Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.
Department of Chemistry & Biochemistry, University of Colorado, Boulder, CO 80309, USA.
J Colloid Interface Sci. 2016 Feb 1;463:29-36. doi: 10.1016/j.jcis.2015.10.033. Epub 2015 Oct 22.
Molecularly imprinted polymers (MIPs) are an important class of selective materials for molecular specific sensors and separations. Molecular imprinting using non-covalent interactions in aqueous conditions still remains a difficult challenge due to interruption of hydrogen-bonding or electrostatic interactions water. Newly developed crosslinking ionic liquids are demonstrated herein to overcome problems of synthesizing aqueous MIPs, adding to previous examples of ionic liquids used as monomers in non-aqueous conditions or used as MIP solvents. Vinylimidazole ionic liquid crosslinkers were synthesized and subsequently explored as matrix supports for fabrication of molecularly imprinted polymeric nanoGUMBOS (nanoparticles derived from a group of uniform materials based on organic salts). Each of the four crosslinkers incorporated a unique functional spacer between the vinylimidazole groups, and the performance of the corresponding molecularly imprinted polymers was evaluated using chiral recognition as the diagnostic. High uptake values for l-tryptophan were found in the 13-87μmol/g range; and chiral recognition was determined via binding ratios of l-tryptophan over d-tryptophan that ranged from 5:1 to 13:1 for polymers made using different crosslinkers. Not only are these materials good for chiral recognition, but the results highlight the utility of these materials for imprinting aqueous templates such as biological targets for theranostic agents.
分子印迹聚合物（MIPs）是一类用于分子特异性传感器和分离的重要选择性材料。由于氢键或静电相互作用在水中被打断，因此在水相条件下使用非共价相互作用进行分子印迹仍然是一个具有挑战性的难题。本文新开发的交联离子液体证明可以克服合成水相 MIP 的问题，这是离子液体在非水条件下用作单体或用作 MIP 溶剂的先前示例的补充。合成了乙烯基咪唑离子液体交联剂，随后将其用作制造分子印迹聚合物纳米 GUMBOS（基于有机盐的一组均匀材料衍生的纳米颗粒）的基质支撑物进行了探索。四个交联剂中的每一个都在乙烯基咪唑基团之间包含独特的功能间隔物，并且通过手性识别作为诊断来评估相应的分子印迹聚合物的性能。在 13-87μmol/g 的范围内发现了 l-色氨酸的高摄取值；使用不同交联剂制备的聚合物的 l-色氨酸与 d-色氨酸的结合比范围为 5:1 至 13:1，从而确定了手性识别。这些材料不仅适合手性识别，而且结果还突出了这些材料在印迹水模板（例如治疗剂的生物靶标）方面的应用。
