Affinity labeling Mu opioid receptors with novel radioligands

Cellular and Molecular Neurobiology

Volumn 25, Issue 3-4, 2005, Pages 759-765

  Yang, Ke ^a   Zuckerman, Amy ^a   Pasternak, Gavril W ^a  

^a MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

Author keywords

Affinity label; MOP; MOR 1; Opiate

Indexed keywords

AZIDE; IODINE 125; MU OPIATE RECEPTOR; NALOXONE; RADIOLIGAND;

AFFINITY LABELING; ANIMAL CELL; ARTICLE; BINDING AFFINITY; CHO CELL; CONTROLLED STUDY; COVALENT BOND; EVALUATION; GENETIC TRANSFECTION; IODINATION; ISOTOPE LABELING; LIGAND BINDING; MOLECULAR CLONING; NONHUMAN; PRIORITY JOURNAL; RECEPTOR AFFINITY; RECEPTOR BINDING; STATISTICAL SIGNIFICANCE; SUBSTITUTION REACTION;

AFFINITY LABELS; ANIMALS; CHO CELLS; CRICETINAE; IODINE RADIOISOTOPES; LIGANDS; MICE; NALOXONE; RADIOLIGAND ASSAY; RECEPTORS, OPIOID, MU; TRANSFECTION; TRITIUM;

EID: 23944488276     PISSN: 02724340     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10571-005-3973-7     Document Type: Article

References (33)

