Abstract
Some acidic chiral templates were used to prepare open tubular (OT) molecule imprinted polymer (MIP) capillary columns to explore the effects of molecular structures of templates on chiral recognition capabilities and to verify the feasibility of the general MIP preparation protocol introduced in the previous study. The templates are phenyl carboxylic acids and their derivatives. Optimization was carried out for chiral separation of template enantiomers for each MIP column through varying pH and composition of eluent. It was found that the preparation protocol can be successfully applied for the appropriate templates with functional groups fulfilling the three-points interaction rule. The chiral separation performances were quite satisfactory for MIPs of such templates although they are yet inferior to the separation performances of the MIP columns fabricated with the templates of profen drugs (2-arylpropionic acids with a large substituent on the phenyl ring). Subtle variations of the template molecular structures have been found to be critical to enhance chiral recognition ability of the resultant MIP column.
Similar content being viewed by others
References
Miyako E, Maruyama T, Kamiya N, Goto M (2004) J Am Chem Soc 126:8622–8623. doi:10.1021/ja049378d
Hutt AG, O’Grady J (1996) J Antimicrob Chemother 37:7–32. doi:10.1093/jac/37.1.7
Tang K, Yi J, Liu Y, Jiang X, Pan Y (2009) Chem Eng Sci 64:4081–4088. doi:10.1016/j.ces.2009.06.029
Andersson S, Balmer K, Persson BA (1999) Chirality 11:420–425. doi:10.1002/(SICI)1520-636X(1999)
Schweitz L, Spegel P, Nilsson S (2001) Electrophoresis 22:4053–4063. doi:10.1002/1522-2683(200111)
Vallano PT, Remcho VT (2000) J Chromatogr A 887:125–135. doi:10.1016/S0021-9673(99)01199-1
Nilsson J, Spegel P, Nilsson S (2004) J Chromatogr B 804:3–12. doi:10.1016/j.jchromb.2003.12.036
Maier NM, Lindner W (2007) Anal Bioanal Chem 389:377–397. doi:10.1007/s00216-007-1427-4
Spegel P, Schweitz L, Nilsson S (2003) Electrophoresis 24:3892–3899. doi:10.1002/elps.200305665
Liu CY, Lin CC (2004) Electrophoresis 25:3997–4007. doi:10.1002/elps.200406160
Liu ZS, Zheng C, Yan C, Gao RY (2007) Electrophoresis 28:127–136. doi:10.1002/elps.200600544
Bruggemann O, Freitag R, Whitcombe MJ, Vulfson EN (1997) J Chromatogr A 781:43–53. doi:10.1016/S0021-9673(97)00288-4
Tan ZJ, Remcho VT (1998) Electrophoresis 19:2055–2060. doi:10.1002/elps.1150191203
Schweitz L (2002) Anal Chem 74:1192–1196. doi:10.1021/ac0156520
Huang YC, Lin CC, Liu CY (2004) Electrophoresis 25:554–561. doi:10.1002/elps.200305735
Zaidi SA, Cheong WJ (2009) J Chromatogr A 1216:2947–2952. doi:10.1016/j.chroma.2008.08.015
Zaidi SA, Cheong WJ (2008) J Sep Sci 31:2962–2970. doi:10.1002/jssc.200800160
Zaidi SA, Cheong WJ (2009) Electrophoresis 30:1603–1607. doi:10.1002/elps.200800541
Zaidi SA, Han KM, Kim SS, Hwang DG, Cheong WJ (2009) J Sep Sci 32:996–1001. doi:10.1002/jssc.200800631
Zaidi SA, Han KM, Hwang DG, Cheong WJ (2010) Electrophoresis 31:1019–1028
Hjerten S (1985) J Chromatogr 347:191–198. doi:10.1016/S0021-9673(01)95485-8
Sellergren B, Shea KJ (1993) J Chromatogr A 635:31–49. doi:10.1016/0021-9673(93)83112-6
Wu L, Zhu K, Zhao M, Li Y (2005) Anal Chim Acta 549:39–44. doi:10.1016/j.aca.2005.06.009
Schmidt RH, Belmont AS, Haupt K (2005) Anal Chim Acta 542:118–124. doi:10.1016/j.aca.2005.03.064
Gonzalez GP, Hernando PF, Algeria JSD (2006) Anal Chim Acta 557:179–183. doi:10.1016/j.aca.2005.10.034
Booker KM, Bowyer MC, Lennard CJ, Holdsworth CI, McCluskey A (2007) Aust J Chem 60:51–56. doi:10.1071/CH06284
Berthod A (2006) Anal Chem 78:2093–2099. doi:10.1021/ac0693823
Acknowledgments
This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2010-0015720).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Zaidi, S.A., Lee, S.M., AL Othman, Z.A. et al. Examination of Template Structural Effects on CEC Chiral Separation Performance of Molecule Imprinted Polymers Made by a Generalized Preparation Protocol. Chromatographia 73, 517–525 (2011). https://doi.org/10.1007/s10337-011-1934-5
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10337-011-1934-5