Highly Specific Enrichment of Glycopeptides Using Boronic Acid-Functionalized Mesoporous Silica

Abstract

A novel boronic acid functionalized mesoporous silica, which holds the attractive features of high surface area and large accessible porosity, was developed to enrich glycopeptides. This is the first time that mesoporous material has been introduced into glycoproteome. In comparison to direct (traditional) analysis, this novel method enabled 2 orders of magnitude improvement in the detection limit of glycopeptides. The unbiased nature of organo-boronic acid groups also made this method applicable to all kinds of glycopeptides regardless of their sizes, structures, and hydrophilicities.

Synthesis of boronate-silica hybrid affinity monolith via a one-pot process for specific capture of glycoproteins at neutral conditions

“…The excellent specificity makes boronate groups potential affinity ligands for specific recognition and isolation of cis-diol-containing compounds, including catechols, nucleotides, carbohydrates, nucleosides, glycopeptides, and glycoproteins [11][12][13][14]. In addition, the moderate acidic elution condition make boronate affinity well coupled with mass spectrometry for analysis of cis-diol biomolecules in -omics [14][15][16]. Different types of boronate affinity materials have been developed for specific capture of glycoproteins [15][16][17][18][19][20].…”

“…In addition, the moderate acidic elution condition make boronate affinity well coupled with mass spectrometry for analysis of cis-diol biomolecules in -omics [14][15][16]. Different types of boronate affinity materials have been developed for specific capture of glycoproteins [15][16][17][18][19][20].…”

Recent Developments in Liquid Chromatography and Capillary Electrophoresis for the Analysis of Glycoprotein Glycans

“…Therefore, an anion exchange resin of borate form is the most straightforward method to trap saccharides. 48 Boronic acid-bonded mesoporous silica has been used to enrich glycopeptides 49 and glycoproteins 50 in a protein mixture. However, the reaction between boronic acid and cis-diol groups is not specific to glycans, and other compounds with the same functionality, such as nucleotides, can also be adsorbed.…”

Smart surface imprinting polymer nanospheres for selective recognition and separation of glycoprotein

“…Therefore, simple and cost-effective methods are in urgent demand. Recently, boronic acid or similar derivatives have been introduced for the isolation and enrichment of glycoproteins due to their tendency to form reversible boronate esters with cis-diols of glycoproteins in basic media [32][33][34]. More interestingly, this bond could be cleaved in acidic media to remove the target molecule.…”