메뉴 건너뛰기




Volumn 118, Issue 9, 2010, Pages 1267-1272

Bisphenol AF is a full agonist for the estrogen receptor ERα but a highly specific antagonist for ERβ

Author keywords

Bisphenol a; Bisphenol AF; Endocrine disruptor; Estrogen receptors; Receptor antagonist; Receptor binding

Indexed keywords

4,4' ISOPROPYLIDENEDIPHENOL; ENDOCRINE DISRUPTOR; ESTRADIOL; ESTROGEN RECEPTOR ALPHA; ESTROGEN RECEPTOR BETA; HEXAFLUOROBISPHENOL A; UNCLASSIFIED DRUG;

EID: 77956802432     PISSN: 00916765     EISSN: 15529924     Source Type: Journal    
DOI: 10.1289/ehp.0901819     Document Type: Article
Times cited : (189)

References (35)
  • 1
    • 0030198407 scopus 로고    scopus 로고
    • Influence of organochlorine pesticides on development of mouse embryos in vitro
    • Alm H, Tiemann U, Torner H. 1996. Influence of organochlorine pesticides on development of mouse embryos in vitro. Reprod Toxicol 10(4):321-326.
    • (1996) Reprod Toxicol , vol.10 , Issue.4 , pp. 321-326
    • Alm, H.1    Tiemann, U.2    Torner, H.3
  • 2
    • 0030729211 scopus 로고    scopus 로고
    • Differential expression of estrogen receptors α and β mRNA during differentiation of human osteoblast SV-HFO cells
    • Arts J, Kuiper GGJM, Janssen JMMF, Gustafsson J-Å, Löwik CWGM, Pols HAP, et al. 1997. Differential expression of estrogen receptors α and β mRNA during differentiation of human osteoblast SV-HFO cells. Endocrinology 138(11):5067-5070.
    • (1997) Endocrinology , vol.138 , Issue.11 , pp. 5067-5070
    • Arts, J.1    Kuiper, G.G.J.M.2    Janssen, J.M.M.F.3    Gustafsson, J.-A.4    Löwik, C.W.G.M.5    Pols, H.A.P.6
  • 3
    • 9844257026 scopus 로고    scopus 로고
    • Tissue distribution of estrogen receptors alpha (ER-α) and beta (ER-β) mRNA in the midgestational human fetus
    • Brandenberger AW, Tee MK, Lee JY, Chao V, Jaffe RB. 1997. Tissue distribution of estrogen receptors alpha (ER-α) and beta (ER-β) mRNA in the midgestational human fetus. J Clin Endocrinol Metab 82(10):3509-3512.
    • (1997) J Clin Endocrinol Metab , vol.82 , Issue.10 , pp. 3509-3512
    • Brandenberger, A.W.1    Tee, M.K.2    Lee, J.Y.3    Chao, V.4    Jaffe, R.B.5
  • 5
    • 0033305438 scopus 로고    scopus 로고
    • Estrogen receptor null mice: What have we learned and where will they lead us?
    • Couse JF, Korach KS. 1999. Estrogen receptor null mice: what have we learned and where will they lead us? Endocr Rev 20(3):358-417.
    • (1999) Endocr Rev , vol.20 , Issue.3 , pp. 358-417
    • Couse, J.F.1    Korach, K.S.2
  • 6
    • 0030797394 scopus 로고    scopus 로고
    • Methoxychlor as a model for environmental estrogens
    • Cummings AM. 1997. Methoxychlor as a model for environmental estrogens. Crit Rev Toxicol 27(4):367-379.
    • (1997) Crit Rev Toxicol , vol.27 , Issue.4 , pp. 367-379
    • Cummings, A.M.1
  • 7
    • 0018001339 scopus 로고
    • Simultaneous analysis of families of sigmoidal curves: Application to bioassay, radioligand assay, and physiological dose-response curves
    • DeLean A, Munson PJ, Rodbard D. 1978. Simultaneous analysis of families of sigmoidal curves: application to bioassay, radioligand assay, and physiological dose-response curves. Am J Physiol 235(2):E97-E102.
    • (1978) Am J Physiol , vol.235 , Issue.2
    • Delean, A.1    Munson, P.J.2    Rodbard, D.3
  • 8
    • 0033304499 scopus 로고    scopus 로고
    • Differential interaction of the methoxychlor metabolite 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane with estrogen receptors α and β
    • Gaido KW, Leonard LS, Maness SC, Hall JM, McDonnell DP, Saville B, et al. 1999. Differential interaction of the methoxychlor metabolite 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane with estrogen receptors α and β. Endocrinology 140(12):5746-5753.
    • (1999) Endocrinology , vol.140 , Issue.12 , pp. 5746-5753
    • Gaido, K.W.1    Leonard, L.S.2    Maness, S.C.3    Hall, J.M.4    McDonnell, D.P.5    Saville, B.6
