Direct binding properties of conantokins to native N-methyl-D-aspartate receptors

Journal of Peptide Research

Volumn 61, Issue 6, 2003, Pages 307-317

  Klein, R C ^a   Prorok, M ^a   Castellino, Francis J ^a  

^a UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

carboxyglutamate; 125l; Autoradiography; Conantokins; Direct binding; N methyl D aspartate receptor

Indexed keywords

2 AMINO 5 PHOSPHONOVALERIC ACID; 4 CARBOXYGLUTAMIC ACID; ALANINE; CONANTOKIN G; GLUTAMIC ACID; N METHYL DEXTRO ASPARTIC ACID RECEPTOR BLOCKING AGENT;

ANIMAL TISSUE; ARTICLE; AUTORADIOGRAPHY; BINDING SITE; CONTROLLED STUDY; DOSE RESPONSE; DRUG BINDING; DRUG SYNTHESIS; IC 50; IODINATION; ISOTOPE LABELING; NONHUMAN; PRIORITY JOURNAL; RADIOIODINATION; RAT; RECEPTOR BINDING;

ANIMALS; AUTORADIOGRAPHY; BINDING SITES; BRAIN CHEMISTRY; CELL MEMBRANE; CONOTOXINS; MOLLUSK VENOMS; PEPTIDES; PROTEIN BINDING; RATS; RATS, SPRAGUE-DAWLEY; RECEPTORS, N-METHYL-D-ASPARTATE; SPERMINE; SYNAPSES;

ANIMALIA;

EID: 0038486123     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1034/j.1399-3011.2003.00059.x     Document Type: Article

References (41)

