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Ionic liquid crosslinkers for chiral imprinted nanoGUMBOS.

Suzana Hamdan1, Leonard Moore1, Jason Lejeune1

  • 1Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.

Journal of Colloid and Interface Science
|October 30, 2015
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Summary

Newly developed ionic liquids enable the creation of molecularly imprinted polymers (MIPs) in water. These novel materials show high efficiency for chiral recognition and potential for imprinting biological targets.

Keywords:
Aqueous molecular imprintingChiral amino acidsChiral recognitionIonic liquid crosslinkersNanoGUMBOSPolymeric ionic liquids

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Area of Science:

  • Polymer Chemistry
  • Materials Science
  • Analytical Chemistry

Background:

  • Molecularly imprinted polymers (MIPs) are crucial for molecular recognition in sensors and separations.
  • Synthesizing MIPs in aqueous conditions is challenging due to water's interference with non-covalent interactions.
  • Ionic liquids have been explored as monomers or solvents for MIP synthesis, but aqueous applications remain difficult.

Purpose of the Study:

  • To develop novel crosslinking ionic liquids for synthesizing aqueous molecularly imprinted polymers (MIPs).
  • To fabricate and evaluate molecularly imprinted polymeric nanoGUMBOS using these ionic liquid crosslinkers.
  • To assess the chiral recognition capabilities of the synthesized MIPs for l-tryptophan and d-tryptophan.

Main Methods:

  • Synthesis of vinylimidazole ionic liquid crosslinkers with varied functional spacers.
  • Fabrication of molecularly imprinted polymeric nanoGUMBOS using the synthesized crosslinkers.
  • Evaluation of MIP performance through l-tryptophan uptake and chiral recognition ratios (l- vs. d-tryptophan).

Main Results:

  • High uptake values for l-tryptophan were achieved, ranging from 13-87 μmol/g.
  • Chiral recognition performance was demonstrated, with binding ratios of l-tryptophan over d-tryptophan from 5:1 to 13:1.
  • The study successfully demonstrated the utility of these aqueous MIPs for chiral recognition.

Conclusions:

  • Newly developed crosslinking ionic liquids effectively overcome challenges in synthesizing aqueous MIPs.
  • The resulting MIPs exhibit excellent chiral recognition properties, suitable for separating enantiomers.
  • These materials hold significant potential for imprinting aqueous templates, including biological targets for theranostic applications.