  • 9
    • 0034106556 scopus 로고    scopus 로고
    • Reproductive malformation of the male offspring following maternal exposure to estrogenic chemicals
    • Gupta C. 2000. Reproductive malformation of the male offspring following maternal exposure to estrogenic chemicals. Proc Soc Exp Biol Med 224(2):61-68.
    • (2000) Proc Soc Exp Biol Med , vol.224 , Issue.2 , pp. 61-68
    • Gupta, C.1
  • 10
    • 0031563523 scopus 로고    scopus 로고
    • Effect of methoxychlor on implantation and embryo development in the mouse
    • Hall DL, Payne LA, Putnam JM, Huet-Hudson YM. 1997. Effect of methoxychlor on implantation and embryo development in the mouse. Reprod Toxicol 11(15):703-708.
    • (1997) Reprod Toxicol , vol.11 , Issue.15 , pp. 703-708
    • Hall, D.L.1    Payne, L.A.2    Putnam, J.M.3    Huet-Hudson, Y.M.4
  • 12
    • 0014871527 scopus 로고
    • Comparative metabolism of methoxychlor, methiochlor, and DDT in mouse, insects, and in a model ecosystem
    • Kapoor IP, Metcalf RL, Nystrom RF, Sangha GK. 1970. Comparative metabolism of methoxychlor, methiochlor, and DDT in mouse, insects, and in a model ecosystem. J Agric Food Chem 18(6):1145-1152.
    • (1970) J Agric Food Chem , vol.18 , Issue.6 , pp. 1145-1152
    • Kapoor, I.P.1    Metcalf, R.L.2    Nystrom, R.F.3    Sangha, G.K.4
  • 13
    • 0031039888 scopus 로고    scopus 로고
    • Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors α and β
    • Kuiper GGMJ, Carlsson B, Grandien K, Enmark E, Häggblad J, Nilsson S, et al. 1997. Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors α and β. Endocrinology 138(3):863-870.
    • (1997) Endocrinology , vol.138 , Issue.3 , pp. 863-870
    • Kuiper, G.G.M.J.1    Carlsson, B.2    Grandien, K.3    Enmark, E.4    Häggblad, J.5    Nilsson, S.6
  • 14
    • 36749071550 scopus 로고    scopus 로고
    • Receptor binding characteristic of the endocrine disruptor bisphenol A for the human nuclear estrogen-related receptor γ. Chief and corroborative hydrogen bonds of the bisphenol A phenol-hydroxyl group with Arg316 and Glu275 residues
    • Liu X, Matsushima A, Okada H, Tokunaga T, Isozaki K, Shimohigashi Y. 2007. Receptor binding characteristic of the endocrine disruptor bisphenol A for the human nuclear estrogen-related receptor γ. Chief and corroborative hydrogen bonds of the bisphenol A phenol-hydroxyl group with Arg316 and Glu275 residues. FEBS J 274(24):6340-6351.
    • (2007) FEBS J , vol.274 , Issue.24 , pp. 6340-6351
    • Liu, X.1    Matsushima, A.2    Okada, H.3    Tokunaga, T.4    Isozaki, K.5    Shimohigashi, Y.6
  • 16
    • 36749071764 scopus 로고    scopus 로고
    • Structural evidence for endocrine disruptor bisphenol A binding to human nuclear receptor ERRγ
    • Matsushima A, Kakuta Y, Teramoto T, Koshiba T, Liu X, Okada H, et al. 2007. Structural evidence for endocrine disruptor bisphenol A binding to human nuclear receptor ERRγ. J Biochem 142(4):517-524.
    • (2007) J Biochem , vol.142 , Issue.4 , pp. 517-524
    • Matsushima, A.1    Kakuta, Y.2    Teramoto, T.3    Koshiba, T.4    Liu, X.5    Okada, H.6
  • 18
    • 0030893546 scopus 로고    scopus 로고
    • Relative binding affinity-serum modified access (RBA-SMA) assay predicts the relative in vivo bioactivity of the xenoestrogens bisphenol A and octylphenol
    • Nagel SC, vom Saal FS, Thayer KA, Dhar MG, Boechler M, Welshons WV. 1997. Relative binding affinity-serum modified access (RBA-SMA) assay predicts the relative in vivo bioactivity of the xenoestrogens bisphenol A and octylphenol. Environ Health Perspect 105:70-76.
    • (1997) Environ Health Perspect , vol.105 , pp. 70-76
    • Nagel, S.C.1    Saal, V.F.S.2    Thayer, K.A.3    Dhar, M.G.4    Boechler, M.5    Welshons, W.V.6
  • 20
    • 1242294391 scopus 로고    scopus 로고
    • Allosteric control of ligand selectivity between estrogen receptors α and β: Implications for other nuclear receptors