1. McIntosh, J., Olivera, B.M., Cruz, L. & Gray, W. (1984) γ-Carboxyglutamate in a neuroactive toxin. J. Biol. Chem. 259, 14343-14346.
2. Haack, J.A., Rivier, J., Parks, T.N., Mena, E.E., Cruz, L.J. & Olivera, B.M. (1990) A γ-carboxyglutamate-containing peptide with N-methyl-D-aspartate antagonist activity. J. Biol. Chem. 265, 6025-6029.
3. White, H.S., McCabe, R.Y., Armstrong, H., Donevan, S.D., Cruz, L.J., Abogadie, F.C., Torres, J., Rivier, J.E., Paarmann, I., Hollmann, M. & Olivera, B.M. (2000) In vitro and in vivo characterization of conantokin-R, a selective NMDA receptor antagonist isolated from the venom of the fish-hunting snail Conus radiatus. J. Pharmacol. Exp. Ther. 292, 425-432.
4. Warder, S.E., Chen, Z.G., Zhu, Y., Prorok, M., Castellino, F.J. & Ni, F. (1997) The NMR solution structure of the NMDA receptor antagonist, conantokin-T, in the absence of divalent metal ions. FEBS Lett. 411, 19-26.
5. Chen, Z.G., Blandl, T., Prorok, M., Warder, S.E., Li, L., Pedersen, L.G., Ni, F. & Castellino, F.J. (1998) Conformational changes in conantokin-G induced upon binding of calcium and magnesium as revealed by NMR structural analysis. J. Biol. Chem. 273, 16248-16258.
6. Warder, S.E., Prorok, M., Chen, Z.G., Li, L., Zhu, Y., Pedersen, L.G., Ni, F. & Castellino, F.J. (1998) The roles of individual gamma-carboxyglutamate residues in the solution structure and cation-dependent properties of conantokin-T. J. Biol. Chem. 273, 7512-7522.
7. Blandl, T., Warder, S.E., Prorok, M. & Castellino, F.J. (2000) Structure-function relationships of the NMDA receptor antagonist peptide, conantokin-R. FEBS Lett. 470, 139-146.
8. Skjaerbaek, N., Nielsen, K.J., Lewis, R.J., Alewood, P. & Craik, D.J. (1997) Determination of the solution structures of conantokin-G and conantokin-T by CD and NMR spectroscopy. J. Biol. Chem. 272, 2291-2299.
9. Rigby, A.C., Baleja, J.D., Furie, B.C. & Furie, B. (1997) Three-dimensional structure of a gamma-carboxyglutamic acid-containing conotoxin, conantokin G, from the marine snail Conus geographus: the metal-free conformer. Biochemistry 36, 6906-6914.
10. Rigby, A.C., Baleja, J.D., Li, L., Pedersen, L.G., Furie, B.C. & Furie, B. (1997) Role of gamma-carboxyglutamic acid in the calcium-induced structural transition of conantokin G, a conotoxin from the marine snail Conus geographus. Biochemistry 36, 15677-15684.
11. Zhou, L.-M., Szendrei, G.I., Fossom, L.H., Maccecchini, M.-L., Skolnick, P. & Otvos, L. (1996) Synthetic analogues of conantokin-G: NMDA antagonists acting through a novel polyamine-coupled site. J. Neurochem. 66, 620-628.
12. Blandl, T., Prorok, M. & Castellino, F.J. (1998) NMDA-receptor antagonist requirements in conantokin-G. FEBS Lett. 435, 257-262.
13. Nielsen, K.J., Skjaerbaek, N., Dooley, M., Adams, D.A., Mortensen, M., Dodd, P.R., Craik, D.J., Alewood, P.F. & Lewis, R.J. (1999) Structure-activity studies of conantokins as human N-methyl-D-aspartate receptor modulators. J. Med. Chem. 42, 415-426.
14. Blandl, T., Zajicek, J., Prorok, M. & Castellino, F.J. (2001) Sequence requirements for the NMDA receptor antagonist properties of conantokin-R. J. Biol. Chem. 276, 7391-7396.
15. Warder, S.E., Blandl, T., Klein, R.C., Castellino, F.J. & Prorok, M. (2001) Amino acid requirements for the functional and structural integrity of conantokin-T in NMDA receptor inhibition. J. Neurochem. 77, 812-822.
16. Klein, R.C. & Castellino, F.J. (1999) Inhibition of MK801 binding in adult rat brain sections by conantokin-G and conantokin-T. Neurosci. Lett. 273, 171-174.
17. Hammerland, L.G., Olivera, B.M. & Yoshikami, D. (1992) Conantokin-G selectively inhibits N-methyl-D-aspartate-induced currents in Xenopus oocytes injected with mouse brain mRNA. Eur. J. Pharmacol. 226, 239-244.
18. Donevan, S.D. & McCabe, R.T. (2000) Conantokin G is an NR2B-selective competitive antagonist of N-methyl-D-aspartate receptors. Mol. Pharmacol. 58, 614-623.
19. Klein, R.C., Warder, S.E., Galdzicki, Z., Castellino, F.J. & Prorok, M. (2001) Kinetic and mechanistic characterization of NMDA receptor antagonism by replacement and truncation variants of the conantokin peptides. Neuropharmacology 41, 801-810.
