College of Chemistry and Chemical Engineering, Henan Key Laboratory of Function-Oriented Porous Materials, Luoyang Normal University, Luoyang 471022, P. R. China.
Anal Methods. 2021 May 27;13(20):2331-2337. doi: 10.1039/d1ay00414j.
Boronate affinity materials, as efficient sorbents for extraction, separation and enrichment of cis-diol-containing biomolecules, have attracted more and more attention in recent years. However, conventional boronate affinity materials require a basic binding pH (usually 8.5), which gives rise to not only inconvenience in operation but also the risk of degradation of labile compounds, and suffer from low binding affinity, which make the extraction of cis-diol-containing compounds of low concentration difficult or impossible. In order to reduce the binding pH to neutral or acidic conditions and improve binding affinity, we present a type of material, 6-aminopyridine-3-boronic acid functionalized magnetic nanoparticles, with affinity towards cis-diol-containing biomolecules. 6-Aminopyridine-3-boronic acid, exhibiting low binding pH, high affinity and excellent water solubility toward cis-diol-containing compounds, was first employed as an affinity ligand. The result indicated that the boronate affinity MNPs exhibited low binding pH (5.0) and high binding affinity toward cis-diol-containing biomolecules. Such a property enabled the selective extraction of cis-diol-containing biomolecules with low concentration under neutral or acidic conditions. This feature greatly favored the selective enrichment of cis-diol-containing biomolecules with low concentration from real samples. The feasibility for practical applications was demonstrated with the selective enrichment of cis-diol-containing biomolecules with low concentration in a human urine sample.
硼酸亲和材料作为一种有效的萃取、分离和富集含有顺式二醇的生物分子的吸附剂，近年来受到了越来越多的关注。然而，传统的硼酸亲和材料需要碱性结合 pH 值（通常为 8.5），这不仅给操作带来不便，而且还存在不稳定化合物降解的风险，并且结合亲和力低，使得低浓度含有顺式二醇的化合物的提取变得困难或不可能。为了将结合 pH 值降低到中性或酸性条件，并提高结合亲和力，我们提出了一种对含有顺式二醇的生物分子具有亲和性的材料，即 6-氨基吡啶-3-硼酸功能化磁性纳米粒子。6-氨基吡啶-3-硼酸，具有低结合 pH 值、对含有顺式二醇的化合物具有高亲和力和优异的水溶性，首先被用作亲和配体。结果表明，硼酸亲和 MNPs 具有低结合 pH 值（5.0）和对含有顺式二醇的生物分子的高结合亲和力。这种特性使得在中性或酸性条件下能够选择性地提取低浓度的含有顺式二醇的生物分子。这种特性非常有利于从实际样品中选择性地富集低浓度的含有顺式二醇的生物分子。通过选择性富集人尿样中低浓度的含有顺式二醇的生物分子，验证了其实用性。