    • Nettles KW, Sun J, Radek JT, Sheng S, Rodriguez AL, Katzenellenbogen JA, et al. 2004. Allosteric control of ligand selectivity between estrogen receptors α and β: implications for other nuclear receptors. Mol Cell 13(3):317-327.
    • (2004) Mol Cell , vol.13 , Issue.3 , pp. 317-327
    • Nettles, K.W.1    Sun, J.2    Radek, J.T.3    Sheng, S.4    Rodriguez, A.L.5    Katzenellenbogen, J.A.6
  • 22
    • 84954437409 scopus 로고    scopus 로고
    • NTP (National Toxicology Program), Supporting Nomination for Toxicological Evaluation by the National Toxicology Program. Available:, [accessed 30 March 2010]
    • NTP (National Toxicology Program). 2008a. Chemical Information Profile for Bisphenol AF [CAS No. 1478-61-1], Supporting Nomination for Toxicological Evaluation by the National Toxicology Program. Available: http://ntp.niehs.nih.gov/ntp/htdocs/Chem_Background/ExSumPdf/BisphenolAF_093008_508.pdf [accessed 30 March 2010].
    • (2008) Chemical Information Profile For Bisphenol AF [CAS No. 1478-61-1]
  • 23
    • 64049114766 scopus 로고    scopus 로고
    • NTP (National Toxicology Program), NIH Publication No. 08-5994. Available:, [accessed 2 August 2010]
    • NTP (National Toxicology Program). 2008b. NTP-CERHR Monograph on the Potential Human Reproductive Developmental Effects of Bisphenol A. NIH Publication No. 08-5994. Available: http://cerhr.niehs.nih.gov/evals/bisphenol/bisphenol.pdf [accessed 2 August 2010].
    • (2008) NTP-CERHR Monograph On the Potential Human Reproductive Developmental Effects of Bisphenol A
  • 24
    • 84855695849 scopus 로고    scopus 로고
    • Nuclear Receptor Signaling Atlas, Available:, [accessed 2 August 2010]
    • Nuclear Receptor Signaling Atlas. 2010. Datasets: Tissue-Specific Expression Patterns of Nuclear Receptors. Available: www.nursa.org/10.1621/datasets.02001 [accessed 2 August 2010].
    • (2010) Datasets: Tissue-Specific Expression Patterns of Nuclear Receptors
  • 25
    • 40949108026 scopus 로고    scopus 로고
    • Direct evidence revealing structural elements essential for the high binding ability of bisphenol A to human estrogen-related receptor-γ
    • Okada H, Tokunaga T, Liu X, Takayanagi S, Matsushima A, Shimohigashi Y. 2008. Direct evidence revealing structural elements essential for the high binding ability of bisphenol A to human estrogen-related receptor-γ. Environ Health Perspect 116:32-38.
    • (2008) Environ Health Perspect , vol.116 , pp. 32-38
    • Okada, H.1    Tokunaga, T.2    Liu, X.3    Takayanagi, S.4    Matsushima, A.5    Shimohigashi, Y.6
  • 26
    • 0032567220 scopus 로고    scopus 로고
    • Putative estrogen receptor beta and alpha mRNA expression in male and female rhesus macaques
    • Pau CY, Pau KY, Spies HG. 1998. Putative estrogen receptor beta and alpha mRNA expression in male and female rhesus macaques. Mol Cell Endocr 146(1-2):59-68.
    • (1998) Mol Cell Endocr , vol.146 , Issue.1-2 , pp. 59-68
    • Pau, C.Y.1    Pau, K.Y.2    Spies, H.G.3
  • 27
    • 0035050785 scopus 로고    scopus 로고
    • Role of estrogen receptor beta in estrogen action
    • Pettersson K, Gustafsson J-Å. 2001. Role of estrogen receptor beta in estrogen action. Annu Rev Physiol 63:165-192.
    • (2001) Annu Rev Physiol , vol.63 , pp. 165-192
    • Pettersson, K.1    Gustafsson, J.-A.2
  • 28
    • 0034468021 scopus 로고    scopus 로고
    • Estrogen receptor transcription and transactivation: Structure-function relationship in DNA-and ligand-binding domains of estrogen receptors
    • Ruff M, Gangloff M, Wurtz JM, Moras D. 2000. Estrogen receptor transcription and transactivation: structure-function relationship in DNA-and ligand-binding domains of estrogen receptors. Breast Cancer Res 2(2):353-359.
    • (2000) Breast Cancer Res , vol.2 , Issue.2 , pp. 353-359
    • Ruff, M.1    Gangloff, M.2    Wurtz, J.M.3    Moras, D.4
  • 29
