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The goal of this work is to investigate the various chemical interactions between proteins and their ligands, using a protein library containing both glycosylated and nonglycosylated proteins. Differences in the adsorption of these proteins over a pH range from 4 to 9 were related to two main properties: charge and presence of glycans. Acidic or neutral proteins were strongly adsorbed below pH 8 although the uncharged trigonal form of phenylboronate (PB) is less susceptible to forming electrostatic and <jats:italic>cis<\/jats:italic>\u2010diol interactions with proteins. The glycosylated proteins were only adsorbed above pH 8 when the electrostatic repulsion between the boronate anion and the protein surface was mitigated (at 200 mM NaCl). All basic proteins were highly adsorbed above pH 8 with PB also acting as a cation\u2010exchanger with binding occurring through electrostatic interactions. Batch adsorption performed at acidic conditions in the presence of Lewis base showed that charge\u2010transfer interactions are critical for protein retention. This study demonstrates the multimodal interaction of PBC, which can be a selective tool for separation of different classes of proteins.<\/jats:p>","DOI":"10.1002\/biot.201400170","type":"journal-article","created":{"date-parts":[[2014,8,11]],"date-time":"2014-08-11T07:02:13Z","timestamp":1407740533000},"page":"1250-1258","source":"Crossref","is-referenced-by-count":25,"title":["Phenylboronate chromatography selectively separates glycoproteins through the manipulation of electrostatic, charge transfer, and <i>cis<\/i>\u2010diol interactions"],"prefix":"10.1002","volume":"9","author":[{"given":"Rimenys J.","family":"Carvalho","sequence":"first","affiliation":[]},{"given":"James","family":"Woo","sequence":"additional","affiliation":[]},{"given":"M. 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