Improved gate effect enantioselectivity of phenylalanine-imprinted polymers in water by blending crosslinkers

Yasuo Yoshimi, Noriyuki Ishii

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

In this work, the anodic current at an electrode grafted with a molecularly imprinted polymer (MIP) crosslinked via a combination of hydrophobic ethyleneglycol dimethacrylate (EDMA) and hydrophilic methylene bisacrylamide (MBAA) was found to exhibit enantioselective sensitivity to the phenylalanine template in aqueous solution. An MIP-grafted electrode crosslinked with a 2:1 mixture of EDMA and MBAA was observed to respond to the template with the highest enantioselectivity, such that the change in current induced by the imprinted template was more than four times that induced by the enantiomer of the template. The contact angle of a water droplet on an MIP-coated electrode prepared using the optimal crosslinker blending ratio was also sensitive to the template and again exhibited chiral selectivity. The change in the contact angle induced by the template was more than twice as large as that obtained from the template's enantiomer. Atomic force microscopy showed that the surface of the MIP layer fabricated using a mixture of crosslinkers was rougher than that made with a single crosslinking agent, although there was no apparent correlation between the roughness and the enantioselectivity of the layer. These results indicate that the appropriate combination of crosslinkers enables the chiral-selective gate effect by modulating the flexibility and hydrophilicity of the MIP layer. The approach described herein therefore represents a new means of improving the selectivity of MIPs by blending crosslinkers having different chemical properties.

Original languageEnglish
Pages (from-to)77-85
Number of pages9
JournalAnalytica Chimica Acta
Volume862
DOIs
Publication statusPublished - 2015 Mar 3

Fingerprint

Enantioselectivity
Phenylalanine
Polymers
polymer
Water
electrode
Enantiomers
Electrodes
Contact angle
water
atomic force microscopy
Induced currents
Hydrophilicity
Crosslinking
Chemical properties
droplet
roughness
chemical property
Atomic force microscopy
aqueous solution

Keywords

  • Chirality
  • Crosslinker
  • Gate effect
  • Hydrophobicity
  • Molecularly imprinted polymers
  • Voltammetry

ASJC Scopus subject areas

  • Biochemistry
  • Analytical Chemistry
  • Spectroscopy
  • Environmental Chemistry

Cite this

Improved gate effect enantioselectivity of phenylalanine-imprinted polymers in water by blending crosslinkers. / Yoshimi, Yasuo; Ishii, Noriyuki.

In: Analytica Chimica Acta, Vol. 862, 03.03.2015, p. 77-85.

Research output: Contribution to journalArticle

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