Preparation of organic-silica hybrid boronate affinity monolithic column for the specific capture and separation of cis-diol containing compounds

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

“…As for our knowledge, the loading capacity of the conventional boronate affinity monolith was reported no binding to glycoprotein at pH 7.0 [33,39]. This result may be ascribed to the lower pK a of AAPBA (8.2), which was expected to explain that the resulted monolith can function at a slightly lowered pH [45]. This result indicated that the AAPBA-silica hybrid monolith had the ability to specifically capture glycoproteins at pH 7.0, and this monolithic material could be further used for biological analysis under physiological pH conditions.…”

“…A number of strategies have been proposed to reduce the binding pH [34,35,41,42], and the resulted boronate affinity monoliths exhibit excellent specificity toward cis-diol-containing biomolecules under neutral conditions. A hybrid boronate affinity monolith was subsequently reported by Liu [45], which exhibited selectivity of cis-diol containing compounds under neutral pH conditions. In addition, the organic-silica hybrid monoliths have the enhanced hydrophilic nature relative to conventional silica monoliths, they showed the better selectivity and basically eliminated the non-specific retention originating from hydrophobic interaction [30,44,45,47].…”

“…A hybrid boronate affinity monolith was subsequently reported by Liu [45], which exhibited selectivity of cis-diol containing compounds under neutral pH conditions. In addition, the organic-silica hybrid monoliths have the enhanced hydrophilic nature relative to conventional silica monoliths, they showed the better selectivity and basically eliminated the non-specific retention originating from hydrophobic interaction [30,44,45,47]. More efforts are needed to explore new kind of organic-silica boronate affinity monolithic materials and expand their applications in the separation of glycoproteins.…”

“…Boronic acid functionalized monoliths have recently gained rising attentions [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46], and a lots of attempts have been made to design boronate affinity monolith with desired properties for glycoproteomic researches. A variety of boronate affinity monoliths have been developed for specific capture of glycopeptides and glycoproteins [38][39][40][41][42][43][44].…”

A high boronate avidity monolithic capillary for the selective enrichment of trace glycoproteins

“…This is an apparent limitation, since it leads to not only inconvenience of pH adjustment but also the risk of degradation of labile compounds. In recently years, our group has dedicated to reduce the binding pH of boronic acid-functionalized materials through using boronic acid with special structure [21,29,38,41,45,54] or the teamed boronate affinity strategy [20,28,37,56]. Usually the lowest binding pH is provided to indicate the lowest pH condition of the sample environment a boronic acid-functionalized material can be applicable.…”