Ikuta Yuki, Tsubouchi Yuhi, Iwamoto Shinji, Kawahito Ikuto, Mori Mikaru, Mori Masanobu
Graduate School of Science and Technology, Kochi University, 2-5-1 Akebono, Kochi 780-8520, Japan.
Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin, Kiryu, Gunma 376-8515, Japan.
ACS Omega. 2024 Nov 12;9(47):46968-46973. doi: 10.1021/acsomega.4c06762. eCollection 2024 Nov 26.
We synthesized lecithin-modified zirconia (LMZ) as an adsorbent, solid-phase extractant, and stationary phase for organic compounds such as organic acids or amino acids. The molecular selectivity of LMZ was evaluated through high-performance liquid chromatography (HPLC). LMZ exhibits electrostatic and hydrophobic interactions with organic compounds that depend on the pH of the mobile phase. Zirconia was chosen because of its strong affinity for phosphate-containing compounds. Soybean lecithin, a model phospholipid, was directly and stably grafted onto zirconia particles through a Lewis acid-base reaction to form LMZ. The presence of lecithin on the zirconia surface was confirmed through solid-state analytical techniques such as confocal laser scanning microscopy and thermogravimetric analysis. The molecular selectivity of LMZ was assessed by measuring the retention behavior of aromatic compounds and amino acids on an LMZ column using HPLC. LMZ recognized analyte organic compounds through both electrostatic and hydrophobic effects that depended on the pH of the mobile phase. Interestingly, LMZ could clearly discriminate between electrostatic interactions with hydrophilic compounds such as amino acids and hydrophobic interactions with hydrophobic compounds such as aromatics. The specific molecular selectivity achieved using LMZ was attributed to not only the zirconia substrate but also the ionic and alkyl functional groups of lecithin.
我们合成了卵磷脂修饰的氧化锆（LMZ），用作吸附剂、固相萃取剂以及有机酸或氨基酸等有机化合物的固定相。通过高效液相色谱法（HPLC）评估了LMZ的分子选择性。LMZ与有机化合物表现出静电和疏水相互作用，这取决于流动相的pH值。选择氧化锆是因为它对含磷化合物具有很强的亲和力。大豆卵磷脂作为一种典型的磷脂，通过路易斯酸碱反应直接且稳定地接枝到氧化锆颗粒上，形成LMZ。通过共聚焦激光扫描显微镜和热重分析等固态分析技术证实了氧化锆表面卵磷脂的存在。使用HPLC通过测量芳香族化合物和氨基酸在LMZ柱上的保留行为来评估LMZ的分子选择性。LMZ通过取决于流动相pH值的静电和疏水作用识别分析物有机化合物。有趣的是，LMZ能够清楚地区分与氨基酸等亲水性化合物的静电相互作用和与芳香族化合物等疏水性化合物的疏水相互作用。使用LMZ实现的特定分子选择性不仅归因于氧化锆基质，还归因于卵磷脂的离子和烷基官能团。
