Fundamental aspects of chiral electromigration techniques and application in pharmaceutical and biomedical analysis

Journal of Pharmaceutical and Biomedical Analysis

Volumn 55, Issue 4, 2011, Pages 688-701

  Scriba, Gerhard K E ^a  

^a FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

Author keywords

Capillary electrophoresis; Enantioseparation; Pharmaceuticals; Review

Indexed keywords

AMPHETAMINE; ANISODAMINE; ELECTROLYTE; FENBENDAZOLE; HYDROXYCHLOROQUINE; IBUPROFEN; KETAMINE; METHAMPHETAMINE; MIDODRINE; MIRTAZAPINE; PROPRANOLOL;

CAPILLARY ELECTROPHORESIS; CHIRALITY; CHROMATOGRAPHY; ENANTIOSELECTIVITY; HUMAN; MEDICAL TECHNOLOGY; MOLECULAR MODEL; NUCLEAR MAGNETIC RESONANCE; PHARMACEUTICS; PRIORITY JOURNAL; REVIEW; SPECTROSCOPY; STEREOISOMERISM;

CHEMISTRY TECHNIQUES, ANALYTICAL; CHEMISTRY, PHARMACEUTICAL; CHROMATOGRAPHY; ELECTROCHEMISTRY; ELECTROPHORESIS, CAPILLARY; HYDROGEN-ION CONCENTRATION; MAGNETIC RESONANCE SPECTROSCOPY; MICELLES; MODELS, MOLECULAR; MODELS, STATISTICAL; PHARMACEUTICAL PREPARATIONS; SPECTROPHOTOMETRY; STEREOISOMERISM;

EID: 79955463298     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2010.11.018     Document Type: Review

References (117)

