Skip to main content
SpringerLink
Log in

Amidine-based molecularly imprinted polymers—new sensitive elements for chiral chemosensors

  • Original Paper
  • Published:
Analytical and Bioanalytical Chemistry Aims and scope Submit manuscript

Abstract

Using the optical measurement technique reflectometric interference spectroscopy (RIfS), the interaction of molecularly imprinted polymers (imprinted with either (R,R)- or (S,S)-2,3-di-O-benzoyltartraric acid) with the corresponding templates and template antipodes were investigated. With these sensors chiral separation with a separation factor of 1.2 could be achieved whereas a reference polymer resulted in no separation. RIfS signals were of opposite sign for imprinted polymer layers containing phenylboronic acid binding site monomers.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.
Scheme 1.
Fig. 2.
Fig. 3.
Fig. 4.
Scheme 2.
Fig. 5.
Fig. 6.

Similar content being viewed by others

References

  1. Janata J, Josowicz M (1998) Anal Chem 70:179R–208R

    CAS  Google Scholar 

  2. Zhang X, Bradshaw J, Izatt R (1997) Chem Rev 97:3313–3361

    Article  CAS  PubMed  Google Scholar 

  3. Dickert F, Bäumler U, Zwissler G (1993) Synth Met 61:47–52

    Article  CAS  Google Scholar 

  4. Weiß T, Leipert D, Kaspar M, Jung G, Göpel W (1999) Adv Mater 11:331–335

    Article  Google Scholar 

  5. Leipert D, Nopper D, Bauser M, Gauglitz G, Jung G (1998) Angew Chem Int Ed 37:3308–3311

    Article  CAS  Google Scholar 

  6. Wulff G, Sarhan A, Zabrocki K (1973) Tetrahedron Lett 44:4329–4332

    Article  Google Scholar 

  7. Wulff G (1995) Angew Chem Int Ed 34:1812–1832

    CAS  Google Scholar 

  8. Haupt K, Mosbach K (2000) Chem Rev 100:2495–2504

    Article  CAS  PubMed  Google Scholar 

  9. Ensing K, de Boer T (1999) Trends Anal Chem 18:138–145

    Article  CAS  Google Scholar 

  10. Dickert F, Hayden O (1999) Trends Anal Chem 18:192–199

    CAS  Google Scholar 

  11. Takeuchi T, Haginaka J (1999) J Chromatogr B 728:1–20

    Article  CAS  Google Scholar 

  12. Wulff G, Minarik M (1990) J Liq Chromatogr 13:22–329

    Google Scholar 

  13. Andersson L, Miyabayashi A, O'Shannessy D, Mosbach K (1990) J Chromatogr 516:323–331

    Article  CAS  PubMed  Google Scholar 

  14. Kriz D, Kriz C, Andersson L, Mosbach K (1994) Anal Chem 66:2636–2639

    CAS  Google Scholar 

  15. Schweitz L, Andersson L, Nilsson S (1997) J Chromatogr A 792:401–409

    Article  CAS  Google Scholar 

  16. Percival CJ, Stanley S, Galle M, Braithwaite A, Newton MI, McHale G, Hayes W (2001) Anal Chem 73:4225–4228

    Article  CAS  PubMed  Google Scholar 

  17. Gauglitz G, Nahm W (1991) Fresenius J Anal Chem 341:279–283

    CAS  Google Scholar 

  18. Yan HM, Kraus G, Gauglitz G (1995) Anal Chim Acta 312:1–8

    Article  CAS  Google Scholar 

  19. Kraus G, Gauglitz G (1992) Fresenius J Anal Chem 344:153–157

    CAS  Google Scholar 

  20. Wulff G, Schönfeld R, Grün M, Baumstark R, Wildburg G, Häußling L (BASF AG) German Patent Application DE-A-19621508.0, 1996; Chem Abstr (1998) 128:49155

  21. Wulff G, Schönfeld R (1998) Adv Mater 10:957–959

    Article  CAS  Google Scholar 

  22. Wulff G, Gross T, Schönfeld R (1997) Angew Chem Int Ed Engl 36:1961–1964

    Google Scholar 

  23. Strikowsky AG, Kaspar D, Grün M, Green BS, Hradil J, Wulff G (2000) J Am Chem Soc 122:6295–6296

    Article  Google Scholar 

  24. Wulff G (2002) Chem Rev 102:1–28

    Article  CAS  PubMed  Google Scholar 

  25. Wulff G, Vietmeier J, Poll HG (1987) Makromol Chem 188:731–740

    Article  CAS  Google Scholar 

  26. Kostrewa S, Emgenbroich M, Klockow D, Wulff G (2003) Macromol Chem Phys, in press

  27. Piletsky SA, Piletskaya EV, Panzyuk TI, El'skaya AV, Packkov AE, Levi R, Karube I, Wulff G (1998) Macromolecules 31:2137–2140

    Article  CAS  Google Scholar 

Download references

Acknowledgement

We thank the Fonds der Chemischen Industrie for the support of this research.

Author information

Authors and Affiliations

  1. Institute for Physical and Theoretical Chemistry, University of Tübingen, Auf der Morgenstelle 8, 72076, Tübingen, Germany

    Dirk Nopper & Günter Gauglitz

  2. Institute for Organic and Macromolecular Chemistry, Heinrich-Heine-University of Düsseldorf, Universitätsstraße 1, 40225, Düsseldorf, Germany

    Olaf Lammershop & Günter Wulff

Authors
  1. Dirk Nopper
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Olaf Lammershop
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Günter Wulff
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Günter Gauglitz
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Günter Gauglitz.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Nopper, D., Lammershop, O., Wulff, G. et al. Amidine-based molecularly imprinted polymers—new sensitive elements for chiral chemosensors. Anal Bioanal Chem 377, 608–613 (2003). https://doi.org/10.1007/s00216-003-2145-1

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00216-003-2145-1

Keywords

Search

Navigation