1. Benyhe, S., Hepp, J., Simon, J., Borsodi, A., Medzihradsky, K., and Wolleman, M. (1987). Tyr-D-ala-gly-(me)phe-chloromethyl ketone: A mu specific affinity label for the opioid receptor. Neuropeptides 9:225-235.
2. Bidlack, J. M., Abood, L. G., Archer, S., Munemitsu, S. M., Kreilick, R. W., and Gala, D. (1982). Affinity labeling and purification of the opiate receptor from rat brain. In Costa E., and Trabucchi M. (eds.), Regulatory Peptides: From Molecular Biology to Function, pp. 301-309.
3. Bidlack, J. M., Frey, D. K., Kaplan, R. A., Seyed-Mozaffari, A., and Archer, S. (1990). Affinity labeling of μ opioid receptors by sulfhydryl alkylating derivatives of morphine and morphinone. Mol. Pharmacol. 37:50-59.
4. Bidlack, J. M., Seyed-Mozaffari, A., and Archer, S. (1991). 14β-thioglycolamido-7,8-dihydromorphinone, a μ-selective irreversible ligand. Med. Chem. Res. 1:43-46.
5. Caruso, T. P., Takemori, A. E., Larson, D. L., and Portoghese, P. S. (1979). Chloroxymorphamine, an opioid receptor site-directed alkylating agent having narcotic agonist activity. Science 204:316-318.
6. Chen, Y., Mestek, A., Liu, J., Hurley, J. A., and Yu, L. (1993a). Molecular cloning and functional expression of a μ-opioid receptor from rat brain. Mol. Pharmacol. 44:8-12.
7. Chen, Y., Mestek, A., Liu, J., and Yu, L. (1993b). Molecular cloning of a rat kappa opioid receptor reveals sequence similarities to the μ and δ opioid receptors. Biochem. J. 295:625-628.
8. 50) of an enzymatic reaction. Biochem. Pharmacol. 22:3099-3108.
9. Chou, T.-C. (1974). Relationships between inhibition constants and fractional inhibition in enzyme-catalyzed reactions with different numbers of reactants, different reaction mechanisms, and different types and mechanisms of inhibition. Mol. Pharmacol. 10:235-247.
10. 1 binding assay. Mol. Pharmacol. 34:308-317.
11. 3 subtype. J. Pharmacol. Exp. Ther. 251:461-468.
12. Eppler, C. M., Hulmes, J. D., Wang, J.-B., Johnson, B., Corbett, M., Luthin, D. R., Uhl, G. R., and Linden, J. (1993). Purification and partial amino acid sequence of a μ opioid receptor from rat brain. J. Biol. Chem. 268:26447-26451.
13. Evans, C. J., Keith, D. E., Jr., Morrison, H., Magendzo, K., and Edwards, R. H. (1992). Cloning of a delta opioid receptor by functional expression. Science 258:1952-1955.
14. Herblin, W. F., Kauer, J. C., and Tam, S. W. (1987). Photoinactivation of the μ opioid receptor using a novel synthetic morphiceptin analog. Eur. J. Pharmacol. 139:273-279.
15. James, I. F., and Goldstein, A. (1984). Site-directed alkylation of multiple opioid receptors. Mol. Pharmacol. 25:337-342.
16. Lord, J. A. H., Waterfield, A. A., Hughes, J., and Kosterlitz, H. W. (1977). Endogenous opioid peptides: Multiple agonists and receptors. Nature 267:495-499.
17. Martin, W. R., Eades, C. G., Thompson, J. A., Huppler, R. E., and Gilbert, P. E. (1976). The effects of morphine and nalorphine-like drugs in the nondependent and morphine-dependent chronic spinal dog. J. Pharmacol. Exp. Ther. 197:517-532.
18. Minami, M., Toya, T., Katao, Y., Maekawa, K., Nakamura, S., Onogi, T., Kaneko, S., and Satoh, M. (1993). Cloning and expression of a cDNA for the rat kappa-opioid receptor. FEBS Lett. 329:291-295.
19. Nishi, M., Takeshima, H., Fukuda, K., Kato, S., and Mori, K. (1993). cDNA Cloning and pharmacological characterization of an opioid receptor with high affinities for kappa-subtype-selective ligands. FEBS Lett. 330:77-80.
20. Pan, Y. X., Xu, J., Bolan, E. A., Abbadie, C., Chang, A., Zuckerman, A., Rossi, G. C. and Pasternak, G. W. (1999). Identification and characterization of three new alternatively spliced mu opioid receptor isoforms. Mol. Pharmacol. 56:396-403.
21. Portoghese, P. S., Larson, D. L., Jiang, J. B., Caruso, T. P., and Takemori, A. E. (1979). Synthesis and pharmacologic characterization of an alkylating analogue (chlornaltrexamine) of naltrexone with ultralong-lasting narcotic antagonist properties. J. Med. Chem. 22:168-173.
22. Portoghese, P. S., Larson, D. L., Jiang, J. B., Takemori, A. E., and Caruso, T. P. (1978). 6β-[N,N-Bis(2-chloroethyl)amino]- 17(cyclopropylmethyl)-4,5α-epoxy-3,14-dihydroxymorphina n (chloranaltrexamine), a potent opioid receptor alkylating agent with ultralong narcotic antagonist activity. J. Med. Chem. 21:598-599.
23. 3H-naloxone benzoylhydrazone: A reversible kappa and slowly dissociable μ opiate. Mol. Pharmacol. 35:67-74.
24. Reisine, T., and Bell, G. I. (1993). Molecular biology of opioid receptors. Trends Neurosci. 16:506-510.
25. Sayre, L. M., Takemori, A. E., and Portoghese, P. S. (1983). Alkylation of opioid receptor subtypes by α-chlornaltrexamine produces concurrent irreveresible agonistic and irreversible antagonistic activities. J. Med. Chem. 26:503-506.
26. Simon, E. J., Fan, L.-Q., Hiller, J. M., Seyed-Mozaffari, A., Schultz, A. G. and Archer, S. (1993). Photoaffinity ligands for the mu opioid receptor. Life Sci. 53:1173-1178.
27. 5-enkephalin chloromethyl ketone. II. Binding characteristics in frog brain membranes. Life Sci. 41:185-192.
28. Szatmári, I., Orosz, G. Medzihradszky, K., and Borsodi, A. (1999a). Affinity labeling of δ opioid receptors by an enkephalin-derivative alkylating agent. DSLET-Mal. Biochem. Biophys. Res. Commun. 265:513-519.
29. Szatmári, I., Orosz, G., Ronai, A. Z., Mako, E., Medzihradszky, K., and Borsodi, A. (1999b). New opioid affinity labels containing maleoyl moiety. Life Sci. 65:1795-1805.
30. Takemori, A. E., Larson, D. L., and Portoghese, P. S. (1981). Irreversible narcotic antagonistic and reversible agonistic properties of the fumaramate methylester derivative of naltrexone. Eur. J. Pharmacol. 70:445-451.
31. Takemori, A. E., and Portoghese, P. S. (1985). Affinity labels for opioid receptors. Annu. Rev. Pharmacol. Toxicol. 25:103-210.
32. Thompson, R. C., Mansour, A., Akil, H., and Watson, S. J. (1993). Cloning and pharmacological characterization of a rat μ opioid receptor. Neuron 11:903-913.
33. Wang, J. B., Imai, Y., Eppler, C. M., Gregor, P., Spivak, C. E., and Uhl, G. R. (1993). μ opiate receptor: cDNA cloning and expression. Proc. Natl. Acad. Sci. U.S.A. 90:10230-10234.