Yu Hai-Rong, Lei Li, Wang Yan-Lin, Wang Xi, Liang Ting, Cheng Chang-Jing
College of Chemistry and Environment, Southwest Minzu University Chengdu Sichuan 610041 China
Key Laboratory of Pollution Control Chemistry and Environmental Functional Materials for Qinghai-Tibet Plateau of the National Ethnic Affairs Commission, College of Chemistry and Environment, Southwest Minzu University Chengdu Sichuan 610041 China.
RSC Adv. 2023 Feb 9;13(8):5249-5258. doi: 10.1039/d2ra04866c. eCollection 2023 Feb 6.
We herein report a novel chiral magnetic molybdenum disulfide nanocomposite (MMoS/PNG-CD) with a high enantioselectivity and excellent thermosensitivity and magnetism. The prepared MMoS/PNG-CD shows temperature-dependent chiral discrimination and enantioselectivity toward a chiral drug -propranolol (-PPL), which is based on the molecular recognition ability of beta-cyclodextrin (β-CD) and the thermosensitivity of poly(-isopropylacrylamide) (PNIPAM). The synthesized MMoS/PNG2-CD by using a monomer molar ratio of GMA to NIPAM of 2 : 1 demonstrates a high selectivity toward -PPL over -PPL due to the synergistic effect of the PNIPAM moieties and β-CD hosts. The thermo-induced volume phase transition (VPT) of the introduced PNIPAM moieties significantly affects the inclusion constants of the β-CD/-PPL complex, and thus the loading and desorption of -PPL on the MMoS/PNG2-CD. The enantioselectivity at temperatures below the lower critical solution temperature (LCST) of the PNG-β-CD grafting chains is much higher than that at temperatures above the LCST. As a result, the regeneration of the MMoS/PNG2-CD is easily achieved simply changing the operating temperature. Moreover, the regenerated MMoS/PNG2-CD can be readily recovered from the -PPL solution under an external magnetic field for reuse. Such a multifunctional molybdenum disulfide nanocomposite with a high enantioselectivity and excellent thermosensitivity and regenerability is promising to serve as a high-performance nanoselector for direct resolution of various β-blocker drugs.
我们在此报告一种新型的手性磁性二硫化钼纳米复合材料（MMoS/PNG-CD），其具有高对映选择性、优异的热敏感性和磁性。制备的MMoS/PNG-CD对手性药物普萘洛尔（-PPL）表现出温度依赖性的手性识别和对映选择性，这基于β-环糊精（β-CD）的分子识别能力和聚（N-异丙基丙烯酰胺）（PNIPAM）的热敏感性。通过使用甲基丙烯酸缩水甘油酯（GMA）与N-异丙基丙烯酰胺（NIPAM）单体摩尔比为2∶1合成的MMoS/PNG2-CD，由于PNIPAM部分和β-CD主体的协同作用，对-PPL比对-PPL表现出高选择性。引入的PNIPAM部分的热诱导体积相转变（VPT）显著影响β-CD/-PPL复合物的包合常数，进而影响-PPL在MMoS/PNG2-CD上的负载和解吸。在PNG-β-CD接枝链的下临界溶液温度（LCST）以下温度的对映选择性远高于LCST以上温度的对映选择性。结果，只需改变操作温度就能轻松实现MMoS/PNG2-CD的再生。此外，再生的MMoS/PNG2-CD在外加磁场下可从-PPL溶液中轻松回收再利用。这种具有高对映选择性、优异热敏感性和可再生性的多功能二硫化钼纳米复合材料有望作为一种高性能纳米选择器用于直接拆分各种β-受体阻滞剂药物。
