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

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

Research output: Contribution to journalArticle

28 Citations (Scopus)

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

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Tumors
Cells
Breast Neoplasms
Xenobiotics
Estrogen Receptors
Sulfates
Hormones
Plasticizers
bisphenol A
MCF-7 Cells
Fetal Development
Substrates
Growth

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Stowell, C. L., Barvian, K. K., Young, PC. M., Bigsby, R., Verdugo, DE., 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

A Role for Sulfation-Desulfation in the Uptake of Bisphenol A into Breast Tumor Cells. / Stowell, Cheri L.; Barvian, Kevin K.; Young, Peter C M.; Bigsby, Robert; Verdugo, Dawn E; Bertozzi, Carolyn R.; Widlanski, Theodore S.

In: Chemistry and Biology, Vol. 13, No. 8, 08.2006, p. 891-897.

Research output: Contribution to journalArticle

Stowell, CL, Barvian, KK, Young, PCM, Bigsby, R, Verdugo, DE, Bertozzi, CR & Widlanski, TS 2006, 'A Role for Sulfation-Desulfation in the Uptake of Bisphenol A into Breast Tumor Cells', Chemistry and Biology, vol. 13, no. 8, pp. 891-897. https://doi.org/10.1016/j.chembiol.2006.06.016
Stowell, Cheri L. ; Barvian, Kevin K. ; Young, Peter C M. ; Bigsby, Robert ; Verdugo, Dawn E ; Bertozzi, Carolyn R. ; Widlanski, Theodore S. / A Role for Sulfation-Desulfation in the Uptake of Bisphenol A into Breast Tumor Cells. In: Chemistry and Biology. 2006 ; Vol. 13, No. 8. pp. 891-897.
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