Structure and localisation of drug binding sites on neurotransmitter transporters

Journal of Molecular Modeling

Volumn 15, Issue 10, 2009, Pages 1155-1164

  Ravna, Aina W ^a   Sylte, Ingebrigt ^a   Dahl, Svein G ^a  

^a UNIVERSITY OF TROMSØ   (Norway)

Author keywords

Binding site; Dopamine; Neurotransmitter; Noradrenalin; Serotonin; Transporter protein

Indexed keywords

CLOMIPRAMINE; COCAINE; DOPAMINE TRANSPORTER; LEUCINE; NORADRENALIN TRANSPORTER; SEROTONIN TRANSPORTER;

AQUIFEX AEOLICUS; ARTICLE; CRYSTAL STRUCTURE; DRUG BINDING SITE; DRUG CONFORMATION; DRUG IDENTIFICATION; DRUG PROTEIN BINDING; ELECTRIC POTENTIAL; MATHEMATICAL COMPUTING; MOLECULAR DOCKING; MOLECULAR MODEL; PRIORITY JOURNAL; PROTEIN STRUCTURE; STRUCTURE ANALYSIS; SURFACE PROPERTY;

AMINO ACID SEQUENCE; BINDING SITES; DOPAMINE PLASMA MEMBRANE TRANSPORT PROTEINS; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NEUROTRANSMITTER TRANSPORT PROTEINS; NOREPINEPHRINE PLASMA MEMBRANE TRANSPORT PROTEINS; PROTEIN BINDING; PSYCHOTROPIC DRUGS; SEROTONIN PLASMA MEMBRANE TRANSPORT PROTEINS;

AQUIFEX AEOLICUS;

EID: 68949176654     PISSN: 16102940     EISSN: 09485023     Source Type: Journal    
DOI: 10.1007/s00894-009-0478-1     Document Type: Article

References (42)

