Influence of solvents on chiral discriminative gate effect of molecularly imprinted poly(ethylene glycol dimethacrylate-co-methacrylic acid)

Shinichi Sekine, Yuta Watanabe, Yasuo Yoshimi, Koji Hattori, Kiyotaka Sakai

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33 Citations (Scopus)

Abstract

This paper discusses the chiral discriminative gate effect of molecularly imprinted polymer (MIP) in organic solvents. We grafted l- (or d-) phenylalanine anilide (PAA) imprinted poly(ethylene glycol dimethacrylate-co-methacrylic acid) on an indium-tin oxide (ITO) in a number of organic solvents. Cyclic voltammetry of ferrocene with the grafted ITO electrode was carried out in several organic solvents and the effect of l- (or d-) PAA on an electric current of ferrocene was evaluated. As the result, the faradic current at the electrode grafted in the non-polar solvent was remarkably sensitive to the template in the voltammetry carried out in the non-polar solvent. However, it was insensitive to the enantiomer of the template. The results indicate that the gate effect of MIP can discriminate between the template and its analogue by stereochemical structure even if the difference in the chemical or physical property is omitted. They also indicate that the gate effect could have limited applications with the enantio-selective amperometric sensors working in non-polar solvents where biosensors cannot work.

Original languageEnglish
Pages (from-to)512-517
Number of pages6
JournalSensors and Actuators, B: Chemical
Volume127
Issue number2
DOIs
Publication statusPublished - 2007 Nov 15

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Keywords

  • Biomimetic sensor
  • Chiral discrimination
  • Gate effect
  • Molecularly imprinted polymer
  • Phenylalanine anilide

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Instrumentation
  • Condensed Matter Physics
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Electrical and Electronic Engineering
  • Materials Chemistry

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