Rapid pKa estimation using vacuum-assisted multiplexed capillary electrophoresis (VAMCE) with ultraviolet detection

Journal of Pharmaceutical Sciences

Volumn 94, Issue 3, 2005, Pages 576-589

  Zhou, Caixia ^a   Jin, Yingkun ^b   Kenseth, Jeremy R ^c   Stella, Mark ^b   Wehmeyer, Kenneth R ^b   Heineman, William R ^a  

^a UNIVERSITY OF CINCINNATI   (United States)

^b PROCTER AND GAMBLE PHARMACEUTICALS   (United States)

^c CombiSep ^*  (United States)

Author keywords

KWpKa estimation; Ultraviolet detection; Vacuum assisted multiplexed capillary electrophoresis (VAMCE)

Indexed keywords

2 AMINOPYRIDINE; 4 CHLOROANILINE; AMINOPHENAZONE; CHLORAMBUCIL; DICLOFENAC; DIFLUNISAL; ETACRYNIC ACID; FLURBIPROFEN; FUROSEMIDE; HIPPURIC ACID; KETOPROFEN; METRONIDAZOLE; NALIDIXIC ACID; NAPROXEN; NICOTINAMIDE; NICOTINIC ACID; NICOTINIC ACID METHYL ESTER; PAPAVERINE; PHENINDIONE; PHENOLPHTHALEIN; PHENYLBUTAZONE; PIROXICAM; PROBENECID; QUININE; SALICYLIC ACID; SODIUM HYDROXIDE; SULINDAC; TOLMETIN; UNINDEXED DRUG; WARFARIN; DRUG;

ARTICLE; CAPILLARY ELECTROPHORESIS; HYDRODYNAMICS; IONIC STRENGTH; MICROTITER PLATE ASSAY; PKA; SEPARATION TECHNIQUE; ULTRAVIOLET RADIATION; VACUUM ASSISTED MULTIPLEXED CAPILLARY ELECTROPHORESIS; CHEMISTRY; METHODOLOGY; PH; THERMODYNAMICS; ULTRAVIOLET SPECTROPHOTOMETRY; VACUUM; VALIDATION STUDY;

ELECTROPHORESIS, CAPILLARY; HYDROGEN-ION CONCENTRATION; PHARMACEUTICAL PREPARATIONS; SPECTROPHOTOMETRY, ULTRAVIOLET; THERMODYNAMICS; VACUUM;

EID: 16444376998     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1002/jps.20275     Document Type: Article

References (55)