1. Pharmaceutical Sales 2009, accessed September 12, 2010. http://www.drugs.com/top200.html.
2. Prokhorova A.F., Shapovalova E.N., Shpigun O.A. Chiral analysis of pharmaceuticals by capillary electrophoresis using antibiotics as chiral selectors. J. Pharm. Biomed. Anal. 2010, 53:1170-1179.
3. Ha P.T.T., Hoogmartens J., Van Schepdael A. Recent advances in pharmaceutical applications of chiral capillary electrophoresis. J. Pharm. Biomed. Anal. 2006, 41:1-11.
4. Holzgrabe U., Brinz D., Kopec S., Weber C., Bitar Y. Why not using capillary electrophoresis in drug analysis?. Electrophoresis 2006, 27:2283-2292.
5. Mikus P., Marakova K. Advanced CE for chiral analysis of drugs, metabolites and biomarkers in biological samples. Electrophoresis 2009, 30:2773-2802.
6. Zhang J., Konecny J., Glatz Z., Hoogmartens J., Van Schepdael A. Application of capillary electrophoresis in drug metabolism studies. Curr. Anal. Chem. 2007, 3:197-217.
7. Suntornsuk L. Recent advances of capillary electrophoresis in pharmaceutical analysis. Anal. Bioanal. Chem. 2010, 398:29-52.
8. Suntornsuk L. Capillary electrophoresis in pharmaceutical analysis: a survey on recent applications. J. Chromatogr. Sci. 2007, 45:559-577.
9. Altria K., Marsh A., Sänger-van de Griend C. Capillary electrophoresis for the analysis of small-molecule pharmaceuticals. Electrophoresis 2006, 27:2263-2282.
10. Geiser L., Veuthey J.-L. Nonaqueous capillary electrophoresis in pharmaceutical analysis. Electrophoresis 2007, 28:45-57.
11. Preinstorfer B., Lämmerhofer M., Lindner W. Advances in enantioselective separations using electromigration capillary techniques. Electrophoresis 2009, 30:100-132.
12. Gübitz G., Schmid M.G. Chiral separation by capillary electromigration techniques. J. Chromatogr. A 2008, 1204:140-156.
13. Chankvetadze B. Enantioseparations by using capillary electrophoretic technique. J. Chromatogr. A 2007, 1168:45-70.
14. van Eeckhaut A., Michotte Y. Chiral separations by capillary electrophoresis: recent developments and applications. Electrophoresis 2006, 27:2880-2895.
15. Sanchez-Hernandez L., Garcia-Ruiz C., Marina M.L., Crego A.L. Recent approaches for enhancing sensitivity in enantioseparations by CE. Electrophoresis 2010, 31:28-43.
16. Chiral Separations by Capillary Electrophoresis 2010, CRC Press, Boca Raton. A. van Eeckhaut, Y. Michotte (Eds.).
17. Capillary Electrophoresis Methods for Pharmaceutical Analysis 2008, Academic Press, Burlington, 529 pp. S. Ahuja, M.I. Jimidar (Eds.).
18. Lämmerhofer M. Chiral recognition by enantioselective liquid chromatography: mechanisms and modern chiral stationary phases. J. Chromatogr. A 2010, 1217:814-856.
19. Uccello-Barretta G., Vanni L., Balzano F. Nuclear magnetic resonance approaches to the rationalization of chromatographic enantiorecognition processes. J. Chromatogr. A 2010, 1217:928-940.
20. Del Rio A. Exploring enantioselective molecular recognition mechanisms with chemoinformatic techniques. J. Sep. Sci. 2009, 32:1566-1584.
21. Hazai E., hazai I., Demko L., Kovacs S., Malik D., Akli P., Hari P., Szeman J., fenyvesi E., Benes E., Szente L., Bikadi Z. Cyclodextrin knowledgebase a web-based service managing CD-ligand complexation data. J. Comput. Aided Mol. Des. 2010, 24:7163-7717.
22. Servais A.-C., Rousseau A., Fillet M., Lomsadze K., Salgado A., Crommen J., Chankvetadze B. Capillary electrophoretic and nuclear magnetic resonance studies on the opposite affinity pattern of propranolol enantiomers towards various cyclodextrins. J. Sep. Sci. 2010, 33:1617-1624.
23. Servais A.-C., Rousseau A., Fillet M., Lomsadze K., Salgado A., Crommen J., Chankvetadze B. Separation of propranolol enantiomers by CE using sulfated β-CD derivatives in aqueous and non-aqueous electrolytes: comparative CE and NMR study. Electrophoresis 2010, 31:1467-1474.
