Slow isomerization step in the interaction between mouse dopamine transporter and dopamine re-uptake inhibitor N-(3-iodoprop-2E-enyl)-2β-carbo-[3H]methoxy-3β-(4′-methylphenyl)nortropane

Neuroscience Letters

Volumn 410, Issue 3, 2006, Pages 218-221

  Stepanov, Vladimir ^a   Järv, Jaak ^a  

^a UNIVERSITY OF TARTU   (Estonia)

Author keywords

Association kinetics; Complex isomerization; Dissociation kinetics; Dopamine transporter; Inhibitor; Interaction mechanisms; PE2I

Indexed keywords

DOPAMINE TRANSPORTER; DOPAMINE UPTAKE INHIBITOR; N (3 IODOPROPENYL) 2BETA CARBOMETHOXY 3BETA (4' METHYLPHENYL)NORTROPANE; TRITIUM; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; BINDING SITE; CONFORMATIONAL TRANSITION; DISSOCIATION CONSTANT; ISOMERIZATION; KINETICS; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTEIN INTERACTION;

ANIMALS; CORPUS STRIATUM; DOPAMINE PLASMA MEMBRANE TRANSPORT PROTEINS; DOPAMINE UPTAKE INHIBITORS; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG INTERACTIONS; MALE; MICE; NORTROPANES; PROTEIN BINDING; TRITIUM;

EID: 33750997035     PISSN: 03043940     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.neulet.2006.10.007     Document Type: Article

References (16)

1. Carroll F.I., Gao Y.G., Rahman M.A., Abraham P., Parham K., Lewin A.H., Boja J.W., and Kuhar M.J. Synthesis, ligand binding, QSAR, and CoMFA study of 3β-(p-substituted phenyl)tropane-2β-carboxylic acid methyl esters. J. Med. Chem. 34 (1991) 2719-2725
2. Emond P., Garreau L., Shalon S., Boazi M., Caillet M., Bricard J., Frangin Y., Mauclaire L., Besnard J.-C., and Guilloteau D. Synthesis and ligand binding of nortropane derivatives: N-substituted 2β-carbometoxy-3β-(4′-iodophenyl)nortropane and N-(3-iodoprop-(2E)-enyl)-2β-carbometoxy-3β-(3′,4′-disubstituted phenyl)nortropane. New high-affinity and selective compounds for the dopamine transporter. J. Med. Chem. 40 (1997) 1366-1372
3. 11C]β-CIT binding to monoamine transporters in the monkey and human brain. Synapse 16 (1994) 93-103
4. Glatt C., and Reus V. Pharmacogenetics of monoamine transporters. Pharmacogenomics 4 (2003) 583-596
5. Goodman M.M., Kung M.-P., Kabalka G.W., Kung H.F., and Switzer R. Synthesis and characteristic of radioiodonated N-(3-iodopropen-1-yl)-2β-carbomethoxy-3β-(4-chlorophenyl)tropanes: potential dopamine reuptake site imaging agents. J. Med. Chem. 37 (1994) 1535-1542
6. 125I]PE2I. Neuroimage 9 (1999) 108-116
7. Hitri A., Hurd Y.L., Wyatt R.J., and Deutsch S.I. Molecular, functional and biochemical characteristics of the dopamine transporter: regional differences and clinical relevance. Clin. Neuropharmacol. 17 (1994) 1-22
8. Horn S.A., Coyle J.T., and Snyder S.H. Catecholamine uptake by synaptosomes from rat brain: structure-activity relationships of drugs with differential effects on dopamine and norepinephrine neurons. Mol. Pharmacol. 7 (1971) 66-80
9. Järv J., Hedlund B., and Bartfai T. Isomerization of the Muscarine Receptor-Antagonist Complex. J. Biol. Chem. 254 (1979) 5595-5598
10. Järv J., and Oras A. Similar dynamics of G-protein coupled receptors molecules in response to antagonist binding. Neurosci. Lett. 373 (2005) 150-152
11. 11C]PE2I binding to the dopamine transporter in the human brain: a PET study. Eur. J. Nucl. Med. Mol. Imaging 33 (2006) 657-668
12. Newman A.H., and Kulkarni S. Probes for dopamine transporter: new leads toward a cocaine-abuse therapeutic - A focus on analogues of benztropine and rimcazole. Med. Res. Rev. 22 (2002) 429-464
13. Page G., Chalon S., Emond P., Maloteaux J.M., and Hermans E. Pharmacological characterization of (E)-N-(3-iodoprop-2-enyl)-2β-carbomethoxy-3β-(4′-methylphenyl)nortropane (PE2I) binding to the rat neuronal dopamine transporter expressed in COS cells. Neurochem. Int. 40 (2002) 105-113
14. Seeman P., and Niznik H.B. Dopamine receptors and transporters in Parkinson's decease and schizophrenia. FASEB J. 4 (1990) 2737-2744
15. Stepanov, V., Schou, M., Järv, J., Halldin, C., Synthesis of 3H-labeled N-(3-iodoprop-2E-enyl)-2b-carbomethoxy-3b-(4-methylphenyl) nortropane (PE2I) and its interaction with mice striatal membrane fragments. Applied Radiation and Isotopes (2006), doi:10.1016/j.apradiso.2006.09.003.
16. Strickland S., Palmer G., and Masey V. Determination of dissociation constants and specific rate constants of enzyme-substrate (or protein-ligand) interactions from rapid reaction kinetic data. J. Biol. Chem. 250 (1975) 4048-4052