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
N1 - Funding Information:
We thank Dr. Magdalena Titirici, Universität Dortmund, who kindly advised us about the synthesis and purification of PAA [13] . We also thank Prof. Mitsuo Kodomari and Prof. Haruhiko Tomoda, Shibaura Institute of Technology, who kindly helped with the PAA analysis. Shinichi Sekine received his BS in 2002 and MS in 2004 from Shibaura Institute of Technology. He is currently a PhD student of Shibaura Institute of Technology. Yuta Watanabe received his BS in 2004 and MS in 2006 from Shibaura Institute of Technology. He is currently employed at Nikkiso Co. Ltd. Yasuo Yoshimi received his BS in 1990, MS in 1992 and PhD in 1995, all from Waseda University. After a postdoctoral fellowship at the Research Institute of the National Cardiovascular Center in Japan (1995–1997), he joined Shibaura Institute of Technology as an Assistant Professor in 1997 and was promoted to the present position of associate professor in 2005. He was also a visiting scientist at Cranfield University (2001–2002). His primary field of research is bioelectronics based on chemical engineering for medical technology. He won the Paper Award from the Japanese Society for Artificial Organs in 1997, and won the Young Scientist Award from the Society of Chemical Engineers, Japan, in 1998. Koji Hattori received his BS in 2000 and MS in 2002 from Shibaura Institute of Technology. He received his PhD from Waseda University in 2005. He is currently a postdoctoral fellow at National Institute of Advanced Industrial Science and Technology in Japan. He won the Award for Best Presentation by a Student at the First International Workshop on Molecularly Imprint Polymers in 2000. Kiyotaka Sakai received his BS in 1965, MS in 1967 and PhD in 1970, all from Waseda University. He joined Shizuoka University as an assistant professor in 1970 and was promoted to associate professor in 1972. He joined Waseda University as an associate professor in 1973 and was promoted to the present position of professor in 1978. He was a visiting professor at Cleveland Clinic in 1983 and at the University of Texas in 1990. His major field of research is biomedical engineering. He has published many papers concerning membranes for blood purification. He won a Research Award (1995) and Society Award (1999) from the Society of Chemical Engineers, Japan, and Paper Awards from the Japanese Society of Artificial Organs (1995, 1997, 1998, 2006).
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
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U2 - 10.1016/j.snb.2007.05.008
DO - 10.1016/j.snb.2007.05.008
M3 - Article
AN - SCOPUS:35348946417
SN - 0925-4005
VL - 127
SP - 512
EP - 517
JO - Sensors and Actuators B: Chemical
JF - Sensors and Actuators B: Chemical
IS - 2
ER -