24. Lomasadze K., Martinez-Giron A.B., Castro-Puyana M., Chankvetadze L., Crego A.L., Salgado A., Marina M.L., Chankvetadze B. About the role of enantioselective selector-selectand interactions and the mobilities of diastereomeric associates in enantiomer separations in CE. Electrophoresis 2009, 30:2803-2811.
25. Chankvetadze B., Lindner W., Scriba G.K.E. Enantiomer separations in capillary electrophoresis in the case of equal binding constants of the enantiomers with a chiral selector: commentary on the feasibility of the concept. Anal. Chem. 2004, 76:4256-4260.
26. Chankvetadze B., Blaschke G. Enantioseparations in capillary electromigration techniques: recent developments and future trends. J. Chromatogr. A 2001, 906:309-363.
27. Jamali B., Bjoernsdottir I., Cornett C., Honore Hansen S. Investigation of a dual CD chiral CE system for separation of glitazone compounds. Electrophoresis 2009, 30:2853-2861.
28. Sohajda T., Varga E., Ivanyi R., Fejös I., Szente L., Noszal B., Beni S. Separation of vinca alkaloid enantiomers by capillary electrophoresis applying cyclodextrin derivatives and characterization of cyclodextrin complexes by nuclear magnetic resonance spectroscopy. J. Pharm. Biomed. Anal. 2010, 53:1258-1266.
29. Beni S., Sohajda T., Neumajer G., Ivanyi R., Szente L., Noszal B. Separation and characterization of modified pregabalins in terms of cyclodextrin complexation, using capillary electrophoresis and nuclear magnetic resonance. J. Pharm. Biomed. Anal. 2010, 51:842-852.
30. Xiao Y., Wang Y., Ong T.-T., Ge L., Tan S.N., Young D.J., Tan T.T.Y., Ng S.-C. Chiral capillary electrophoresis with cationic pyrrolidinium-β-cyclodextrin derivatives as chiral selectors. J. Sep. Sci. 2010, 33:1797-1805.
31. Kwon C., Yoo K.M., Jung S. Chiral separation and discrimination of catechin by sinorhizobial octasaccharides in capillary electrophoresis and 13C NMR spectroscopy. Carbohydr. Res. 2009, 344:1347-1351.
32. Wei W., Guo B., Lin J.-M. Helical- and ahelical-dependent chiral recognition mechanisms in capillary electrophoresis using amylose as the selector. Electrophoresis 2009, 30:1380-1387.
33. Kingsbury S.A., Ducommun C.J., Zahakaylo B.M., Dickinson E.H., Morris K.F. NMR characterization of 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate binding to chiral molecular micelles. Magn. Res. Chem. 2010, 48:184-191.
34. Hebling C.M., Thompson L.E., Eckenroad K.W., Manley G.A., Fry R.A., Mueller K.T., Strein T.G., Rovnyak D. Sodium cholate aggregation and chiral recognition of the probe molecule (R,S)-1,1'-binaphthyl-2,2'-diylhydrogenphosphate (BNDHP) observed by 1H and 31P NMR spectroscopy. Langmuir 2008, 24:13866-13874.
35. Nagata H., Nishi H., Kamigauchi M., Ishida T. Guest-dependent conformation of 18-crown-6 tetracarboxylic acid: relation to chiral separation of racemic amino acids. Chirality 2008, 20:820-827.
36. Zhang G., Sun Q., Hou Y., Hong Z., Zhang J., Zhao L., Zhang H., Chai Y. New mathematic model for predicting chiral separation using molecular docking: mechanism of chiral recognition of triadimenol analogues. J. Sep. Sci. 2009, 32:2401-2407.
37. Huang M.-J., Quan Z., Liu Y.-M. Computational modeling of inclusion complexes of β-cyclodextrin with enantiomers of salsolinol, N-methylsalsolinol and 1-benzyltetrahydroisoquinoline. Int. J. Quant. Chem. 2009, 109:81-90.
38. Kim H., Choi Y., Kim J.-I., Jeong K., Jung S. Molecular modeling studies on the chiral separation of (±)-catechins by mono-succinyl-β-cyclodextrin. Bull. Kor. Chem. Soc. 2009, 30:1373-1375.
39. Elbashir A.A., Suliman F.E.O., Saad B., Aboul-Enein H.Y. Determination of aminoglutethimide enantiomers in pharmaceutical formulations by capillary electrophorsis using methylated-β-cyclodextrin as a chiral selector and computational calculation for their respective inclusion complexes. Talanta 2009, 77:1388-1393.
40. Azzam K.M., Saad B., Adnan R., Saleh M.I. Enantioselective determination of modafinil in pharmaceutical formulations by capillary electrophoresis, and computational calculation of their inclusion complexes. Microchim. Acta 2009, 166:311-317.
