A Role for Sulfation-Desulfation in the Uptake of Bisphenol A into Breast Tumor Cells

Cheri L. Stowell, Kevin K. Barvian, Peter C C.M. Young, Robert M. Bigsby, Dawn E E. Verdugo, Carolyn R. Bertozzi, Theodore S. Widlanski

Research output: Contribution to journalArticle

30 Scopus citations

Abstract

Bisphenol A (BPA) is a widely used plasticizer whose estrogenic properties may impact hormone-responsive disorders and fetal development. In vivo, BPA appears to have greater activity than is suggested by its estrogen receptor (ER) binding affinity. This may be a result of BPA sulfation/desulfation providing a pathway for selective uptake into hormone-responsive cells. BPA is a substrate for estrogen sulfotransferase, and bisphenol A sulfate (BPAS) and disulfate are substrates for estrone sulfatase. Although the sulfated xenobiotics bind poorly to the ER, both stimulated the growth of receptor-positive breast tumor cells. Treatment of MCF-7 cells with BPAS leads to desulfation and uptake of BPA. No BPAS is found inside the cells. These findings suggest a mechanism for the selective uptake of BPA into cells expressing estrone sulfatase. Therefore, sulfation may increase the estrogenic potential of xenobiotics.

Original languageEnglish (US)
Pages (from-to)891-897
Number of pages7
JournalChemistry and Biology
Volume13
Issue number8
DOIs
StatePublished - Aug 1 2006

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmacology
  • Drug Discovery
  • Clinical Biochemistry

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    Stowell, C. L., Barvian, K. K., Young, PC. C. M., Bigsby, R. M., Verdugo, DE. E., Bertozzi, C. R., & Widlanski, T. S. (2006). A Role for Sulfation-Desulfation in the Uptake of Bisphenol A into Breast Tumor Cells. Chemistry and Biology, 13(8), 891-897. https://doi.org/10.1016/j.chembiol.2006.06.016