Efficient extraction of estrogen receptor–active compounds from environmental surface water via a receptor-mimic adsorbent, a hydrophilic PEG-based molecularly imprinted polymer

Mayuko Yagishita, Takuya Kubo, Tomohiko Nakano, Fujio Shiraishi, Tetsuya Tanigawa, Toyohiro Naito, Tomoharu Sano, Shoji F. Nakayama, Daisuke Nakajima, Koji Otsuka

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

We report an efficient screening procedure for the selective detection of compounds that are actively bound to estrogen receptor (ER) from environmental water samples using a receptor-mimic adsorbent prepared by a molecularly imprinted polymer (MIP). To mimic the recognition ability of ER, we improved the typical MIP preparation procedure using a hydrophilic matrix with a polyethylene glycol (PEG)-based crosslinker and a hydrophobic monomer to imitate the hydrophobic pocket of ER. An optimized MIP prepared with methacrylic acid as an additional functional monomer and estriol (E3), an analogue of 17β-estradiol (E2), exhibited highly selective adsorption for ER-active compounds such as E2 and E3, with significant suppression of non-specific hydrophobic adsorption. The prepared MIP was then applied to the screening of ER-active compounds in sewage samples. The fraction concentrated by the MIP was evaluated by in vitro bioassay using the yeast two-hybrid (Y2H) method and liquid chromatography–quadrupole time-of-flight mass spectrometry (LC–Q-TOFMS). Compared to an authentic adsorbent, styrene–divinylbenzene (SDB)-based resin, the fraction concentrated by the MIP had 120% ER activity in the Y2H assay, and only 25% peak volume was detected in LC–Q-TOFMS. Furthermore, a few ER-active compounds were identified only from the fraction concentrated by the MIP, although they could not be determined in the fraction concentrated by the SDB-based resin due to ion suppression along with high levels of hydrophobic compounds. These results indicated that the newly developed MIP effectively captured ER-active compounds and while allowing most non–ER-active compounds to pass through.

Original languageEnglish
Pages (from-to)204-212
Number of pages9
JournalChemosphere
Volume217
DOIs
Publication statusPublished - Feb 2019
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Environmental Engineering
  • Environmental Chemistry
  • Chemistry(all)
  • Pollution
  • Health, Toxicology and Mutagenesis

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