    • 33751005817 scopus 로고    scopus 로고
    • Endocrine disruptor bisphenol A strongly binds to human estrogen-related receptor γ (ERRγ) with high constitutive activity
    • Takayanagi S, Tokunaga T, Liu X, Okada H, Matsushima A, Shimohigashi Y. 2006. Endocrine disruptor bisphenol A strongly binds to human estrogen-related receptor γ (ERRγ) with high constitutive activity. Toxicol Lett 167(2):95-105.
    • (2006) Toxicol Lett , vol.167 , Issue.2 , pp. 95-105
    • Takayanagi, S.1    Tokunaga, T.2    Liu, X.3    Okada, H.4    Matsushima, A.5    Shimohigashi, Y.6
  • 30
    • 67651183897 scopus 로고    scopus 로고
    • Placenta expressing the greatest quantity of bisphenol A receptor ERRγ among the human reproductive tissues: Predominant expression of type-1 ERRγ isoform
    • Takeda Y, Liu X, Sumiyoshi M, Matsushima A, Shimohigashi M, Shimohigashi Y. 2009. Placenta expressing the greatest quantity of bisphenol A receptor ERRγ among the human reproductive tissues: predominant expression of type-1 ERRγ isoform. J Biochem 146(1):113-122.
    • (2009) J Biochem , vol.146 , Issue.1 , pp. 113-122
    • Takeda, Y.1    Liu, X.2    Sumiyoshi, M.3    Matsushima, A.4    Shimohigashi, M.5    Shimohigashi, Y.6
  • 31
    • 0031973887 scopus 로고    scopus 로고
    • A physiologically based approach to the study of bisphenol A and other estrogenic chemicals on the size of reproductive organs, daily sperm production, and behavior
    • vom Saal FS, Cooke PS, Buchanan DL, Palanza P, Thayer KA, Nagel SC, et al. 1998. A physiologically based approach to the study of bisphenol A and other estrogenic chemicals on the size of reproductive organs, daily sperm production, and behavior. Toxicol Ind Health 14:239-260.
    • (1998) Toxicol Ind Health , vol.14 , pp. 239-260
    • Saal, V.F.S.1    Cooke, P.S.2    Buchanan, D.L.3    Palanza, P.4    Thayer, K.A.5    Nagel, S.C.6
  • 32
    • 28844501957 scopus 로고    scopus 로고
    • Large effects from small exposures. II. The importance of positive controls in low-dose research on bisphenol A
    • vom Saal FS, Welshons WV. 2005. Large effects from small exposures. II. The importance of positive controls in low-dose research on bisphenol A. Environ Res 100:50-76.
    • (2005) Environ Res , vol.100 , pp. 50-76
    • Saal, V.F.S.1    Welshons, W.V.2
  • 33
    • 33646815750 scopus 로고    scopus 로고
    • Large effects from small exposures. III. Endocrine mechanisms mediating effects of bisphenol A at levels of human exposure
    • Welshons WV, Nagel SC, vom Saal FS. 2006. Large effects from small exposures. III. Endocrine mechanisms mediating effects of bisphenol A at levels of human exposure. Endocrinology 147(6 suppl):56-69.
    • (2006) Endocrinology , vol.147 , Issue.6 SUPPL. , pp. 56-69
    • Welshons, W.V.1    Nagel, S.C.2    Saal, V.F.S.3
  • 34
    • 0038015544 scopus 로고    scopus 로고
    • Large effects from small exposures. I. Mechanisms for endocrine-disrupting chemicals with estrogenic activity
    • Welshons WV, Thayer KA, Judy BM, Taylor JA, vom Saal FS. 2003. Large effects from small exposures. I. Mechanisms for endocrine-disrupting chemicals with estrogenic activity. Environ Health Perspect 111:994-1006.
    • (2003) Environ Health Perspect , vol.111 , pp. 994-1006
    • Welshons, W.V.1    Thayer, K.A.2    Judy, B.M.3    Taylor, J.A.4    Saal, V.F.S.5
  • 35
    • 28244470719 scopus 로고    scopus 로고
    • Evaluation of androgen receptor transcriptional activities of bisphenol A, octylphenol and nonylphenol in vitro
    • Xu L-C, Sun H, Chen J-F, Bian Q, Qian J, Song L, et al. 2005. Evaluation of androgen receptor transcriptional activities of bisphenol A, octylphenol and nonylphenol in vitro. Toxicology 216(2-3):197-203.
    • (2005) Toxicology , vol.216 , Issue.2-3 , pp. 197-203
    • Xu, L.-C.1    Sun, H.2    Chen, J.-F.3    Bian, Q.4    Qian, J.5    Song, L.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.