Shigehiro Takahashi, Iwao Suzuki, T. Nishiyama
2016
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Influential Citations
1
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Journal
Bunseki Kagaku
Abstract
Ferrocene/phenylboronic acid-bearing benzoic acids were prepared to study their electrochemical redox properties in the presence of D -fructose and D -glucose. ) exhibited reversible redox response originating from the ferrocene moiety in aqueous solutions containing methanol at pH 7.0, 8.0 and 9.0. The oxidation current of 1 in differential pulse voltammetry (DPV) decreased in the presence of D -fructose and D -glucose, depending on the concentration, owing to the binding of the sugars to phenylboronic acid moiety in 1 The oxidation . 1 × 10 –2 mol L –1 for D -fructose and 1 × 10 –3 mol L –1 ― 2 × 10 –2 mol L –1 mM for D -glucose. In contrast, 4-[ N -(3-boronobenzyl)- N -(ferrocenylmethyl)aminomethyl] benzoic acid ( 2 ) showed a negligible response to the sugars, probably due to a lack of intra-molecular interactions between boron atom and nitrogen atom in 2 . It may be possible to immobilize 1 on the surface of electrodes because 1 contains the carboxylic acid moiety. Thus, a potential use of 1 in the construction of glucose sensors is suggested.