Screening of 5-HT1A receptor antagonists using molecularly imprinted polymers

Journal of the American Chemical Society

Volumn 129, Issue 6, 2007, Pages 1680-1689

  O'Connor, Naphtali A ^a   Paisner, David A ^a   Huryn, Donna ^b   Shea, Kenneth J ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CORRELATION METHODS; MOLECULAR DYNAMICS; ROBUSTNESS (CONTROL SYSTEMS); SCREENING; SYNTHESIS (CHEMICAL);

AFFINITY MATRIX; MOLECULAR IMPRINTED POLYMERS (MIP); RECEPTOR ANTAGONISTS; SEROTONIN (5-HT) RECEPTOR;

PROTEINS;

1 (2 METHOXYPHENYL) 4 (4 PHTHALIMIDOBUTYL)PIPERAZINE; BUSPIRONE; N [2 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]ETHYL] N (2 PYRIDYL)CYCLOHEXANECARBOXAMIDE; POLYMER; RECEPTOR SUBTYPE; SEROTONIN 1A ANTAGONIST; SEROTONIN 1A RECEPTOR; SPIPERONE; 1 (2 METHOXYPHENYL) 4 (4 (2 PHTHALIMIDO)BUTYL)PIPERAZINE; 1-(2-METHOXYPHENYL)-4-(4-(2-PHTHALIMIDO)BUTYL)PIPERAZINE; BIOMIMETIC MATERIAL; LIGAND; PIPERAZINE DERIVATIVE; POLYMETHACRYLIC ACID DERIVATIVE; PYRIDINE DERIVATIVE; SEROTONIN AGONIST; SEROTONIN ANTAGONIST; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; DRUG BINDING SITE; DRUG RECEPTOR BINDING; DRUG RESEARCH; DRUG SCREENING; HYDROGEN BOND; MOLECULAR IMPRINTING; MOLECULAR INTERACTION; MOLECULAR MODEL; SEROTONINERGIC SYSTEM; AFFINITY CHROMATOGRAPHY; BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; DRUG ANTAGONISM; ELECTRICITY; KINETICS; METABOLISM; METHODOLOGY; STRUCTURE ACTIVITY RELATION; THERMODYNAMICS;

BINDING SITES; BIOMIMETIC MATERIALS; BUSPIRONE; CHROMATOGRAPHY, AFFINITY; DRUG EVALUATION, PRECLINICAL; ELECTROSTATICS; KINETICS; LIGANDS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PIPERAZINES; POLYMETHACRYLIC ACIDS; PYRIDINES; RECEPTOR, SEROTONIN, 5-HT1A; SEROTONIN AGONISTS; SEROTONIN ANTAGONISTS; SPIPERONE; STRUCTURE-ACTIVITY RELATIONSHIP; THERMODYNAMICS;

EID: 33846954028     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja067276c     Document Type: Article

References (48)

