title: Chiral recognition ability of an (S)-naproxen- imprinted monolith by capillary electrochromatography.
abstract: The racemic naproxen was selectively recognized by capillary electrochromatography (CEC) on an (S)-naproxen-imprinted monolith, which was prepared by an in situ thermal-initiated polymerization. The recognition selectivity of a selected monolith strictly relied on the CEC conditions involved. The factors that influence the imprinting selectivity as well as the electroosmotic flow (EOF), including the applied voltage, organic solvent, salt concentration and pH value of the buffer, column temperature, and surfactant modifiers were systematically studied. Once the column was prepared, the experiment results showed that the successful chiral recognition was dependent on CEC variables. For example: the recognition could be observed in acetonitrile and ethanol electrolytes, while methanol and dimethyl sulfoxide (DMSO) electrolytes had no chiral recognition ability. The buffer with pH values of 2.6 or 3.0 at a higher salt concentration had chiral recognition ability. Column temperatures of 25-35 degrees C were optimal. Three surfactants, sodium dodecyl sulfate (SDS), cetyltrimethylammonium bromide (CTAB), and polyoxyethylene sorbitan monolaurate (Tween 20), can improve the recognition. Baseline resolution was obtained under optimized conditions and the column efficiency of the later eluent (S)-naproxen was 90 000 plates/m.
authors.affiliation: State Key Laboratory of Elemento-organic Chemistry, Institute of Element Organic Chemistry, Nankai University, Tianjin, P. R. China.
authors.forename: Yan-Li
authors.initials: YL
authors.lastname: Xu
authors.affiliation: State Key Laboratory of Elemento-organic Chemistry, Institute of Element Organic Chemistry, Nankai University, Tianjin, P. R. China.|College of Pharmacy, Tianjin Medical University, Tianjin, P. R. China.
authors.forename: Zhao-Sheng
authors.initials: ZS
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Elemento-organic Chemistry, Institute of Element Organic Chemistry, Nankai University, Tianjin, P. R. China.
authors.forename: He-Fang
authors.initials: HF
authors.lastname: Wang
authors.affiliation: Unimicro Technologies, Inc., Pleasanton, CA, USA.
authors.forename: Chao
authors.initials: C
authors.lastname: Yan
authors.affiliation: State Key Laboratory of Elemento-organic Chemistry, Institute of Element Organic Chemistry, Nankai University, Tianjin, P. R. China.
authors.forename: Ru-Yu
authors.initials: RY
authors.lastname: Gao
mesh_terms: D000097:Acetonitriles / Q000737:chemistry; D002021:Buffers; D020374:Chromatography, Micellar Electrokinetic Capillary / Q000379:methods*; D019075:Electrophoresis, Capillary / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D009288:Naproxen / Q000302:isolation & purification*; D012997:Solvents; D013237:Stereoisomerism; D013501:Surface-Active Agents; D013696:Temperature
chemical_list: D000097:Acetonitriles; D002021:Buffers; D012997:Solvents; D013501:Surface-Active Agents; D009288:Naproxen; C032159:acetonitrile
references.citation: Mosbach, K., Ramström, O., Biotechnology 1996, 14, 163-170.
references.citation: Kempe, M., Mosbach, K., J. Chromatogr. A 1995, 691, 317-323.
references.citation: Sellergren, B., Anal. Chem. 1994, 66, 1578-1582.
references.citation: Theodoridis, G., Manesiotis, P., J. Chromatogr. A 2002, 948, 163-169.
references.citation: Andersson, L. I., J. Chromatogr. B 2000, 739, 163-173.
references.citation: Deore, B., Chen, Z., Nagaoka, T., Anal. Chem. 2000, 72, 3989-3994.
references.citation: Haupt, K., Noworyta, K., Kutner, W., Anal. Commun. 1999, 36, 391-393.
references.citation: Anderson, H. S., Karlsson, J. G., Piletsky, S. A., Koch-Schmidt, A. C., Mosbach, K., Nicholls, I. A., J. Chromatogr. A 1999, 848, 39-49.
references.citation: Takeuchi, T., Mukawa T., Matsui, J., Higashi, M., Shimizu, K. D., Anal. Chem. 2001, 73, 3869-3874.
references.citation: Zhuang, Y., Xu, J., Zhang, S., Chin. Pharm. J. 1998, 33, 197-201.
references.citation: Kempe, M., Mosbach, K., J. Chromatogr. A 1994, 664, 276-279.
references.citation: Haginaka, J., Takehira, H., Hosaya, K., Tanaka, N., J. Chromatogr. A 1998, 816, 113-121.
references.citation: Haginaka, J., Takehira, H., Hosaya, K., Tanaka, N., J. Chromatogr. A 1999, 849, 331-339.
references.citation: Haginaka, J., Sanbe, H., J. Chromatogr. A 2001, 913, 141-146.
references.citation: Hjertén, S., J. Chromatogr. 1985, 347, 191-195.
references.citation: Lin, J. M., Nakagama, T., Uchiyama, K., Hobo, T., Chromatographia 1996, 43, 585-590.
references.citation: Rathore, A. S., Reynolds, K. J., Colón, L. A., Electrophoresis 2002, 23, 2918-2928.
references.citation: Banholczer, A., Pyell, U., J. Chromatogr. A 2000, 869, 363-374.
references.citation: Choudhary, G., Horváth, C., J. Chromatogr. A 1997, 781, 161-183.
references.citation: Schweitz, L., Andersson, L. I., Nilsson, S., Anal. Chim. Acta 2001, 435, 43-47.
references.citation: Schweitz, L., Andersson, L. I., Nilsson, S., J. Chromatogr. A 1997, 792, 401-409.
references.citation: Lin, J. M., Nakagama, T., Uchiyama, K., Hobo, T., Biomed. Chromatogr. 1997, 11, 298-302.
references.citation: O'Brien, T. P., Snow N. H., Grinberg N., Crocker, L., J. Liq. Chromatogr. Rel. Technol. 1999, 22, 183-204.
references.citation: Schweitz, L., Andersson, L. I., Nilsson, S., Analyst 2002, 127, 22-28.
references.citation: Ahuja, E. S., Foley, J. P., J. Chromatogr. A 1994, 680, 73-83.
references.citation: Seifar, R. M., Kraak, J. C., Kok, W. T., Anal. Chem. 1997, 69, 2772-2778.