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Formation and Characterization of Self-Assembled Phenylboronic Acid Derivative Monolayers toward Developing Monosaccharide Sensing-Interface

View Article: PubMed Central

ABSTRACT

We designed and synthesized phenylboronic acid as a molecular recognition model system for saccharide detection. The phenylboronic acid derivatives that have boronic acid moiety are well known to interact with saccharides in aqueous solution; thus, they can be applied to a functional interface of saccharide sensing through the formation of self-assembled monolayer (SAM). In this study, self-assembled phenylboronic acid derivative monolayers were formed on Au surface and carefully characterized by atomic force microscopy (AFM), Fourier transform infrared reflection absorption spectroscopy (FTIR-RAS), surface enhanced Raman spectroscopy (SERS), and surface electrochemical measurements. The saccharide sensing application was investigated using surface plasmon resonance (SPR) spectroscopy. The phenylboronic acid monolayers showed good sensitivity of monosaccharide sensing even at the low concentration range (1.0 × 10−12 M). The SPR angle shift derived from interaction between phenylboronic acid and monosaccharide was increased with increasing the alkyl spacer length of synthesized phenylboronic acid derivatives.

No MeSH data available.


CV of Bare and phenylboronic acids-modified Au electrodes immersed in (a) 0.1 M KCl with 1.0 mM [Fe(CN)6]3−; (b) in 0.5 M KOH and (c) in 0.5 M H2SO4.
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f4-sensors-07-01480: CV of Bare and phenylboronic acids-modified Au electrodes immersed in (a) 0.1 M KCl with 1.0 mM [Fe(CN)6]3−; (b) in 0.5 M KOH and (c) in 0.5 M H2SO4.

Mentions: The electrochemical measurements provide additional proof of the formation of phenylboronic acid monolayers. The potential difference (ΔEp) between the cathodic and anodic peaks of the bare Au electrode was 64 mV. On the other hand, the potential difference of the electrode treated with phenylboronic acids were 73 (1), 79 (2), and 95 mV (3), respectively (Fig. 4 (a)). The increase in potential difference at the Au electrode treated with phenylboronic acids indicated a marked decrease in the charge transfer for oxidation and reduction of [Fe(CN6)]3−. These changes are attributable to the formation of phenylboronic acid monolayers on the surface of the Au electrode.


Formation and Characterization of Self-Assembled Phenylboronic Acid Derivative Monolayers toward Developing Monosaccharide Sensing-Interface
CV of Bare and phenylboronic acids-modified Au electrodes immersed in (a) 0.1 M KCl with 1.0 mM [Fe(CN)6]3−; (b) in 0.5 M KOH and (c) in 0.5 M H2SO4.
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3814864&req=5

f4-sensors-07-01480: CV of Bare and phenylboronic acids-modified Au electrodes immersed in (a) 0.1 M KCl with 1.0 mM [Fe(CN)6]3−; (b) in 0.5 M KOH and (c) in 0.5 M H2SO4.
Mentions: The electrochemical measurements provide additional proof of the formation of phenylboronic acid monolayers. The potential difference (ΔEp) between the cathodic and anodic peaks of the bare Au electrode was 64 mV. On the other hand, the potential difference of the electrode treated with phenylboronic acids were 73 (1), 79 (2), and 95 mV (3), respectively (Fig. 4 (a)). The increase in potential difference at the Au electrode treated with phenylboronic acids indicated a marked decrease in the charge transfer for oxidation and reduction of [Fe(CN6)]3−. These changes are attributable to the formation of phenylboronic acid monolayers on the surface of the Au electrode.

View Article: PubMed Central

ABSTRACT

We designed and synthesized phenylboronic acid as a molecular recognition model system for saccharide detection. The phenylboronic acid derivatives that have boronic acid moiety are well known to interact with saccharides in aqueous solution; thus, they can be applied to a functional interface of saccharide sensing through the formation of self-assembled monolayer (SAM). In this study, self-assembled phenylboronic acid derivative monolayers were formed on Au surface and carefully characterized by atomic force microscopy (AFM), Fourier transform infrared reflection absorption spectroscopy (FTIR-RAS), surface enhanced Raman spectroscopy (SERS), and surface electrochemical measurements. The saccharide sensing application was investigated using surface plasmon resonance (SPR) spectroscopy. The phenylboronic acid monolayers showed good sensitivity of monosaccharide sensing even at the low concentration range (1.0 × 10−12 M). The SPR angle shift derived from interaction between phenylboronic acid and monosaccharide was increased with increasing the alkyl spacer length of synthesized phenylboronic acid derivatives.

No MeSH data available.