Molecular determinants of ligand binding to H4R species variants

Molecular Pharmacology

Volumn 77, Issue 5, 2010, Pages 734-743

  Lim, Herman D ^a   De Graaf, Chris ^a   Jiang, Wen ^b   Sadek, Payman ^a   McGovern, Patricia M ^b   Istyastono, Enade P ^a   Bakker, Remko A ^a,c   De Esch, Iwan J P ^a   Thurmond, Robin L ^b   Leurs, Rob ^a  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

^b JOHNSON AND JOHNSON PHARMACEUTICAL RESEARCH AND DEVELOPMENT   (United States)

^c BOEHRINGER INGELHEIM PHARMA GMBH AND CO KG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

1 (5 CHLORO 2 BENZIMIDAZOLYLCARBONYL) 4 METHYLPIPERAZINE; 1 (5 CHLORO 2 INDOLYLCARBONYL) 4 METHYLPIPERAZINE; 1 [2 (AMIDINOTHIO)ETHYL]GUANIDINE; 4 METHYLHISTAMINE; CLOBENPROPIT; CLOZAPINE; HISTAMINE; HISTAMINE AGONIST; HISTAMINE H4 RECEPTOR; HISTAMINE H4 RECEPTOR ANTAGONIST; THIOPERAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CELL STRAIN HEK293; DRUG BINDING SITE; DRUG RECEPTOR BINDING; DRUG TARGETING; LIGAND BINDING; MOLECULAR MODEL; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; RECEPTOR AFFINITY; SEQUENCE ALIGNMENT; SEQUENCE HOMOLOGY; SITE DIRECTED MUTAGENESIS; SPECIES DIFFERENCE;

AMINO ACID SEQUENCE; ANIMALS; CELL LINE; CERCOPITHECUS AETHIOPS; COS CELLS; DNA, COMPLEMENTARY; DOGS; GENETIC VARIATION; GUINEA PIGS; HAPLORHINI; HISTAMINE; MICE; MOLECULAR SEQUENCE DATA; MUTAGENESIS, SITE-DIRECTED; PLASMIDS; RATS; RECEPTORS, G-PROTEIN-COUPLED; RECEPTORS, HISTAMINE; SEQUENCE ALIGNMENT; SEQUENCE HOMOLOGY, AMINO ACID; SPECIES SPECIFICITY; TRANSFECTION;

EID: 77951033264     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.109.063040     Document Type: Article

References (41)

