Facile synthesis of 4-mercaptophenylboronic acid functionalized gold nanoparticles for selective enrichment of glycopeptides.

In the work, 4-mercaptophenylboronic acid (4-MPBA)-functionalized gold nanoparticles were synthesized via a facile approach. At first, gold nanoparticles (about 50 nm) were prepared by a simple and convenient hydrothermal method based on a polyol process. Then, gold nanoparticles were modified with 4-MPBA by the well-known reaction of Au with the thiol groups. The MPBA-functionalized gold nanoparticles were characterized by Fourier transform infrared spectra and UV/Vis adsorption spectra. Due to the fact that the boronic acid group on the surface of 4-MPBA-modified gold particles can form tight yet reversible covalent bonds with glycopeptides containing cis-1,2-diols groups, the MPBA-modified gold nanoparticles were successfully applied to selective enrichment of glycopeptides. Isolation and enrichment of glycopeptides in a standard protein (asialofetuin and horseradish peroxidase) digestion and a complex sample were performed using MPBA-modified gold nanoparticles, followed by matrix-assisted laser desorption/ionization quadruple ion trap time-of-flight (MALDI-QIT-TOF) mass spectrometric analysis. The experimental results demonstrated that MPBA-modified gold nanoparticles synthesized by the facile approach have the powerful potential for selective enrichment of glycopeptides, and can be an alternative tool in glycoproteomics. Copyright 2009 John Wiley & Sons, Ltd.