Relationship between the Association Constant and Enantioselectivity on the Flavoprotein-Conjugated Chiral Stationary Phase for High-Performance Liquid Chromatography

Nariyasu Mano, Yasushi Ishihama, Yoshiya Oda, Naoki Asakawa

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

The relationship between the enantioselectivity and association constants of enantiomers on high-performance liquid chromatography with a protein-conjugated chiral stationary phase (CSP) was investigated using a flavoprotein-conjugated CSP, with ketoprofen (KP) as a model drug. The association constants of the enantiomers for native flavoprotein were different; it has been found that they contribute to the chiral separation on a protein CSP. Equations including the association constants were developed to calculate, the capacity factors and enantioselectivities on protein CSPs; they were validated by means of experiments using a flavoprotein column in combination with variable numbers of non-specific columns in series. The capacity factors and enantioselectivities calculated with the developed equations showed reasonable agreement with those obtained by chromatography employing a conventional flavoprotein column (150 mmX4.6 mm i.d.) with a mobile phase containing methanol as an organic modifier. Our results imply that protein-conjugated CSPs are complex-stationary phases consisting of both a specific phase for chiral separation and a non-specific phase, and that the resolution of the enantiomers depends upon the balance of interactions of solute molecules with the two phases.

Original languageEnglish
Pages (from-to)983-987
Number of pages5
Journalanalytical sciences
Volume11
Issue number6
DOIs
Publication statusPublished - 1995 Jan 1
Externally publishedYes

Keywords

  • High-performance liquid chromatography
  • association constant
  • capacity factor
  • complex-stationary phase
  • enantioselectivity
  • protein-conjugated column

ASJC Scopus subject areas

  • Analytical Chemistry

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