1. Bardo MT (1998) Neuropharmacological mechanisms of drug reward: Beyond dopamine in the nucleus accumbens. Crit Rev Neurobiol 12:37-67
2. Uhl G, Lin Z, Metzger T et al (1998) Dopamine transporter mutants, small molecules, and approaches to cocaine antagonist/dopamine transporter disinhibitor development. Methods Enzymol 296:456-465
3. Hall FS, Li XF, Sora I et al (2002) Cocaine mechanisms: Enhanced cocaine, fluoxetine and nisoxetine place preferences following monoamine transporter deletions. Neuroscience 115:153-161
4. Uhl GR, Hall FS, Sora I (2002) Cocaine, reward, movement and monoamine transporters. Mol Psychiatry 7:21-26
5. Schildkraut JJ (1965) The catecholamine hypothesis of affective disorders: A review of supporting evidence. Am J Psychiatry 122:509-522
6. Manji HK, Duman RS (2001) Impairments of neuroplasticity and cellular resilience in severe mood disorders: Implications for the development of novel therapeutics. Psychopharmacol Bull 35:5-49
7. Tatsumi M, Groshan K, Blakely RD et al (1997) Pharmacological profile of antidepressants and related compounds at human monoamine transporters. Eur J Pharmacol 340:249-258
8. Barker EL, Blakely RD (1995) Norepinephrine and serotonin transporters: molecular targets of antidepressant drugs. In: Bloom FE, Kupfer DJ (eds) Psychopharmacology: The fourth generation of progress. Raven, New York, pp 321-334
9. Forrest LR, Tavoulari S, Zhang YW et al (2007) Identification of a chloride ion binding site in Na+/Cl -dependent transporters. Proc Natl Acad Sci USA 104:12761-12766
10. Beuming T, Shi L, Javitch JA et al (2006) A comprehensive structure-based alignment of prokaryotic and eukaryotic neurotransmitter/ Na+ symporters (NSS) aids in the use of the LeuT structure to probe NSS structure and function. Mol Pharmacol 70:1630-1642
11. Jaronczyk M, Chilmonczyk Z, Mazurek AP et al (2008) The molecular interactions of buspirone analogues with the serotonin transporter. Bioorg Med Chem 16:9283-9294
12. Jorgensen AM, Tagmose L, Jorgensen AM et al (2007) Homology modeling of the serotonin transporter: Insights into the primary escitalopram-binding site. Chem Med Chem 2:815-826
13. Ravna AW, Jaronczyk M, Sylte I (2006) A homology model of SERT based on the LeuT(Aa) template. Bioorg Med Chem Lett 16:5594-5597
14. Ravna AW, Edvardsen O (2001) A putative three-dimensional arrangement of the human serotonin transporter transmembrane helices: A tool to aid experimental studies. J Mol Graph Model 20:133-144
15. Ravna AW (2006) Three-dimensional models of neurotransmitter transporters and their interactions with cocaine and S-citalopram. World J Biol Psychiatry 7:99-109
16. Ravna AW, Sylte I, Dahl SG (2003) Molecular model of the neural dopamine transporter. J Comput Aided Mol Des 17:367-382
17. Ravna AW, Sylte I, Dahl SG (2003) Molecular mechanism of citalopram and cocaine interactions with neurotransmitter transporters. J Pharmacol Exp Ther 307:34-41
18. Ravna AW, Sylte I, Kristiansen K et al (2006) Putative drug binding conformations of monoamine transporters. Bioorg Med Chem 14:666-675
19. Xhaard H, Backstrom V, Denessiouk K et al (2008) Coordination of Na(+) by monoamine ligands in dopamine, norepinephrine, and serotonin transporters. J Chem Inf Model 48:1423-1437
20. Yamashita A, Singh SK, Kawate T et al (2005) Crystal structure of a bacterial homologue of Na+/Cl-dependent neurotransmitter transporters. Nature 437:215-223
21. Barker EL, Moore KR, Rakhshan F et al (1999) Transmembrane domain I contributes to the permeation pathway for serotonin and ions in the serotonin transporter. J Neurosci 19:4705-4717
22. Barker EL, Perlman MA, Adkins EM et al (1998) High affinity recognition of serotonin transporter antagonists defined by species-scanning mutagenesis. An aromatic residue in transmembrane domain I dictates species-selective recognition of citalopram and mazindol. J Biol Chem 273:19459-19468
23. Henry LK, Field JR, Adkins EM et al (2006) Tyr-95 and Ile-172 in transmembrane segments 1 and 3 of human serotonin transporters interact to establish high affinity recognition of antidepressants. J Biol Chem 281:2012-2023
24. Kitayama S, Shimada S, Xu H et al (1992) Dopamine transporter site-directed mutations differentially alter substrate transport and cocaine binding. Proc Natl Acad Sci USA 89:7782-7785
25. Lin Z, Wang W, Kopajtic T et al (1999) Dopamine transporter: transmembrane phenylalanine mutations can selectively influence dopamine uptake and cocaine analog recognition. Mol Pharmacol 56:434-447
26. Chen JG, Sachpatzidis A, Rudnick G (1997) The third transmembrane domain of the serotonin transporter contains residues associated with substrate and cocaine binding. J Biol Chem 272:28321-28327
27. Larsen MB, Elfving B, Wiborg O (2004) The chicken serotonin transporter discriminates between serotonin-selective reuptake inhibitors. A species-scanning mutagenesis study. J Biol Chem 279:42147-42156
28. Lee SH, Chang MY, Lee KH et al (2000) Importance of valine at position 152 for the substrate transport and 2beta-carbomethoxy-3beta-(4-fluorophenyl)tropane binding of dopamine transporter. Mol Pharmacol 57:883-889
29. Mortensen OV, Kristensen AS, Wiborg O (2001) Species-scanning mutagenesis of the serotonin transporter reveals residues essential in selective, high-affinity recognition of antidepressants. J Neurochem 79:237-247
30. Roubert C, Cox PJ, Bruss M et al (2001) Determination of residues in the norepinephrine transporter that are critical for tricyclic antidepressant affinity. J Biol Chem 276:8254-8260
31. Lin Z, Wang W, Uhl GR (2000) Dopamine transporter tryptophan mutants highlight candidate dopamine- and cocaine-selective domains. Mol Pharmacol 58:1581-1592
32. Singh SK, Yamashita A, Gouaux E (2007) Antidepressant binding site in a bacterial homologue of neurotransmitter transporters. Nature 448:952-956
33. Zhou Z, Zhen J, Karpowich NK et al (2007) LeuT-desipramine structure reveals how antidepressants block neurotransmitter reuptake. Science 317:1390-1393
34. Abagyan R, Totrov M, Kuznetsov DN (1994) ICM - a new method for protein modeling and design. Applications to docking and structure prediction from the distorted native conformation. J Comp Chem 15:488-506
35. Abagyan R, Totrov M (1994) Biased probability Monte Carlo conformational searches and electrostatic calculations for peptides and proteins. J Mol Biol 235:983-1002
36. Laskoswki RA, MacArthur MW, Moss DS et al (1993) PROCHECK: A program to check the stereochemical quality of protein structures. J Appl Cryst 26:283-291
37. Hooft RW, Vriend G, Sander C et al (1996) Errors in protein structures. Nature 381:272
38. Colovos C, Yeates TO (1993) Verification of protein structures: Patterns of nonbonded atomic interactions. Protein Sci 2:1511-1519
39. Heijne GV (1986) The distribution of positively charged residues in bacterial inner membrane proteins correlates with the trans-membrane topology. EMBO J 5:3021-3027
40. Wieman H, Tondel K, Anderssen E et al (2004) Homology-based modelling of targets for rational drug design. Mini Rev Med Chem 4:793-804
41. Ward A, Reyes CL, Yu J et al (2007) Flexibility in the ABC transporter MsbA: Alternating access with a twist. Proc Natl Acad Sci USA 104:19005-19010
42. Kaback HR, Wu J (1997) From membrane to molecule to the third amino acid from the left with a membrane transport protein. Q Rev Biophys 30:333-364