Antagonists of the P2X7 receptor: Mechanism of enantioselective recognition using highly sulfated and sulfobutylether cyclodextrins by capillary electrokinetic chromatography

Electrophoresis

Volumn 35, Issue 19, 2014, Pages 2892-2899

  Baudelet, Davy ^a   Ghinet, Alina ^a   Furman, Christophe ^b   Dezitter, Xavier ^b   Gautret, Philippe ^a   Rigo, Benoit ^a   Millet, Ŕegis ^a   Vaccher, Claude ^a   Lipka, Emmanuelle ^a  

^a Cité scientifique   (France)

^b Faculté des Sciences Pharmaceutiques et Biologiques Université de Lille   (France)

Author keywords

Binding constant; Complexation; Cyclodextrins; Enantiomer; Thermodynamic parameters

Indexed keywords

CAPILLARY ELECTROPHORESIS; ELECTRODYNAMICS; ELECTROPHORETIC MOBILITY; ENANTIOMERS; FUSED SILICA; LIQUID CHROMATOGRAPHY; POLYETHYLENE OXIDES;

ACID DERIVATIVE; BINDING CONSTANT; CAPILLARY ELECTROKINETIC CHROMATOGRAPHY; ELECTROKINETIC CHROMATOGRAPHY; ENANTIOMERIC SEPARATION; ENANTIOSELECTIVE RECOGNITION; NEGATIVELY CHARGED; PYROGLUTAMIC ACIDS; RECEPTOR ANTAGONISTS; THERMODYNAMIC PARAMETER;

CYCLODEXTRINS;

BETA CYCLODEXTRIN SULFOBUTYL ETHER; GAMMA CYCLODEXTRIN; MACROGOL; PHOSPHATE; PURINERGIC P2X7 RECEPTOR BLOCKING AGENT; PURINERGIC RECEPTOR BLOCKING AGENT; PYROGLUTAMIC ACID DERIVATIVE; SILICON DIOXIDE; UNCLASSIFIED DRUG; GAMMA CYCLODEXTRIN DERIVATIVE;

ANALYTICAL EQUIPMENT; ARTICLE; BINDING AFFINITY; CAPILLARY ELECTROKINETIC CHROMATOGRAPHY; CAPILLARY ELECTROPHORESIS; COMPLEX FORMATION; CONCENTRATION (PARAMETERS); DRUG SCREENING; DRUG STRUCTURE; ELECTROPHORETIC MOBILITY; ENANTIOMER; ENANTIOSELECTIVITY; ENTHALPY; MOLECULAR RECOGNITION; PH; STEREOCHEMISTRY; STOICHIOMETRY; SULFATION; TEMPERATURE; THERMODYNAMICS; CHEMISTRY; ISOLATION AND PURIFICATION; MICELLAR ELECTROKINETIC CHROMATOGRAPHY; PROCEDURES; REPRODUCIBILITY; STEREOISOMERISM;

CHROMATOGRAPHY, MICELLAR ELECTROKINETIC CAPILLARY; GAMMA-CYCLODEXTRINS; PURINERGIC ANTAGONISTS; REPRODUCIBILITY OF RESULTS; STEREOISOMERISM; THERMODYNAMICS;

EID: 84908383522     PISSN: 01730835     EISSN: 15222683     Source Type: Journal    
DOI: 10.1002/elps.201400113     Document Type: Article

References (39)

