Details zur Publikation

Kategorie Textpublikation
Referenztyp Zeitschriften
DOI 10.1002/chem.201201428
Titel (primär) An artificial estrogen receptor through combinatorial imprinting
Autor Schillinger, E.; Möder, M.; Olsson, G.D.; Nicholls, I.A.; Sellergren, B.
Quelle Chemistry: A European Journal
Erscheinungsjahr 2012
Department ANA
Band/Volume 18
Heft 46
Seite von 14773
Seite bis 14783
Sprache englisch
Keywords endocrine disruptor; estrogen; imprinting; receptors; recognition; water treatment
Abstract 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 Brønsted 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.

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Schillinger, E., Möder, M., Olsson, G.D., Nicholls, I.A., Sellergren, B. (2012):
An artificial estrogen receptor through combinatorial imprinting
Chem.-Eur. J. 18 (46), 14773 - 14783 10.1002/chem.201201428