1. Yan, M., Ramstrom, O., Eds.; Molecularly Imprinted Materials: Science and Technology; Marcel Dekker: New York, 2005.
2. Komiyama, M.; Takeuchi, T.; Mukawa, T.; Asanuma, H. Molecular Imprinting: From Fundamentals to Applications; Wiley-VCH: Weinheim, 2003.
3. Shea, K. J. Trends Polym. Sci. 1994, 2, 166-73.
4. Alexander, C.; Andersson, H. S.; Andersson, L. I.; Ansell, R. J.; Kirsch, N.; Nicholls, I. A.; O'Mahony, J.; Whitcombe, M. J. J. Mol. Recognit. 2006, 19, 106-180.
5. Kempe, M.; Mosbach, K. J. Chromatogr., A 1995, 694, 3-13.
6. Mayes, A. G.; Mosbach, K. Trends Anal. Chem. 1997, 16, 321-332.
7. Andersson, L. I. Bioseparation 2002, 10, 353-364.
8. Ramstrom, O.; Mosbach, K. Curr. Opin. Chem. Biol. 1999, 3, 759-764.
9. Wulff, G. Chem. Rev. 2002, 102, 1-27.
10. Ansell, R. J.; Kriz, D.; Mosbach, K. Curr. Opin. Biotechnol. 1996, 7, 89-94.
11. Haupt, K.; Mosbach, K. Trends Biotechnol. 1998, 16, 468-475.
12. Haupt, K.; Mosbach, K. Chem. Rev. 2000, 100, 2495-2504.
13. Kriz, D.; Ramstrom, O.; Mosbach, K. Anal. Chem. 1997, 69, 345A-349A.
14. Deng, Q.; Lun, Z.; Shao, H.; Yan, C.; Gao, R. Anal. Bioanal. Chem. 2005, 382, 51-58.
15. Ye, L.; Haupt, K. Anal. Bioanal. Chem. 2004, 378, 1887-1897.
16. Bouman, M. A. E.; Allender, C. J.; Brain, K. R.; Heard, C. M. In Methodological Surveys in Bioanalysis of Drugs; Reid, E., Hill, H. M., Wilson, I. D., Eds.; Royal Society of Chemistry, Information Services: Cambridge, UK, 1998; Vol. 25, pp 37-43.
17. Ramstrom, O.; Ye, L.; Mosbach, K. Anal. Commun. 1998, 35, 9-11.
18. Khasawneh, M. A.; Vallano, P. T.; Remcho, V. T. J. Chromatogr., A 2001, 922, 87-97.
19. Vallano, P. T.; Remcho, V. T. J. Chromatogr., A 2000, 888, 23-34.
20. Xu, X.; Zhu, L.; Chen, L. J. Chromatogr., B 2004, 804, 61-69.
21. Ye, L.; Yu, Y.; Mosbach, K. Analyst 2001, 126, 760-765
22. Becker, J. J.; Gagne, M. R. Acc. Chem. Res. 2004, 37, 798-804.
23. Conrad, P. G., II; Shea, K. J. In Molecular Imprinted Materials: Science and Technology; Mingdi, Y., Ramstrom, O., Eds.; Marcel Dekker: New York, 2005; pp 123-180.
24. Shea, K. J.; Sasaki, D. Y. J. Am. Chem. Soc. 1989, 111, 3442-3444.
25. Forster, E. A.; Cliffe, I. A.; Bill, D. J.; Dover, G. M.; Jones, D.; Y. R.; Fletcher, A. Eur. J. Pharmacol. 1995, 281, 81-88.
26. Cliffe, I. A.; Fletcher, A. Current Drugs: Serotonin 1993, 1, 99-124.
27. Eisenberg, D. Annu. Rev. Biochem. 1984, 53, 593-623.
28. Fletcher, A.; et al. Behav. Brain Res. 1996, 73, 337-353.
29. Zhuang, Z.; Kung, M.; Chumpradit, S.; Mu, M.; Rung, H. F. J. Med. Chem. 1994, 37, 4572-4575.
30. Sellergren, B.; Shea, K. J. J. Chromatogr. 1993, 635, 31-49.
31. Shea, K. J.; Spivak, D.; Sellergren, B. J. Am. Chem. Soc. 1993, 115, 3368-3369.
32. The capacity factor (k′) is defined as k′ = [(V(t) - V(0))/V(0)], where V(f) is the retention volume and V(O) is the dead volume or the retention volume of a nonbinding substrate.
33. Spivak, D.; Gilmore, M. A.; Shea, K. J. J. Am. Chem. Soc. 1997, 119, 4388-4393.
34. Baggiani, C. in Molecularly Imprinted Materials; Mingdi, Y., Ramstrom, O., Eds.; Marcel Dekker: New York, 2005: pp 517-552.
35. Kim, H.; Guiochon, G. Anal. Chem. 2005, 77, 2496-2504.
36. Sellergren, B. J. Chromatogr., A 2001, 906, 227-252.
37. Connolly, M. L. J. Am. Chem. Soc. 1985, 107, 1118-1124.
38. Raghupathi, R. K.; Rydelek-Fitzgerald, L.; Teitler, M.; Glennon, R. A. J. Med. Chem. 1991, 34, 2633-2638.
39. Titeler, M.; Lyon, R. A.; Davis, K. H.; Glennon, R. A. Biochem. Pharmacol. 1987, 36, 3265-3271.
40. Wu, L.; Li, Y. J. Mol. Recognit. 2004, 17, 567-574.
41. Wu, L.; Sun, B.; Li, Y.; Chang, W. Analyst 2003, 128, 944-949.
42. Takeuchi, T.; Dobashi, A.; Kimura, K. Anal. Chem. 2000, 72, 2418-2422.
43. Umpleby, R. J., II; Bode, M.; Shimizu, K. D. Analyst 2000, 125, 1261-1265.
44. Strader, C. D.; Sigal, I. S.; Candelrone, M. R.; Rands, E.; Hill, W. S.; Dixon, R. A. J. Biol. Chem. 1988, 263, 10267-10271.
45. Stewart, J. J. P. J. Comput. Chem. 1989, 10, 209-220.
46. Stewart, J. J. P. J. Comput. Chem. 1989, 10, 221-264.
47. Nowak, M.; Kolaczkowski, M.; Pawlowski, M.; Bojarski, A. J. J. Med. Chem. 2006, 49, 205-214.
48. Zhuang, Z.; Kung, M.; Kung, H. F. J. Med. Chem. 1994, 37, 1406-1407.