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

Research output: Contribution to journalArticle

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

Fingerprint

Organic solvents
Polyethylene glycols
glycols
ethylene
Tin oxides
Indium
acids
Acids
Polymers
Amperometric sensors
Electrodes
phenylalanine
templates
Enantiomers
Electric currents
Voltammetry
Biosensors
indium oxides
Chemical properties
tin oxides

Keywords

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

ASJC Scopus subject areas

  • Analytical Chemistry
  • Electrochemistry
  • Electrical and Electronic Engineering

Cite this

Influence of solvents on chiral discriminative gate effect of molecularly imprinted poly(ethylene glycol dimethacrylate-co-methacrylic acid). / Sekine, Shinichi; Watanabe, Yuta; Yoshimi, Yasuo; Hattori, Koji; Sakai, Kiyotaka.

In: Sensors and Actuators, B: Chemical, Vol. 127, No. 2, 15.11.2007, p. 512-517.

Research output: Contribution to journalArticle

@article{4c509a46cb78462dadcb9d49311b2d23,
title = "Influence of solvents on chiral discriminative gate effect of molecularly imprinted poly(ethylene glycol dimethacrylate-co-methacrylic acid)",
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.",
keywords = "Biomimetic sensor, Chiral discrimination, Gate effect, Molecularly imprinted polymer, Phenylalanine anilide",
author = "Shinichi Sekine and Yuta Watanabe and Yasuo Yoshimi and Koji Hattori and Kiyotaka Sakai",
year = "2007",
month = "11",
day = "15",
doi = "10.1016/j.snb.2007.05.008",
language = "English",
volume = "127",
pages = "512--517",
journal = "Sensors and Actuators, B: Chemical",
issn = "0925-4005",
publisher = "Elsevier",
number = "2",

}

TY - JOUR

T1 - Influence of solvents on chiral discriminative gate effect of molecularly imprinted poly(ethylene glycol dimethacrylate-co-methacrylic acid)

AU - Sekine, Shinichi

AU - Watanabe, Yuta

AU - Yoshimi, Yasuo

AU - Hattori, Koji

AU - Sakai, Kiyotaka

PY - 2007/11/15

Y1 - 2007/11/15

N2 - 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.

AB - 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.

KW - Biomimetic sensor

KW - Chiral discrimination

KW - Gate effect

KW - Molecularly imprinted polymer

KW - Phenylalanine anilide

UR - http://www.scopus.com/inward/record.url?scp=35348946417&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=35348946417&partnerID=8YFLogxK

U2 - 10.1016/j.snb.2007.05.008

DO - 10.1016/j.snb.2007.05.008

M3 - Article

VL - 127

SP - 512

EP - 517

JO - Sensors and Actuators, B: Chemical

JF - Sensors and Actuators, B: Chemical

SN - 0925-4005

IS - 2

ER -