41. Al Azzam K.M., Saad B., Adnan R., Aboul-Enein H.Y. Enantioselective analysis of ofloxacin and ornidazole in pharmaceutical formulations by capillary electrophoresis using single chiral selector and computational calculation of their inclusion complexes. Anal. Chim. Acta 2010, 674:249-255.
42. Elbashir A.A., Suliman F.E.O., Saad B., Aboul-Enein H.Y. Capillary electrophoretic separation and computational modeling of inclusion complexes of β-cyclodextrin and 18-crown-6 ether with primaquine and quinocide. Biomed. Chromatogr. 2010, 24:393-398.
43. Goodarzi M., Freitas M.P. Prediction of electrophoretic enantioseparation of aromatic amino acids/esters through MIA-QSPR. Sep. Purif. Technol. 2009, 68:363-366.
44. Rizzi A.M. Fundamental aspects of chiral separations by capillary electrophoresis. Electrophoresis 2001, 22:3079-3106.
45. Scriba G.K.E. Cyclodextrins in capillary electrophoresis enantioseparations - recent developments and applications. J. Sep. Sci. 2008, 31:1991-2011.
46. Wren S.A.C., Rowe R.C. Theoretical aspects of chiral separation in capillary electrophoresis. I. Initial evaluation of a model. J. Chromatogr. A 1992, 603:235-241.
47. Rizzi A.M., Kremser L. pKa shift-associated effects in enantioseparations by cyclodextrin-mediated capillary zone electrophoresis. Electrophoresis 1999, 20:2715-2722.
48. Dubsky P., Svobodova J., Tesarova E., Gas B. Enhanced selectivity in CZE multi chiral selector enantioseparation systems: proposed separation mechanism. Electrophoresis 2010, 31:1435-1441.
49. Dubsky P., Svobodova J., Gas B. Model of CE enantioseparation systems with a mixture of chiral selectors. Part I. Theory of migration and interconversion. J. Chromatogr. B 2008, 875:30-34.
50. Rawjee Y.Y., Williams R.L., Vigh G. Capillary electrophoretic chiral separations using β-cyclodextrin as resolving agent II. Bases: chiral selectivity as a function of pH and the concentration of β-cyclodextrin. J. Chromatogr. A 1993, 652:233-245.
51. Hammitzsch-Wiedemann M., Scriba G.K.E. Mathematical approach by a selectivity model for rationalization of pH- and selector concentration-dependent reversal of the enantiomer migration order in capillary electrophoresis. Anal. Chem. 2009, 81:8765-8773.
52. Hammitzsch-Wiedemann M., Scriba G.K.E. Mathematical approach by a selectivity model for rationalization of pH- and selector concentration-dependent reversal of the enantiomer migration order in capillary electrophoresis (correction). Anal. Chem. 2010, 82:6744.
53. Terekhova I.V., Hammitzsch-Wiedemann M., Shi Y., Sungthong B., Scriba G.K.E. Investigation of the pH-dependent complex formation between β-cyclodextrin and dipeptide enantiomers by capillary electrophoresis and calorimetry. J. Sep. Sci. 2010, 33:2499-2505.
54. Mofaddel N., Krajian H., Villemin D., Desbene P.L. Enantioseparation of binaphthol and its monoderivatives by cyclodextrin-modified capillary zone electrophoresis: a mathematical approach. Talanta 2009, 78:631-637.
55. Lämmerhofer M., Gargano A. Monoliths with chiral surface functionalization for enantioselective capillary electrochromatography. J. Pharm. Biomed. Anal. 2010, 53:1091-1123.
56. Chankvetadze B. Monolithic chiral stationary phases for liquid-phase enantioseparation techniques. J. Sep. Sci. 2010, 33:305-314.
57. Zhang Z., Wu R., Wu M., Zou H. Recent progress of chiral monolithic stationary phases in CEC and capillary LC. Electrophoresis 2010, 31:1457-1466.
58. Tanret I., Mangelings D., Vander Heyden Y. Monolithic stationary phases in classic and chiral pharmaceutical analysis with CEC and pCEC. J. Chromatogr. Sci. 2009, 47:407-417.
59. Simo C., Garcia-Canas V., Cifuentes A., Chiral CE-MS Electrophoresis 2010, 31:1442-1456.
60. Ryan R., Donegan S., Power J., Altria K. Advances in the theory and application of MEEKC. Electrophoresis 2010, 31:755-767.
61. Jouyban A., Kenndler E. Impurity analysis of pharmaceuticals using capillary electromigration methods. Electrophoresis 2008, 29:3531-3551.