1. Ballesteros J and Weinstein H (1995) Integrated methods for the construction of three-dimensional models and computational probing of structure-function relations of G protein-coupled receptors. Methods Neurosci 25:366-428.
2. Bissantz C, Logean A, and Rognan D (2004) High-throughput modeling of human G-protein coupled receptors: amino acid sequence alignment, three-dimensional model building, and receptor library screening. J Chem Inf Comput Sci 44:1162-1176.
3. Buckland KF, Williams TJ, and Conroy DM (2003) Histamine induces cytoskeletal changes in human eosinophils via the H(4) receptor. Br J Pharmacol 140:1117-1127.
4. 3 receptor antagonists reach out for the clinic. Drug Discov Today 10:1613-1627.
5. Cherezov V, Rosenbaum DM, Hanson MA, Rasmussen SG, Thian FS, Kobilka TS, Choi HJ, Kuhn P, Weis WI, Kobilka BK, et al. (2007) High-resolution crystal structure of an engineered human β2-adrenergic G protein-coupled receptor. Science 318:1258-1265. (Pubitemid 350172884)
6. de Graaf C, Foata N, Engkvist O, and Rognan D (2008) Molecular modeling of the second extracellular loop of G-protein coupled receptors and its implication on structure-based virtual screening. Proteins 71:599-620. (Pubitemid 351430001)
7. 1 histamine receptors: contribution of Lys(191) and Thr(194). Mol Pharmacol 61:391-399.
8. Hancock AA (2006) The challenge of drug discovery of a GPCR target: analysis of preclinical pharmacology of histamine H3 antagonists/inverse agonists. Biochem Pharmacol 71:1103-1113.
9. Hough LB (2001) Genomics meets histamine receptors: new subtypes, new receptors. Mol Pharmacol 59:415-419.
10. 4 receptor antagonists. J Med Chem 46:3957-3960.
11. 4 receptor. Eur J Pharmacol 592:26-32.
12. 1 receptor activation. Nat Chem Biol 1:98-103.
13. 4 receptor using mutational analysis, homology modeling, and ab initio calculations. J Chem Inf Model 48:1455-1463.
14. 1 receptor interacts with histamine but not with all H1 agonists. Biochem Biophys Res Commun 214:110-117.
15. 4 receptors. J Pharmacol Exp Ther 327:88-96.
16. 4 receptor agonist. J Med Chem 49:6650-6651.
17. 4 receptor agonist. J Pharmacol Exp Ther 314:1310-1321.
18. Liu C, Ma X, Jiang X, Wilson SJ, Hofstra CL, Blevitt J, Pyati J, Li X, Chai W, Carruthers N, et al. (2001a) Cloning and pharmacological characterization of a fourth histamine receptor (H4) expressed in bone marrow. Mol Pharmacol 59:420-426. (Pubitemid 32179920)
19. 4 receptors reveals substantial pharmacological species variation. J Pharmacol Exp Ther 299:121-130.
20. Lovell SC, Word JM, Richardson JS, and Richardson DC (2000) The penultimate rotamer library. Proteins 40:389-408.
21. 3 adenosine receptor antagonist. J Med Chem 45:3579-3582.
22. Oda T, Matsumoto S, Masuho Y, Takasaki J, Matsumoto M, Kamohara M, Saito T, Ohishi T, Soga T, Hiyama H, et al. (2002) cDNA cloning and characterization of porcine histamine H4 receptor. Biochim Biophys Acta 1575:135-138. (Pubitemid 34521787)
23. 4 receptor. J Pharmacol Sci 98:319-322.
24. Oda T, Morikawa N, Saito Y, Masuho Y, and Matsumoto S (2000) Molecular cloning and characterization of a novel type of histamine receptor preferentially expressed in leukocytes. J Biol Chem 275:36781-36786. (Pubitemid 32002087)
25. Oksenberg D, Marsters SA, O'Dowd BF, Jin H, Havlik S, Peroutka SJ, and Ashkenazi A (1992) A single amino-acid difference confers major pharmacological variation between human and rodent 5-HT1B receptors. Nature 360:161-163.
26. Parsons ME and Ganellin CR (2006) Histamine and its receptors. Br J Pharmacol 147 (Suppl 1):S127-S135.
27. Reinhart GJ, Xie Q, Liu XJ, Zhu YF, Fan J, Chen C, and Struthers RS (2004) Species selectivity of nonpeptide antagonists of the gonadotropin- releasing hormone receptor is determined by residues in extracellular loops II and III and the amino terminus. J Biol Chem 279:34115-34122. (Pubitemid 39318033)
28. Sali A and Blundell TL (1993) Comparative protein modelling by satisfaction of spatial restraints. J Mol Biol 234:779-815. (Pubitemid 24007801)
29. 4-receptor. Biochemistry 48:1424-1438.
30. Selent J, López L, Sanz F, and Pastor M (2008) Multi-receptor binding profile of clozapine and olanzapine: a structural study based on the new beta2 adrenergic receptor template. ChemMedChem 3:1194-1198.
31. Shi L and Javitch JA (2002) The binding site of aminergic G protein-coupled receptors: the transmembrane segments and second extracellular loop. Annu Rev Pharmacol Toxicol 42:437-467. (Pubitemid 34162546)
32. Shin N, Coates E, Murgolo NJ, Morse KL, Bayne M, Strader CD, and Monsma FJ Jr (2002) Molecular modeling and site-specific mutagenesis of the histamine-binding site of the histamine H4 receptor. Mol Pharmacol 62:38-47. (Pubitemid 34680514)
33. 4 receptor ligands. Drug Discov Today 14:745-753.
34. 4 receptor binding site. Part 1. Synthesis and pharmacological evaluation of dibenzodiazepine derivatives. J Med Chem 49:4512-4516.
35. 4 receptor in leukotriene B4 production and mast cell-dependent neutrophil recruitment induced by zymosan in vivo. J Pharmacol Exp Ther 307:1072-1078.
36. 4 receptor antagonists. Bioorg Med Chem Lett 14:5251-5256.
37. 4 receptor antagonist with anti-inflammatory properties. J Pharmacol Exp Ther 309:404-413.
38. 4 receptors in allergic inflammation: the search for new antihistamines. Nat Rev Drug Discov 7:41-53.
39. Venable JD, Cai H, Chai W, Dvorak CA, Grice CA, Jablonowski JA, Shah CR, Kwok AK, Ly KS, Pio B, et al. (2005) Preparation and biological evaluation of indole, benzimidazole, and thienopyrrole piperazine carboxamides: potent human histamine H4 antagonists. J Med Chem 48:8289-8298. (Pubitemid 43032536)
40. Verdonk ML, Cole JC, Hartshorn MJ, Murray CW, and Taylor RD (2003) Improved protein-ligand docking using GOLD. Proteins 52:609-623.
41. Wang J, Wolf RM, Caldwell JW, Kollman PA, and Case DA (2004) Development and testing of a general amber force field. J Comput Chem 25:1157-1174.