An artificial estrogen receptor through combinatorial imprinting

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An artificial estrogen receptor through combinatorial imprinting

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Publication Article, peer reviewed scientific
Title An artificial estrogen receptor through combinatorial imprinting
Author(s) Schillinger, Eric ; Möder, Monika ; Olsson, Gustaf ; Nicholls, Ian ; Sellergren, Börje
Date 2012
English abstract
Polymeric sorbents targeting endocrine-disrupting estrogen active compounds (EAC) were prepared by terpolymer imprinting using 17b-estradiol (E2) as template. From a group of eight functional monomers representing Brønsted acids, bases, hydrogenbond donors and acceptors, as well as p-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 moleculardynamics 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.
DOI http://dx.doi.org/10.1002/chem.201201428 (link to publisher's fulltext)
Publisher Wiley-VCH Verlag Berlin
Host/Issue Chemistry a European Journal;46
Volume 18
ISSN 0947-6539
Pages 14773 – 14783
Language eng (iso)
Subject(s) endocrine disruptor
estrogen
imprinting
receptor
molecular recognition
water treatment
Sciences
Research Subject Categories::NATURAL SCIENCES
Handle http://hdl.handle.net/2043/14664 (link to this page)

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