62. Cucinotta V., Contino A., Giuffrida A., Maccarrone G., Messina M. Application of charged single isomer derivatives of cyclodextrins in capillary electrophoresis for chiral analysis. J. Chromatogr. A 2010, 1217:953-967.
63. Scriba G.K.E., Altria K. Using cyclodextrins to achieve chiral and non-chiral separations in capillary electrophoresis. LCGC Europe 2009, 22:420-430.
64. Fanali S. Chiral separations by CE employing CDs. Electrophoresis 2009, 30:S203-S210.
65. Chankvetadze B. Separation of enantiomers with charged chiral selectors in CE. Electrophoresis 2009, 30:S211-S221.
66. Juvancz Z., Kendrovics R.B., Ivanyi R., Szente L. The role of cyclodextrins in chiral capillary electrophoresis. Electrophoresis 2008, 29:1701-1712.
67. Servais A.C., Crommen J., Fillet M. Factors influencing cyclodextrin-mediated chiral separations. Chiral Separations by Capillary Electrophoresis 2010, 87-107. CRC Press, Boca Raton. A. van Eeckhaut, Y. Michotte (Eds.).
68. Bi W., Lei S., Yang X., Xu Z., Yuan H., Xiao D., Choi M.M.F. Separation of tyrosine enantiomer derivatives by capillary electrophoresis with light-emitting diode-induced fluorescence detection. Talanta 2009, 78:1167-1172.
69. Fayed A.S., Weshahy S.A., Shehata M.A., Hassan N.Y., Pauwels J., Hoogmartens J., Van Schepdael A. Separation and determination of clopidogrel and its impurities by capillary electrophoresis. J. Pharm. Biomed.l Anal. 2009, 49:193-200.
70. Wongwan S., Sungthong B., Scriba G.K.E. CE assay for the simultaneous determination of charged and neutral impurities in dexamphetamine sulfate using a dual CD system. Electrophoresis 2010, 31:1475-1481.
71. Wongwan S., Scriba G.K.E. Impurity profiling of dexamphetamine sulfate by cyclodextrin-modified microemulsion electrokinetic chromatography. Electrophoresis 2010, 31:3006-3011.
72. Borst C., Holzgrabe U. Comparison of chiral electrophoretic separation methods for phenethylamines and application on impurity analysis. J. Pharm. Biomed. Anal. 2010, 53:1201-1209.
73. Castro-Puyana M., Drewnowska R., Perez-Fernandez V., Angeles Garcia M., Crego A.L., Marina M.L. Simultaneous separation of epinephrine and norepinephrine enantiomers by EKC: application to the analysis of pharmaceutical formulations. Electrophoresis 2009, 30:2947-2954.
74. Kang J., Kutscher D., Montes-Bayon M., Blanco-Gonzalez E., Sanz-Medel A. Enantioselective determination of thyroxine enantiomers by ligand-exchange CE with UV absorbance and ICP-MS detection. Electrophoresis 2009, 30:1774-1782.
75. Kojtari A.B., Foley J.P. Effect of microemulsion component purity on the chromatographic figures of merit in chiral microemulsion electrokinetic chromatography. J. Chromatogr. A 2009, 1216:3488-3491.
76. Lecoeur-Lorin M., Delepee R., Morin P. Sensitivity improvement by using contactless conductivity rather than indirect UV detection for the determination of enantiomeric purity of amines by CE. Electrophoresis 2009, 30:487-498.
77. Mikus P., Marakova K., Valaskova I., Havranek E. Determination of amlodipine enantiomers in pharmaceuticals using capillary electrophoresis separation and diode array detection. Pharmazie 2009, 64:76-79.
78. Epple R., Blanes L., Beavis A., Roux C., Doble P. Analysis of amphetamine-type substances by capillary zone electrophoresis using capacitively coupled contactless conductivity detection. Electrophoresis 2010, 31:2608-2613.
79. Suntornsuk L., Polyngam S. Simultaneous determination of R-(-)-, S-(+)-baclofen and impurity A by electrokinetic chromatography. J. Pharm. Biomed. Anal. 2010, 51:541-548.
80. Lipka E., Charton V., Vaccher M.-P., Folly-Klan M., Bonte J.-P., Vaccher C. Enantioseparation of chiral benzimidazole derivatives by electrokinetic chromatography using sulfated cyclodextrins. J. Sep. Sci. 2009, 32:1907-1915.
81. Castro-Puyana M., Garcia-Ruiz C., Crego A.L., Marina M.L. Development of a CE-MS2 method for the enantiomeric separation of L/D-carnitine: application to the analysis of infant formulas. Electrophoresis 2009, 30:337-348.
