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首页> 外文期刊>Chemistry: A European journal >An artificial estrogen receptor through combinatorial imprinting
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An artificial estrogen receptor through combinatorial imprinting

机译：通过组合印迹的人工雌激素受体

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Polymeric sorbents targeting endocrine-disrupting estrogen active compounds (EAC) were prepared by terpolymer imprinting using 17β-estradiol (E2) as template. From a group of eight functional monomers representing Br?nsted acids, bases, hydrogen-bond donors and acceptors, as well as π-interacting monomers, a terpolymer library that comprises all possible binary combinations of the functional monomers was prepared. Binding tests revealed that imprinted polymers exhibit a markedly higher affinity for E2 compared to nonimprinted polymers (NIPs) or polymers prepared by using single functional monomers. A combination of methacrylic acid (MAA) and p-vinylbenzoic acid offered a particularly promising lead polymer, displaying an imprinting factor of 17 versus 2.4 for a benchmark polymer prepared by using only MAA as functional monomer. The saturation capacities ascribed to imprinted sites were four to five times higher for this polymer compared to previously reported imprinted polymers. NMR titrations and molecular dynamics simulations corroborated these results, indicating an orthogonal preference of the two functional monomers with respect to the E2 3-OH and 17-OH groups. The optimized polymer exhibited a retentivity for EACs that correlates with their inhibitory effect on the natural receptor. By using the optimized molecularly imprinted polymers (MIPs) in a model water-purification system, they were capable of completely removing ppb levels of a small group of EACs from water. This is in contrast to the performance of nonimprinted polymers and well-established sorbents for water purification (e.g., active carbon), which still contained detectable amounts of the compounds after treatment. Receptor mimics: Combinatorially optimized imprinted polymers (MIPs, see figure) targeting endocrine disruptors exhibited a retentivity for estrogen active compounds (EACs), correlating with their inhibitory effect on the natural receptor. By using the optimized MIPs in a model system for water purification, they were capable of near-complete removal of ppb levels of a small group of EACs from water.
机译：以17β-雌二醇（E2）为模板，通过三元共聚物印迹制备了靶向破坏内分泌雌激素活性化合物（EAC）的聚合物吸附剂。从代表布朗斯台德酸，碱，氢键供体和受体的八种功能单体以及与π相互作用的单体中，制备了一种三元共聚物文库，其中包括该功能单体的所有可能的二元组合。结合测试表明，与非印迹聚合物（NIP）或使用单一功能单体制备的聚合物相比，印迹聚合物对E2的亲和力明显更高。甲基丙烯酸（MAA）和对乙烯基苯甲酸的组合提供了一种特别有前途的铅聚合物，对于仅使用MAA作为功能性单体制备的基准聚合物，其印迹系数为17，而印迹系数为2.4。与先前报道的印迹聚合物相比，该聚合物的印迹位置引起的饱和容量高出四到五倍。 NMR滴定和分子动力学模拟证实了这些结果，表明两种功能性单体相对于E2 3-OH和17-OH基团具有正交偏好。经过优化的聚合物对EAC的保持力与其对天然受体的抑制作用有关。通过在模型水净化系统中使用优化的分子印迹聚合物（MIP），它们能够从水中完全去除少量EAC的ppb水平。这与用于水纯化的非压印聚合物和成熟的吸附剂（例如活性炭）的性能相反，在处理后它们仍包含可检测量的化合物。受体模拟物：靶向内分泌干扰物的组合优化印迹聚合物（MIP，见图）显示出对雌激素活性化合物（EAC）的保持力，与其对天然受体的抑制作用相关。通过在模型系统中使用优化的MIP进行水净化，它们能够从水中几乎完全去除一小组EAC的ppb水平。

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