1. a screening of pharmaceuticals by pressure-assisted capillary electrophoresis. Electrophoresis 22:1112-1118.
2. a determination of drugs using pressure-assisted capillary electrophoresis with photodiode array detection in drug discovery. J Pharm Sci 91:933-942.
3. a values of pharmaceuticals by pressure-assisted capillary electrophoresis and mass spectrometry. Rapid Commun Mass Spectrom 17:2639-2648.
4. Kibbey CE, Poole SK, Robinson B, Jackson JD, Durham D. 2001. An Integrated process for measuring the physicochemical properties of drug candidates in a preclinical discovery environment. J Pharm Sci 90:1164-1175.
5. Dobos ZS, Lóránd T, Hollósy F, Hallagas B, Erõs D, Mészáros GY, Kéri GY, Idei M. 2004. Determination of the basicity of Mannich ketones by capillary electrophoresis. J Chromatogr B 799:179-183.
6. a values of zwitterionic drugs in acetonitrile-water mixtures. Anal Chim Acta 437:309-321.
7. Allen RI, Box KJ, Comer JEA, Peake C, Tam KY. 1998. Multiwavelength spectrophotometric determination of acid dissociation constants of ionizable drugs. J Pharm Biomed Anal 17:699-712.
8. a determination of water-insoluble compounds: Validation study in methanol/water mixtures. Int J Pharmacol 151:235-248.
9. a values of basic new drug substances by CE. J Pharm Biomed Anal 26:427-434.
10. a values in a mixed-buffer linear pH gradient system. Anal Chem 75:883-892.
11. Morgan ME, Liu K, Anderson BD. 1998. Microscale titrimetric and spectrophotometric methods for determination of ionization constants and partition coefficients of new drug candidates. J Pharm Sci 87:238-245.
12. Pérez-Uriquiza M, Beltrán JL. 2001. Determination of the dissociation constants of sulfonated azo dyes by capillary zone electrophoresis and spectrophotometry methods. J Chromatogr A 917:331-336.
13. Buckenmaier SMC, McCalley DV, Euerby MR. 2004. Determination of ionisation constants of organic bases in aqueous methanol solutions using capillary electrophoresis. J Chromatogr A 1026:251-259.
14. Psurek A, Scribe GKE. 2003. Peptide separations and dissociation constants in nonaqueous capillary electrophoresis: Comparison of methanol and aqueous buffers. Electrophoresis 24:765-773.
15. a values of pharmaceuticals by pressure-assisted capillary electrophoresis combined with short-end injection. J Chromatogr A 979:369-377.
16. Miller JM, Blackburn AC, Shi Y, Meizak AJ, Ando HY. 2002. Semi-empirical relationships between effective mobility, charge, and molecular weight of pharmaceuticals by pressure-assisted capillary electrophoresis: Applications in drug discovery. Electrophoresis 23:2833-2841.
17. Koval D, Kašička V, Jiráček J, Collinsová M. 2003. Physicochemical characterization of phosphinic pseudopeptides by capillary zone electrophoresis in highly acidic background electrolytes. Electrophoresis 24:774-781.
18. Barták P, Bednář P, Stránsky Z, Boček P, Bespalec R. 2000. Determination of dissociation constants of cytokinins by capillary zone electrophoresis. J Chromatogr A 878:249-259.
19. a values of anthraquinone compounds by capillary electrophoresis. Electrophoresis 22:464-469.
20. Beckers JL, Ackermans MT, Bocek P. 2003. Capillary zone electrophoresis in methanol: Migration behavior and background electrolytes. Electrophoresis 24:1544-1552.
21. a values of 2-amino-2 oxazolines by capillary electrophoresis. J Chromatogr A 984:253-260.
22. Sanz-Nebot V, Benavente F, Toro I, Barbosa J. 2001. Electrophoretic behavior of peptides in capillary electrophoresis. J Chromatogr A 921:69-79.
23. Beckers JL, Everaerts FM, Ackermans MT. 1991. Determination of absolute mobilities, pK values and separation numbers by capillary zone electrophoresis. J Chromatogr 537:407-428.
24. Cleveland JA, Martin CL, Gluck SJ. 1994. Spectrophotometric determination of ionization constants by capillary zone electrophoresis. J Chromatogr A 679:167-171.
25. Cai J, Rassi ZE. 1992. Capillary zone electrophoresis of 2 cationic herbicides, paraquat and diquat. J Liquid Chromatogr 15:1193-2000.
26. Barbosa J, Barrón D, Jiménez-Lozano E. 1999. Electrophoretic behavior of quinolones in capillary electrophoresis, effect of pH and evaluation of ionization constants. J Chromatogr A 839:183-192.
27. Cai J, Smith JT, Rassi ZE. 1992. Determination of the ionization constants of weak electrolytes by capillary zone electrophoresis. J High Resolut Chromatogr 15:30-32.
28. a limitations in the CZE analysis of sulfonamides. LC-GC Int 8:399-403.
29. Mercier JP, Morin PH, Dreux M, Tambute A. 1998. Determination of weak (2.0-2.5) dissociation constants of non-UV absorbing solutes by capillary electrophoresis. Chromatographia 48:529-534.
