Preparation of a boronate affinity silica stationary phase with enhanced binding properties towards cis-diol compounds

J Chromatogr A. 2016 Nov 18:1473:90-98. doi: 10.1016/j.chroma.2016.10.050. Epub 2016 Oct 20.

Abstract

In this study, a boronate affinity silica stationary phase with enhanced binding properties towards cis-diol compounds was prepared through the combination of surface-initiated atom transfer radical polymerization (SI-ATRP) with a Wulff-type boronate as affinity ligand. The stationary phase showed good hydrophilicity and improved binding strength toward adenosine, with binding constant to be as low as 2.38×10-4M. The column exhibited excellent binding specificity, low binding pH (≥5.5) and high binding capacities (80.1μmol adenosine g-1 at pH 7.0 and 45.2μmol adenosine g-1 at pH 5.5, respectively). The stationary phase was applied as adsorbent for the selective extraction of nucleosides in human urine with excellent specificity and high enrichment efficiency. These results demonstrated that this stationary phase could be favorably applied for selective capture and enrichment of cis-diol compounds in complex samples.

Keywords: Boronate affinity chromatography; Nucleoside; Stationary phase; Surface-initiated atom transfer radical polymerization; Wulff-type phenylboronic acid.

MeSH terms

  • Adenosine / chemistry
  • Boronic Acids / chemistry*
  • Chemistry Techniques, Analytical / methods*
  • Humans
  • Nucleosides / isolation & purification*
  • Nucleosides / urine
  • Polymerization
  • Silicon Dioxide / chemistry*

Substances

  • Boronic Acids
  • Nucleosides
  • Silicon Dioxide
  • Adenosine