8751
36. Chiara, D. C., and Cohen, J. B. (1997) J. Biol. Chem. 272, 32940-32950
37. Whitten, D. G. (1976) in Photochemistry of Heterocyclic Compounds (Buchardt, O., ed) pp. 524-573, John Wiley & Sons, Inc., New York
38. Ohkura, K., Seki, K., Terashima, M., and Kanaoka, Y. (1989) Tetrahedron Lett. 30, 3433-3436
39. Zoltewicz, J. A., and Locko, G. A. (1983) J. Org. Chem. 48, 4214-4219
40. Xiao, Y., and Kellar, K. J. (2004) J. Pharmacol. Exp. Ther. 310, 98-107
41. Hamouda, A. K., Sanghvi, M., Chiara, D. C., Srivastava, S., Cohen, J. B., and Blanton, M. P. (2008) Biophys. J. 94, 1418a
42. Song, X. Z., Andreeva, I. E., and Pedersen, S. E. (2003) Biochemistry 42, 4197-4207
43. Prince, R. J., and Sine, S. M. (1998) J. Biol. Chem. 273, 7843-7849
44. Chiara, D. C., Middleton, R. E., and Cohen, J. B. (1998) FEBS Lett. 423, 223-226
45. Le Novère, N., Grutter, T., and Changeux, J. P. (2002) Proc. Natl. Acad. Sci. U.S.A. 99, 3210-3215
46. Tomizawa, M., Maltby, D., Talley, T. T., Durkin, K. A., Medzihradszky, K. F., Burlingame, A. L., Taylor, P., and Casida, J. E. (2008) Proc. Natl. Acad. Sci. U.S.A. 105, 1728-1732