30. Huang XHC, Quesada MA, Mathies RA. 1992. Capillary array electrophoresis using laser-excited confocal fluorescence detection. Anal Chem 64:967-972.
31. Huang XHC, Quesada MA, Mathies RA. 1992. DNA sequencing using capillary array electrophoresis. Anal Chem 64:2138-2142.
32. Taylor JA, Yeung ES. 1993. Multiplexed fluorescence detector for capillary electrophoresis using axial optical fiber illumination. Anal Chem 65:956-960.
33. Ueno K, Yeung ES. 1994. Simultaneous monitoring of DNA fragments separated by electrophoresis in a multiplexed array of 100 capillaries. Anal Chem 66:1424-1431.
34. Kambara H, Takahashi S. 1993. Multipl-sheath-flow capillary array DNA analyser. Nature 361:565-566.
35. Hadd AG, Goard MP, Randk DR, Jovanovich SB. 2000. Sub-microliter DNA sequencing for capillary array electrophoresis. J Chromatogr A 894:191-201.
36. Gong XY, Yeung ES. 2000. Genetic typing and HIV-1 diagnosis by using 96 capillary array electrophoresis and ultraviolet absorption detection. J Chromatogr B 741:15-21.
37. Gao QF, Yeung ES. 2000. High-throughput detection of unknown mutations by using multiplexed capillary electrophoresis with poly(vinylpyrrolidone) solution. Anal Chem 72:2499-2506.
38. Kang SH, Gong XY, Yeung ES. 2000. High-throughput comprehensive peptide mapping of proteins by multiplexed capillary electrophoresis. Anal Chem 72:3014-3021.
39. Kheterpal I, Mathies RA. 1999. Capillary array electrophoresis DNA sequencing. Anal Chem 71:31A-37A.
40. Marsh M, Tu O, Dolnik V, Roach D, Solomon N, Bechtol K, Smietana P, Wang L, Li X, Cartwright P, Marks A, Barker D, Harris D, Bashkin J. 1997. High-throughput DNA sequencing on a capillary array electrophoresis system. J Cap Elec 4:83-89.
41. Anazawa T, Takahashi S, Kambara H. 1996. A capillary array electrophoresis system using multiple laser focusing for DNZ sequencing. Anal Chem 68:2699-2704.
42. Dovichi NJ, Zhang JZ. 2001. DNA sequencing by capillary array electrophoresis. Methods Mol Biol 167:225-239.
43. Zhang JZ, Yang M, Puyang X, Fang Y, Cook LM, Dovichi NJ. 2001. Two-dimentional direct-reading fluorescence spectrograph for DNA sequencing by capillary array electrophoresis. Anal Chem 73:1234-1239.
44. Dovichi NJ, Zhang JZ. 2001. DNA sequencing ny capillary array electrophoresis. Methods Mol Biol 162:85-94.
45. Crabtree JH, Bay SJ, Lewis DF, Zhang J, Coulson LD, Fitzpatrick GA, Delinger SL, Harrison JD, Dovichi NJ. 2000. Construction and evaluation of a capillary array DNA sequencer based on a micro-machined sheath-flow cuvette. Electrophoresis 21:1329-1335.
46. Ma LJ, Gong XY, Yeung ES. 2000. Combinatorial screening of enzyme activity by using multiplexed capillary electrophoresis. Anal Chem 72:3383-3387.
47. Gang X, Pang HM, Yeung ES. 1999. Multiplexed capillary zone electrophoresis and micellar electrokinetic chromatography with internal standardization. Anal Chem 71:2642-2649.
48. Gong XY, Yeung ES. 1999. An absorption detection approach for multiplexeolcapillary electrophoresis using a linear photodiode array. Anal Chem 71:4989-4996.
49. Zhang YH, Gong XY, Zhang HM, Larock RC, Yeung ES. 2000. Combinatorial screening of homogeneous catalysis and reaction optimization based on multiplexed capillary electrophoresis. J Comb Chem 2:450-452.
50. Rang SH, Gong XY, Yeung ES. 2000. High-throughput comprehensive peptide mapping of proteins by multiplexed capillary electrophoresis. Anal Chem 72:3014-3021.
51. Dai J, Tu J, Anderson LN, Bao JJ, Liu C, Quay B, Wehmeyer KR. 2002. High-throughput separations using multiplexed capillary electrophoresis with laser-induced fluorescence detection. LC/GC 20:606-617.
52. Wehmeyer KR, Tu J, Jin Y, King S, Stella M, Stanton DT, Strasburg R, Kenseth J, Wong K-S. 2003. The application of multiplexed microemulsion electrokinetic chromatography for the rapid determination of log P-ow values for neutral and basic compounds. LC/GC North Am 21:1078-1088.
53. Wong K-S, Kenseth J, Strasburg R. 2004. Validation and long-term assessment of an approach for the high throughput determination of lipophilicity (log POW) values using mulplexed, absorbance-based capillary electrophoresis. J Pharm Sci 93:916-931.
54. Grossman PD. 1992. Factors affecting the performance of capillary electrophoresis separations: Joule heating, electro-osmosis, and zone dispersions. In: Grossman PD, Colburn JC, editors. Capillary electrophoresis: Theory and practice. New York: Academic Press, pp 3-43.
55. Weinberger R. 2000. Capillary zone electrophoresis basic concepts. In: Weinberger R, editor. Practical capillary electrophoresis, 2nd ed. New York: Academic Press, pp 54-59.