Skip to main content
SpringerLink
Log in

LC-separation of derivatized DL-amino acids by aminopropylsilica-bonded Marfey's reagent and analog

  • Originals
  • Published:
Chromatographia Aims and scope Submit manuscript

Summary

Two chiral stationary phases (CSP-1 and CSP-2)) were synthesized by covalent bonding of aminopropylsilica (APS) to (a) 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (Marfey's reagent), followed by end-capping of underivatized amino groups of APS with trifluoroacetic anhydride (CSP-1), and (b) by reaction of APS with 1-fluoro-2,4-dinitrophenyl-5-L-phenylalaninetert. butyl ester, followed by cleavage of the tert. butyl ester by trifluoroacetic acid and end-capping of underivatized amino groups of APS withn-butyryl chloride (CSP-2). Both CSPs were found to be suitable for the chiral resolution of 2,4-dinitrophenyl and 3,5-dinitrobenzoyl-DL-amino acid esters by liquid chromatography using mixtures ofn-hexane andiso-propanol as eluents. Racemic 2,2,2-trifluoro-1-(9-anthryl)ethanol was also resolved on CSP-2.

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

Similar content being viewed by others

References

  1. R. Bushan, S. Joshi, Biomed. Chromatogr.7, 235 (1993).

    Article  Google Scholar 

  2. S. Görög, S. Gazdag, J. Chromatogr.659, 51 (1994).

    Article  Google Scholar 

  3. J. G. Adamson, T. Hoang, A. Crivici, G. A. Lajoie, Anal. Biochem.202, 210 (1992).

    Article  CAS  Google Scholar 

  4. G. Szókán, S. Hadfi, K. Krizsán, A. Liembeck, I. Krecz, M. Almás, C. Somalai, J. Liq. Chromatogr.17, 2759 (1994).

    Article  Google Scholar 

  5. P. Marfey, Carlsberg Res. Comm.49, 591 (1984).

    Article  CAS  Google Scholar 

  6. H. Brückner, C. Keller-Hoehl, Chromatographia30, 621 (1990).

    Article  Google Scholar 

  7. H. Brückner, C. Gah, J. Chromatogr.555, 81 (1991).

    Article  Google Scholar 

  8. H. Brückner, B. Strecker, J. Chromatogr.627, 97 (1992).

    Article  Google Scholar 

  9. A. Scaloni, M. Simmaco, F. Bossa, Amino Acids8, 305 (1995).

    Article  CAS  Google Scholar 

  10. H. Brückner S. Zivny, Amino Acids4, 157 (1993).

    Article  Google Scholar 

  11. H. Brückner, M. Wachsmann, J. Chromatogr. A728, 447 (1996).

    Article  Google Scholar 

  12. C. J. Welch, J. Chrom. A666, 3 (1994).

    Article  CAS  Google Scholar 

  13. J. L. Bailey, “Techniques in Protein Chemistry”. Elsevier, Amsterdam/London/New York, 1967, p. 163.

    Google Scholar 

  14. H. Frank, D. Bomboes, G. J. Nicholson, Chromatographia12, 168 (1979).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Nutrition Sciences, Department of Food Sciences, Justus-Liebig-University of Giessen, Südanlage 6, 35390, Giessen, Germany

    H. Brückner

  2. Institute of Food Technology, University of Hohenheim, 70593, Stuttgart, Germany

    H. Brückner & M. Leitenberger

Authors
  1. H. Brückner
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. Leitenberger
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Brückner, H., Leitenberger, M. LC-separation of derivatized DL-amino acids by aminopropylsilica-bonded Marfey's reagent and analog. Chromatographia 42, 683–689 (1996). https://doi.org/10.1007/BF02267702

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02267702

Key Words

Search

Navigation