Voltammetric Response of Phenylboronic Acid Monolayer-modified Gold Electrode to Sugars

Abstract

Phenylboronic acids (PBA) are known to bind sugars in an aqueous and organic media. 1 Based on the PBA-sugar binding, many kinds of PBA derivatives whose absorption or emission spectra are sensitive to sugar have been synthesized for the spectroscopic determination of sugars. 2-4 These methods, however, rely on a homogeneous system in an aqueous or nonaqueous solution, where PBA derivatives are added in the sample solution as reagent. On the other hand, from the viewpoint of the development of sugar sensors, PBA derivatives should be immobilized on the surface of transducers. In this context, carbon and metal electrodes have been modified with PBA-containing polymers such as poly(acrylate), 5 poly(aniline), 6 and poly(pyrrole). 7 Self-assembled monolayers of PBA have also been used for developing electrochemical and optical sugar sensors. [8][9][10] We report here a preliminary result on the voltammetric response of PBA monolayer-modified Au electrode to glucose, mannose, and fructose. The peak current in the cyclic voltammogram was found to be sensitive to the adsorption of sugars on the electrode surface. The data show that the PBA monolayer-modified Au electrode may be promising as an electrochemical sensor for sugar sensing.

Multivalent interaction-based carbohydrate biosensors for signal amplification

“…A good linear relationship in the mannose concentration ranging from 23 µM to 3.83 mM was obtained with a relative linear coefficient of 0.98. The experimental determined detection limit of this sensor was 1.5 µM, which is much lower than that of using phenylboronic acid monolayer as recognition element but without oriented immobilization and amplification as we show in this report (Takahashi et al 2004). The multivalent carbohydrate receptor of boropolymer, the oriented immobilization of boropolymer via isourea bond formation, the stable and biologically active carbohydrate - AuNPs conjugates thus represent an innovative approach for the high sensitivity and low detection limit of carbohydrate detection for glycobiology research.…”

A sensor for glycoproteins based on dendritic gold nanoparticles electrodeposited on a gold electrode and modified with a phenylboronic acid

“…This interaction was named boronate affinity by Taniguchi [6]. In terms of reference [29,30], the interaction of five-or six-membered ring would be weakened in the neutral or acid condition. To avoid this kind of situations, the whole experiment conditions were kept in an alkaline environment.…”

Recognition of Bile Acids at Cyclodextrin-Modified Gold Electrodes

“…Many researchers have used several markers to evaluate hostguest phenomena occurring at the electrode surface; for instance, ferrocene derivatives, 6-11 quinone derivatives, 12,15 Fe(CN)6 3-/4-, 5,23,[25][26][27] and Ru(NH3)6 3+/2+ . 23,27 Thus, we also had to find out a suitable marker to evaluate the guest binding ability of surface-confined CDs with bile acids.…”