Glucose‐induced and fructose‐induced deboronation reaction of 4‐mercaptophenylboronic acid assembled on silver investigated by surface‐enhanced Raman scattering

Abstract

We examined the deboronation reaction of 4‐mercaptophenylboronic acid (4MPBA) via fructose and glucose on silver surfaces by means of surface‐enhanced Raman scattering (SERS) at the excitation wavelengths of 488, 514, and 633 nm. The SERS spectra on silver nanoparticles clearly exhibited specific spectral signatures of thiophenol (TP) peaks, indicating a deboronation reaction of 4MPBA on the surfaces, whereas no strong TP peaks were observed on gold nanoparticles. The vibrational bands at 417, 999, 1021, and 1574 cm−1 in the Ag SERS spectra could correspond to the in‐plane aromatic ring modes in TP. X‐ray photoelectron spectroscopy also supported the surface reaction on Ag by referring the B1s peaks at ~193 eV. The ratiometric Raman measurements of the band at 1574 cm−1, with respect to that at 1587 cm−1, revealed fructose and glucose quantification in the concentration range of 1–10 mm. We did not identify such changes for mannose, sucrose, and sialic acid. The SERS peaks of 4MPBA on roughened Ag plates also exhibited TP bands to show the time‐dependent spectral change. Our findings indicate that the deboronation of 4MPBA and conjugation with fructose and glucose may be facilitated efficiently on silver surfaces for their quantification. Copyright © 2016 John Wiley & Sons, Ltd.