Enantioseparation of a novel "click" chemistry derived native β-cyclodextrin chiral stationary phase for high-performance liquid chromatography

Yong Wang, Teng Teng Ong, Lai Sheng Li, Timothy Thatt Yang Tan*, Siu Choon Ng

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

73 Citations (Scopus)

Abstract

A novel native β-cyclodextrin chiral stationary phase was prepared via "click" chemistry with cuprous iodide-triphenylphosphine complex as the catalyst and applied for enantioseparation of Dns-amino acids, substituted phenyl and phenoxy group modified propionic acids, flavonoids, and some pharmaceutical compounds such as nimodipine, propranolol, brompheniramine and bendroflumethiazide in reversed-phase high-performance liquid chromatography. The studied analytes could be resolved under different separation conditions. The resolution of Dns-DL-Leu could reach 5.08 using a mobile phase consisting of 1% (w/w) triethylammonium acetate buffer (pH 4.11) and methanol (50:50 v/v). The effects of buffer pH and the content of organic modifier on enantioseparation of Dns-amino acids by this novel chiral phase were being investigated. The separation results demonstrate that click chemistry, a versatile reaction, affords a facile approach towards the preparation of stable chiral stationary phases. Crown

Original languageEnglish
Pages (from-to)2388-2393
Number of pages6
JournalJournal of Chromatography A
Volume1216
Issue number12
DOIs
Publication statusPublished - Mar 20 2009
Externally publishedYes

ASJC Scopus Subject Areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

Keywords

  • Chiral stationary phases
  • Click chemistry
  • Dns-amino acids
  • Enantioseparation
  • Native β-cyclodextrin

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