Del Sole Roberta, Lazzoi Maria Rosaria, Arnone Mario, Della Sala Fabio, Cannoletta Donato, Vasapollo Giuseppe
Dipartimento di Ingegneria dell'Innovazione, Università del Salento, via per Monteroni, km1, 73100, Lecce, Italy.
Molecules. 2009 Jul 17;14(7):2632-49. doi: 10.3390/molecules14072632.
Molecularly imprinted microspheres obtained by precipitation polymerization using nicotinamide (nia) as template have been prepared and characterised by SEM. How various experimental parameters can affect microsphere morphology, reaction yield and re-binding capacity have been evaluated. Pre-polymerization interactions between template and functional monomer in chloroform and MeCN have been studied by (1)H-NMR. The results suggest that the interaction between nia and methacrylic acid (MAA) is mainly based on hydrogen-bonding between amide protons and MAA. Computational density functional theory (DFT) studies on MAA-nia complexes have been also performed to better understand hydrogen-bonding interactions. The imprinted activity of the microspheres, synthesized in chloroform or acetonitrile (MeCN), has been evaluated by spectrophotometric analysis of nia solutions when chloroform or MeCN are used as incubation solvents. The results suggest that MeCN interferes with hydrogen bonding between template and MAA during either the polymerization step or re-binding process as also observed from theoretical results. Finally, the selectivity towards selected nia analogues has been also confirmed.
以烟酰胺（nia）为模板，通过沉淀聚合法制备了分子印迹微球，并采用扫描电子显微镜对其进行了表征。评估了各种实验参数如何影响微球形态、反应产率和再结合能力。通过¹H-NMR研究了模板与功能单体在氯仿和乙腈中的预聚合相互作用。结果表明，nia与甲基丙烯酸（MAA）之间的相互作用主要基于酰胺质子与MAA之间的氢键。还进行了关于MAA-nia配合物的计算密度泛函理论（DFT）研究，以更好地理解氢键相互作用。当使用氯仿或乙腈作为孵育溶剂时，通过对nia溶液进行分光光度分析，评估了在氯仿或乙腈（MeCN）中合成的微球的印迹活性。结果表明，从理论结果也可以观察到，乙腈在聚合步骤或再结合过程中会干扰模板与MAA之间的氢键。最后，还证实了对选定nia类似物的选择性。