82. Sanchez-Hernandez L., Garcia-Ruiz C., Crego A.L., Marina M.L. Sensitive determination of D-carnitine as enantiomeric impurity of levo-carnitine in pharmaceutical formulations by capillary electrophoresis-tandem mass spectrometry. J. Pharm. Biomed. Anal. 2010, 53:1217-1223.
83. Wang R., Jia Z.-P., Fan J.-J., Jun M., Hua X., Zhang Q., Wang J. Separation and determination of cefotaxime enantiomers in injections by capillary zone electrophoresis. Pharmazie 2009, 64:156-160.
84. Kokiashvili N.G., Wongwan S., Landgraf C., Michaelis K., Hammitzsch-Wiedemann M., Scriba G.K.E. Profiling of levoamphetamine and related substances in dexamphetamine sulfate by capillary electrophoresis. J. Pharm. Biomed. Anal. 2009, 50:1050-1053.
85. Hermawan D., Ibrahim W.A.W., Sangai M.M., Aboul-Enein H.Y. Chiral separation of econazole using micellar electrokinetic chromatography with hydroxypropyl-γ-cyclodextrin. J. Pharm. Biomed. Anal. 2010, 53:1244-1249.
86. Nehme R., Perrin C., Guerlavais V., Fehrentz J.-A., Cottet H., Martinez J., Fabre H. Use of coated capillaries for the electrophoretic separation of stereoisomers of a growth hormone secretagogue. Electrophoresis 2009, 30:3772-3779.
87. Wang B., He J., Bianchi V., Shamsi S.A. Combined use of chiral ionic liquid and cyclodextrin for MEKC. Part I. Simultaneous enantioseparation of anionic profens. Electrophoresis 2009, 30:2812-2819.
88. Berzas Nevado J.J., Castaneda Penalvo G., Jimenez Sanchez J.C., Mochon M.C., Rodriguez Dorado R.M., Villar Navarro M. Optimisation and validation of a new CE method for the determination of lansoprazole enantiomers in pharmaceuticals. Electrophoresis 2009, 30:2940-2946.
89. Mikus P., Marakova K., Valaskova I., Havranek E. Enantiomeric purity control of levocetirizine in pharmaceuticals using anionic cyclodextrin mediated capillary electrophoresis separation and fiber-based diode array detection. Pharmazie 2009, 64:423-427.
90. Giannini I., Orlandini S., Gotti R., Pinzauti S., Furlanetto S., Sandra Cyclodextrin-MEEKC for the analysis of oxybutynin and its impurities. Talanta 2009, 80:781-788.
91. Phatthiyaphaibun K., Som-Aum W., Srisa-ard M., Threeprom J. Determination of pheniramine enantiomers in eye drop by capillary electrophoresis using hydroxypropyl-β-cyclodextrin as chiral selector. J. Anal. Chem. 2010, 65:755-759.
92. Liu Y., Fu X., Ma C., Zhong J., Liao Y., Liu H. Chiral separation of raltitrexed by cyclodextrin-modified micellar electrokinetic chromatography. Anal. Bioanal. Chem. 2009, 393:321-326.
93. Zhu H., Wu E., Chen J., Men C., Jang Y.-S., Kang W., Choi J.K., Lee W., Kang J.S. Enantioseparation and determination of sibutramine in pharmaceutical formulations by capillary electrophoresis. Bull. Kor. Chem. Soc. 2010, 31:1496-1500.
94. Solinova V., Kasicka V., Sazelova P., Holy A. Chiral analysis of anti-acquired immunodeficiency syndrome drug, 9-(R)-[2-(phosphonomethoxy)propyl]adenine (tenofovir), and related antiviral acyclic nucleoside phosphonates by CE using β-CD as chiral selector. Electrophoresis 2009, 30:2245-2254.
95. Ye H., Yu L., Xu X., Zheng C., Lin W., Liu X., Chen G. Affinity capillary electrophoresis coupling with partial filling technique and field-amplified sample injection for enantioseparation and determination of DL-tetrahydropalmatine. Electrophoresis 2010, 31:2049-2054.
96. Cabordery A.C., Toussaint M., Bonte J.P., Melnyk P., Vaccher C., Foulon C. Separation of Tic-hydantoin enantiomers, potent sigma-1 agonists, by high performance liquid chromatography and capillary electrophoresis. J. Chromatogr. A 2010, 1217:3871-3875.
97. Gomis D.B., Velasco C.B., Sanchez I.H., Alvarez M.D.G. Enantioselective determination of modafinil in pharmaceutical formulations by capillary electrophoresis and computational calculation of their inclusion complexes. J. Liq. Chromatogr. Rel. Technol. 2009, 32:2654-2668.
