Clean synthesis of molecular recognition polymeric materials with chiral sensing capability using supercritical fluid technology. Application as HPLC stationary phases

Biosens Bioelectron. 2010 Mar 15;25(7):1742-7. doi: 10.1016/j.bios.2009.12.023. Epub 2009 Dec 28.

Abstract

Molecularly imprinted polymers (MIPs) of poly(ethylene glycol dimethacrylate) and poly(N-isopropylacrylamide-co-ethylene glycol dimethacrylate) were synthesized for the first time in supercritical carbon dioxide (scCO(2)), using Boc-L-tryptophan as template. Supercritical fluid technology provides a clean and one-step synthetic route for the preparation of affinity polymeric materials with sensing capability for specific molecules. The polymeric materials were tested as stationary HPLC phases for the enantiomeric separation of L- and D-tryptophan. HPLC results prove that the synthesized MIPs are able to recognize the template molecule towards its enantiomer which opens up potential applications in chromatographic chiral separation.

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biosensing Techniques / instrumentation*
  • Biosensing Techniques / methods
  • Chromatography, High Pressure Liquid / instrumentation*
  • Chromatography, High Pressure Liquid / methods
  • Chromatography, Supercritical Fluid / instrumentation*
  • Chromatography, Supercritical Fluid / methods
  • Computer-Aided Design
  • Equipment Design
  • Equipment Failure Analysis
  • Isomerism
  • Molecular Probe Techniques / instrumentation*
  • Polymers / analysis*
  • Reproducibility of Results
  • Sensitivity and Specificity
  • Tryptophan / chemistry*

Substances

  • Polymers
  • Tryptophan