Skip to main content
Log in

Examination of Template Structural Effects on CEC Chiral Separation Performance of Molecule Imprinted Polymers Made by a Generalized Preparation Protocol

  • Original
  • Published:
Chromatographia Aims and scope Submit manuscript

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.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Miyako E, Maruyama T, Kamiya N, Goto M (2004) J Am Chem Soc 126:8622–8623. doi:10.1021/ja049378d

    Article  CAS  Google Scholar 

  2. Hutt AG, O’Grady J (1996) J Antimicrob Chemother 37:7–32. doi:10.1093/jac/37.1.7

    Article  CAS  Google Scholar 

  3. 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

    Article  CAS  Google Scholar 

  4. Andersson S, Balmer K, Persson BA (1999) Chirality 11:420–425. doi:10.1002/(SICI)1520-636X(1999)

    Article  CAS  Google Scholar 

  5. Schweitz L, Spegel P, Nilsson S (2001) Electrophoresis 22:4053–4063. doi:10.1002/1522-2683(200111)

    Article  CAS  Google Scholar 

  6. Vallano PT, Remcho VT (2000) J Chromatogr A 887:125–135. doi:10.1016/S0021-9673(99)01199-1

    Article  CAS  Google Scholar 

  7. Nilsson J, Spegel P, Nilsson S (2004) J Chromatogr B 804:3–12. doi:10.1016/j.jchromb.2003.12.036

    Article  CAS  Google Scholar 

  8. Maier NM, Lindner W (2007) Anal Bioanal Chem 389:377–397. doi:10.1007/s00216-007-1427-4

    Article  CAS  Google Scholar 

  9. Spegel P, Schweitz L, Nilsson S (2003) Electrophoresis 24:3892–3899. doi:10.1002/elps.200305665

    Article  CAS  Google Scholar 

  10. Liu CY, Lin CC (2004) Electrophoresis 25:3997–4007. doi:10.1002/elps.200406160

    Article  CAS  Google Scholar 

  11. Liu ZS, Zheng C, Yan C, Gao RY (2007) Electrophoresis 28:127–136. doi:10.1002/elps.200600544

    Article  Google Scholar 

  12. Bruggemann O, Freitag R, Whitcombe MJ, Vulfson EN (1997) J Chromatogr A 781:43–53. doi:10.1016/S0021-9673(97)00288-4

    Article  Google Scholar 

  13. Tan ZJ, Remcho VT (1998) Electrophoresis 19:2055–2060. doi:10.1002/elps.1150191203

    Article  CAS  Google Scholar 

  14. Schweitz L (2002) Anal Chem 74:1192–1196. doi:10.1021/ac0156520

    Article  CAS  Google Scholar 

  15. Huang YC, Lin CC, Liu CY (2004) Electrophoresis 25:554–561. doi:10.1002/elps.200305735

    Article  CAS  Google Scholar 

  16. Zaidi SA, Cheong WJ (2009) J Chromatogr A 1216:2947–2952. doi:10.1016/j.chroma.2008.08.015

    Article  CAS  Google Scholar 

  17. Zaidi SA, Cheong WJ (2008) J Sep Sci 31:2962–2970. doi:10.1002/jssc.200800160

    Article  CAS  Google Scholar 

  18. Zaidi SA, Cheong WJ (2009) Electrophoresis 30:1603–1607. doi:10.1002/elps.200800541

    Article  CAS  Google Scholar 

  19. Zaidi SA, Han KM, Kim SS, Hwang DG, Cheong WJ (2009) J Sep Sci 32:996–1001. doi:10.1002/jssc.200800631

    Article  CAS  Google Scholar 

  20. Zaidi SA, Han KM, Hwang DG, Cheong WJ (2010) Electrophoresis 31:1019–1028

    CAS  Google Scholar 

  21. Hjerten S (1985) J Chromatogr 347:191–198. doi:10.1016/S0021-9673(01)95485-8

    Article  CAS  Google Scholar 

  22. Sellergren B, Shea KJ (1993) J Chromatogr A 635:31–49. doi:10.1016/0021-9673(93)83112-6

    Article  CAS  Google Scholar 

  23. Wu L, Zhu K, Zhao M, Li Y (2005) Anal Chim Acta 549:39–44. doi:10.1016/j.aca.2005.06.009

    Article  CAS  Google Scholar 

  24. Schmidt RH, Belmont AS, Haupt K (2005) Anal Chim Acta 542:118–124. doi:10.1016/j.aca.2005.03.064

    Article  CAS  Google Scholar 

  25. Gonzalez GP, Hernando PF, Algeria JSD (2006) Anal Chim Acta 557:179–183. doi:10.1016/j.aca.2005.10.034

    Article  CAS  Google Scholar 

  26. Booker KM, Bowyer MC, Lennard CJ, Holdsworth CI, McCluskey A (2007) Aust J Chem 60:51–56. doi:10.1071/CH06284

    Article  CAS  Google Scholar 

  27. Berthod A (2006) Anal Chem 78:2093–2099. doi:10.1021/ac0693823

    Article  Google Scholar 

Download references

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

Authors

Corresponding author

Correspondence to Won Jo Cheong.

Rights and permissions

Reprints 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

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10337-011-1934-5

Keywords

Navigation