RESUMO
The reversible covalent interaction between boronic acids and cis-diol-containing compounds provides unique affinity for recognition and separation of cis-diol-containing biomolecules such as glycoproteins and sugars. Herein, by using β-blockers and β-agonists as representative hydroxyethylamines, the interaction between phenylboronic acid and hydroxyethylamines was investigated through nuclear magnetic resonance ( NMR) and high performance liquid chromatography ( HPLC ) . The results showed that strong interaction between hydroxyethylamines and phenylboronic acid occurred at high pH value, while the interaction became much weaker and even disappeared at low pH value. This interaction was similar to boronate affinity interaction between boronic acids and cis-diol-containing compounds. However, unlike boronate affinity, the presence of an aprotic solvent disrupted the interaction. The above findings not only provided new insights for in-depth understanding boronate affinity interaction, but also paved the basis for the application of the interaction between boronic acid and hydroxyethylamines.