20. Wittekindt, B., Malany, S., Schemm, R., Otvos, L., Maccecchini, M.-L., Laube, B. & Betz, H. (2001) Point mutations identify the glutamate binding pocket of the N-methyl-D-aspartate receptor as major site of conantokin-G inhibition. Neuropharmacology 41, 753-761.
21. Skolnick, P., Boje, K., Miller, R., Pennington, M. & Maccecchini, M.-L. (1992) Noncompetitive inhibition of N-methyl-D-aspartate by conantokin-G: evidence for an allosteric interaction at polyamine sites. J. Neurochem. 59, 1516-1521.
22. Klein, R.C., Prorok, M., Galdzicki, Z. & Castellino, F.J. (2001) The amino acid residue at sequence position 5 in the conantokin peptides partially governs subunit-selective antagonism of recombinant N-methyl-D-aspartate receptors. J. Biol. Chem. 276, 26860-26867.
23. Benke, T.A., Jones, O.T., Collingridge, G.L. & Angelides, K.J. (1990) N-methyl-D-aspartate receptors are clustered and immobilized on dendrites of living cortical neurons. Proc. Natl. Acad. Sci. USA 90, 7819-7823.
24. Durand, J., Kojic, L., Wang, Y., Lee, P., Cynader, M.S. & Gu, Q. (2000) Confocal imaging of N-methyl-D-aspartate receptors in living cortical neurons. Neuroscience 97, 11-23.
25. Prorok, M., Warder, S.E., Blandl, T. & Castellino, F.J. (1996) Calcium binding properties of γ-carboxyglutamic acid-containing marine cone snail 'sleeper' peptides, conantokin-G and conantokin-T. Biochemistry 35, 16528-16534.
26. Blahos, J. & Wenthold, R.J. (1996) Relationship between N-methyl-D-aspartate receptor NR1 splice variants and NR2 subunits. J. Biol. Chem. 271, 15669-15674.
27. Cheng, T. & Prusoff, W.H. (1973) Relationship between the inhibition constant (Ki) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction. Biochem. Pharmacol. 22, 3099-3108.
28. Nelsestuen, G.L. & Lim, T.K. (1977) Equilibria involved in prothrombin- and blood-clotting factor X-membrane binding. Biochemistry 16, 4164-4271.
29. Kisiel, W., Canfield, W.M., Ericsson, L.H. & Davie, E.W. (1977) Anticoagulant properties of bovine plasma protein C following activation by thrombin. Biochemistry 16, 5824-5831.
30. Pollock, J.S., Shepard, A.J., Weber, D.J., Olson, D.L., Klapper, D.G., Pedersen, L.G. & Hiskey, R.G. (1988) Phospholipid binding properties of bovine prothrombin peptide residues 1-45. J. Biol. Chem. 263, 14216-14223.
31. Zhang, L. & Castellino, F.J. (1993) The contributions of individual gamma-carboxyglutamic acid residues in the calcium-dependent binding of recombinant human protein C to acidic phospholipid vesicles. J. Biol. Chem. 268, 12040-12045.
32. 2+ and is required for OS phagocytosis by RPE cells in vitro. Exp. Eye Res. 75, 391-400.
33. Blandl, T., Warder, S.E., Prorok, M. & Castellino, F.J. (1999) Binding of cations to individual γ-carboxyglutamate residues of conantokin-G and conantokin-T. J. Pept. Res. 53, 453-464.
34. 3H]D-2-amino-5-phosphonopentanoate as a ligand for N-methyl-D-aspartate receptors in the mammalian central nervous system. Neuroscience 26, 1-15.
35. 3H]L-689,560, an antagonist for the glycine site on the N-methyl-D-aspartate receptor, to rat brain membranes. Mol. Pharmacol. 41, 923-930.
36. Tang, Q., Gandhoke, R., Burritt, A., Hruby, V.J., Porreca, F. & Lai, J. (1999) High-affinity interaction of (des-Tyrosyl)dynorphin A(2-17) with NMDA receptors. J. Pharm. Exp. Ther. 291, 760-765.
37. Chazot, P.L., Lawrence, S. & Thompson, C.L. (2002) Studies on the subtype selectivity of CP-101,606: evidence for two classes of NR2B-selective NMDA receptor antagonists. Neuropharmacology 42, 319-324.
38. Kutsuwada, T., Kashiwabuchi, N., Mori, H., Sakimura, K., Kushiya, E., Araki, K., Meguro, H., Masaki, H., Kumanishi, T., Arakawa, M. & Mishina, M. (1992) Molecular diversity of the NMDA receptor channel. Nature 358, 36-41.
39. Monyer, H., Sprengel, R., Schoepfer, R., Herb, A., Higuchi, M., Lomeli, H., Burnashev, N., Sakmann, B. & Seeburg, P.H. (1992) Heteromeric NMDA receptors: molecular and functional distinction of subtypes. Science 256, 1217-1221.
40. Nakanishi, N., Axel, R. & Schneider, N.A. (1992) Alternative splicing generates functionally distinct N-methyl-D-aspartate receptors. Proc. Natl. Acad. Sci. USA 89, 8552-8556.
41. Chandler, P., Pennington, M., Maccecchini, M.-L., Nashed, N.T. & Skolnick, P. (1993) Polyamine-like actions of peptides derived from conantokin-G, an N-methyl-D-aspartate (NMDA) antagonist. J. Biol. Chem. 268, 17173-17178.