Synthesis and chromatographic properties of a chiral stationary phase derived from bovine serum albumin immobilized on magnesia-zirconia using phosphonate spacers

J Sep Sci. 2007 Apr;30(6):804-12. doi: 10.1002/jssc.200600336.

Abstract

A novel bovine serum albumin (BSA)-modified magnesia-zirconia stationary phase was prepared using the sodium salt of cis-(3-methyloxiranyl)phosphonic acid (fosfomycin) as spacer and glutaraldehyde as coupler. Baseline separation of six derivatized amino acids (DNB-Leu, Dansyl-Val, etc.) was achieved on this column using ammonium acetate buffer-isopropanol mobile phase at a flow rate of 1.0 mL/min. The effects of mobile phase composition, eluent pH value, column temperature, and flow rate on the retention and separation of chiral compounds were also investigated. The BSA chiral stationary phase (BSA-CSP) was relatively stable under experimental conditions. The coupling reaction in this method was mild, reliable, and reproducible; thus it was also suitable for the immobilization of various biopolymers with amino groups in the preparation of chromatography stationary phases.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Chromatography, Liquid / methods
  • Dansyl Compounds / isolation & purification
  • Dinitrobenzenes / isolation & purification
  • Fosfomycin / chemistry*
  • Leucine / analogs & derivatives
  • Leucine / isolation & purification
  • Magnesium Oxide / chemistry*
  • Molecular Structure
  • Organic Chemicals / isolation & purification*
  • Organophosphonates / chemistry
  • Pharmaceutical Preparations / isolation & purification
  • Phenylalanine / isolation & purification
  • Serum Albumin, Bovine / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Stereoisomerism
  • Temperature
  • Tryptophan / analogs & derivatives
  • Tryptophan / isolation & purification
  • Valine / analogs & derivatives
  • Valine / isolation & purification
  • Zirconium / chemistry*

Substances

  • Dansyl Compounds
  • Dinitrobenzenes
  • Organic Chemicals
  • Organophosphonates
  • Pharmaceutical Preparations
  • dansyl-phenylalanine
  • dinitrobenzoyl leucine
  • Serum Albumin, Bovine
  • Fosfomycin
  • Magnesium Oxide
  • Phenylalanine
  • Tryptophan
  • Zirconium
  • Leucine
  • Valine
  • zirconium oxide