98. Karazniewicz-lada M., Luczak M., Glowka F. Pharmacokinetic studies of enantiomers of ibuprofen and its chiral metabolites in humans with different variants of genes coding CYP2C8 and CYP2C9 isoenzymes. Xenobiotica 2009, 39:476-485.
99. Schmitz A., Thromann W., Moessner L., Theurillat R., Helmja K., Mevissen M., Enantioselective CE analysis of hepatic ketamine metabolism in different species in vitro. Electrophoresis 2010, 31:1506-1516.
100. Rousseau A., Gillotin F., Chiap P., Crommen J., Fillet M., Servais A.-C. Association of two single-isomer anionic CD in NACE for the chiral and achiral separation of fenbendazol, its suphoxide and sulphone metabolites: Application to their determination after in vitro metabolism. Electrophoresis 2010, 31:1482-1487.
101. Barth T., Pupo M.T., Borges K.B., Okano L.T., Bonato P.S. Stereoselective determination of midodrine and desglymidodrine in culture medium: application to a biotransformation study employing endophytic fungi. Electrophoresis 2010, 31:1521-1528.
102. Choi K., Kim J., Jang Y.O., Chung D.S. Direct chiral analysis of primary amine drugs in human urine by single drop microextraction in-line coupled to CE. Electrophoresis 2009, 30:2905-2911.
103. Wei S., Mai W., Yan Z. Determination of anisodamine enantiomers in rabbit plasma samples by solid-phase extraction with capillary electrophoresis. Huaxue Xuebao 2009, 67:801-807.
104. Li X., Song B., Yuan B., Sun J., You T. Enantioseparation of dioxopromethazine hydrochloride in urine with liquid-liquid extraction by CE-ECL detection. Chromatographia 2009, 70:1291-1293.
105. Cardoso C.D., Bonato P.S., Sueli P. Enantioselective metabolism of hydroxychloroquine employing rats and mice hepatic microsomes. Bras. J. Pharm. Sci. 2009, 45:659-667.
106. Iwamuro Y., Iio-Ishimaru R., Chinaka S., Takayama N., Kodama S., Hayakawa K. Reproducible chiral capillary electrophoresis of methamphetamine and its related compounds using a chemically modified capillary having diol groups. Forensic Toxicol. 2010, 28:19-24.
107. Malagueno de Santana F.J., Jabor V.A.P., Cesarino E.J., Lanchote V.L, Bonato P.S. Enantioselective analysis of mirtazapine, demethylmirtazapine and 8-hydroxy mirtazapine in human urine after solid-phase microextraction. J. Sep. Sci. 2010, 33:268-276.
108. Borges K.B., Pupo M.T., Bonato P.S. Enantioselective analysis of propranolol and 4-hydroxypropranolol by CE with application to biotransformation studies employing endophytic fungi. Electrophoresis 2009, 30:3910-3947.
109. Jiang C., Armstrong D.W. Use of CE for the determination of binding constants. Electrophoresis 2010, 31:17-27.
110. Chu B.-L., Lin J.-M., Wang Z., Guo B. Enantiospecific binding of rotigotine and its antipode to serum albumins: investigation of binding constants and binding sites by partial-filling ACE. Electrophoresis 2009, 30:2845-2852.
111. Maddi S., Yamsani M.R., Seeling A., Scriba G.K.E. Stereoselective plasma protein binding of amlodipine. Chirality 2010, 22:262-266.
112. Zhang J., Hoogmartens J., Van Schepdael A. Recent developments and applications of EMMA in enzymatic and derivatization reactions. Electrophoresis 2010, 31:65-73.
113. Fan Y., Scriba G.K.E. Advances in capillary electrophoretic enzyme assays. J. Pharm. Biomed. Anal. 2010, 53:1076-1090.
114. Qi L., Yang G., Zhang H., Qiao J. A chiral ligand exchange CE essay with zinc(II)-L-valine complex for determining enzyme kinetic constant of L-amino acid oxidase. Talanta 2010, 81:1554-1559.
115. Qi L., Qiao J., Yang G., Chen Y. Chiral ligand-exchange CE assays for separation of amino acid enantiomers and determination of enzyme kinetic constant. Electrophoresis 2009, 30:2266-2272.
116. Gavina J.M.A., White C.E., Finan T.M., Britz-McKibbin P. Determination of 4-hydroxyproline-2-epimerase activity by capillary electrophoresis: a stereoselective platform for inhibitor screening of amino acid isomerases. Electrophoresis 2010, 31:2831-2837.
117. Nagl S., Schulze P., Ludwig M., Belder D. Progress in microchip enantioseparations. Electrophoresis 2010, 30:2765-2772.