Advertisement

Chromatographia

, Volume 27, Issue 1–2, pp 15–18 | Cite as

The effect of alcoholic mobile phase modifiers on retention and stereoselectivity on a commercially available cellulose-based HPLC chiral stationary phase: An unexpected reversal in enantiometric elution order

  • M. H. Gaffney
  • Rose M. Stiffin
  • I. W. Wainer
Originals

Summary

Three enantiomeric solutes, a sulphoxide, a piperidine derivative and a methyl ester have been chromatographed on an HPLC chiral stationary phase (CSP) based upon cellulose-tribenzoate (Chiralcel OB-CSP). The mobile phases used in the study were composed of hexane modified with homologous series of primary, secondary and cyclic alcohols. Interesting reversals in enantiomeric elution order have been observed for 2-phenoxypropanoic acid methyl ester associated with changes in chain length or ring size of the alcohol mobile phase modifier. The results of the study suggest that at least two chiral recognition mechanisms operate on the OB-CSP and point out the importance of acquiring elution order data in all studies involving chiral stationary phases.

Key Words

Column liquid chromatography Chiral recognition process Enantiomeric elution order Mobile phase modifiers 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. [1]
    W. H. Pirkle, M. H. Hyun, J. Chromatogr.322, 295 (1985).Google Scholar
  2. [2]
    W. H. Pirkle, M. H. Hyun, J. Chromatogr.328, 1 (1985).Google Scholar
  3. [3]
    I. W. Wainer, M. C. Alembik, J. Chromatogr.,358, 85 (1986).Google Scholar
  4. [4]
    I. W. Wainer, M. C. Alembik, E. Smith, J. Chromatogr.,388, 65 (1987).Google Scholar
  5. [5]
    I. W. Wainer, R. M. Stiffin, T. Shibata, J. Chromatogr.,411, 139 (1987).Google Scholar
  6. [6]
    E. S. Yeung, L. E. Steenhoek, S. D. Woodruff, J. C. Kuo, Anal. Chem.,52, 1399 (1980).Google Scholar
  7. [7]
    J. C. Kuo, E. S. Yeung, J. Chromatogr.,223, 321 (1981).Google Scholar

Copyright information

© Friedr. Vieweg & Sohn Verlagsgesellschaft mbH 1989

Authors and Affiliations

  • M. H. Gaffney
    • 1
  • Rose M. Stiffin
    • 2
  • I. W. Wainer
    • 1
    • 2
  1. 1.Department of Clinical PharmacyUniversity of Tennessee, MemphisMemphisUSA
  2. 2.Pharmaceutical DivisionSt. Jude Children's Research HospitalMemphisUSA

Personalised recommendations