1. Valera, S., Hussy, N., Evans, R. J., Adami, N., North, R. A., Surprenant, A., Buell, G., Nature 1994, 371, 516.
2. Sanz, J. M., Di Virgilio, F., J. Immunol. 2000, 164, 4893.
3. Solle, M., Labasi, J., Perregaux, D. G., Stam, E., Petrushova, N., Koller, B. H., Griffiths, R. J., Gabel, C. A., J. Biol. Chem. 2001, 276, 125.
4. Mehta, N., Kaur, M., Singh, M., Chand, S., Vyas, B., Silakari, P., Bahia, M. S., Silakari, O., Bioorg. Med. Chem.2014, 22, 54.
5. Fanali, S., Electrophoresis 2009, 30, S203-S210.
6. Scriba, G. K. E., J. Sep. Sci. 2008, 31, 1991-2011.
7. Chankvetadze, B., J. Chromatogr. A 2007, 1168, 45-70.
8. Connors, K. A., Binding Constants: The measurement of molecular Complex Stability, Wiley, New York 1987.
9. Wren, S. A. C., Rowe, R. C., J. Chromatogr. 1992, 603, 235-241.
10. Wren, S. A. C., Rowe, R. C., J. Chromatogr. 1993, 635, 113-118.
11. Rundlett, K. L., Armstrong, D. W., Electrophoresis 1997, 18, 2194-2202.
12. Chankvetadze, B., Lindner,W., Scriba, K. E., Anal. Chem.2004, 76, 4265-4260.
13. Rundlett, K. L., Armstrong, D. W., Electrophoresis 2001, 22, 1419-1427.
14. Tanaka, Y., Terabe, S., J. Chromatogr. B 2002, 768, 81-92.
15. Jiang, C. X., Armstrong, D.W., Electrophoresis 2010, 31, 17-27.
16. Plätzer, M., Schwarz, M. A., Neubert, R. H., J. Microcolumn Sep. 1999, 11, 215-222.
17. Chankvetadze, B., Blaschke,G., Electrophoresis 1999, 20, 2592-2604.
18. Danel, C., Azaroual, N., Brunel, A., Lannoy, D., Vermeersch, G., Odou, P., Vaccher, C., J. Chromatogr. A 2008, 1215, 185-193.
19. Al Azzam, K. M., Saad, B., Aboul-Enein, H. Y., Electrophoresis 2010, 31, 2957-2963.
20. Chen, F. T. A., Shen, G., Evengelista, R. A., J. Chromatogr. A 2001, 924, 523-532.
21. De Boer, T., De Zeeuw, R. A., De Jong, G. J., Ensing, K., Electrophoresis 2000, 21, 3220-3229.
22. Williams, B. A., Vigh, G., J. Chromatogr. A 1997, 777, 295-309.
23. Tsioupi, D. A., Stefan-Van Staden, R. I., Kapnissi-Christodoulou, C. P., Electrophoresis 2013, 34, 178-204.
24. Talt, R. J., Thompson, D. O., Stella, V. J., Stobaugh, J. F., Anal. Chem. 1994, 66, 4013-4018.
25. Liu, L., Nussbaum, M. A., J. Pharm. Biomed. Anal. 1995, 14, 65-72.
26. Groom, C. A., Luong, J. H., Electrophoresis 1997, 18, 1166-1172.
27. Desiderio, C., Polcaro, C. M., Fanali, S., Electrophoresis 1997, 18, 227-237.
28. Kong, D., Yang, W., Duan, K., Cui, Y., Xing, S., Zhang, X., Sheng, X., Zhang, L., J. Sep. Sci. 2009, 32, 3178-3183.
29. Issaq, H. J., Atamna, I. Z., Muschik, G. M., Janini, G. M., Chromatographia 1991, 32, 155-161.
30. Benes, M., Zuskova, I., Svoboda, J., Gas, B., Electrophoresis 2012, 33, 3012-3020.
31. Penn, S. G., Bergström, E. T, Knights, I., Liu, G., Ruddick, A., Goodall, D. M., J. Phys. Chem. 1995, 99, 3875-3880.
32. Li, N., Duan, J., Chen, H., Chen, G., Talanta 2003, 59, 493-499.
33. El-Hady, D., Kühne, S., El-Maali, N.,Wätzig, H., J. Pharm. Biomed. Anal. 2010, 52, 232-241.
34. Ravalet, CD., Geze, A., Villet, A., Grosset, C., Ravel, A., Wouessidjewe, D., Peyrin, E., J. Pharm. Biomed. Anal.2002, 29, 425-430.
35. Reijenga, J. C., Ingelse, B. A., Evreraerts, F. M., J. Chromatogr. A 1997, 792, 371-378.
36. Guillaume, Y. C., Peyrin, E., Anal. Chem. 1999, 71, 2046-2052.
37. Lämmerhofer,M., J. Chromatogr. A 2010, 1217, 814-856.
38. Chankvetadze, B., Capillary Electrophoresis in Chiral Analysis, Wiley, Chichester 1997.
39. Serna, L., Di Marino, A., Mendicuti, F., Spectrochimica Acta A 2005, 61, 1945-1954.