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Chemical Compound Review:

AC1L1XSE 2,4-dibromo-5-(2,3-dibromo-4- hydroxy...

Synonyms: CTK1C3670, 36511-35-0, 2',3',4,6-tetrabromobiphenyl-3,4'-diol

Pullen, S. et al., Meerts, I.A. et al., Marchesini, G.R. et al., Inoue, K. et al., Law, R.J. et al., et al.

Kitamura, Jinno, Ohta, Kuroki, Fujimoto, Meerts, van Zanden, Luijks, van Leeuwen-Bol, Marsh, Jakobsson, Bergman, Brouwer, Suzuki, Hasegawa, Law, Bersuder, Allchin, Barry, Shi, Wang, Luo, Su, Kitamura, Kato, Iida, Jinno, Suzuki, Ohta, Fujimoto, Hanada, Kashiwagi, Kashiwagi, Marchesini, Meulenberg, Haasnoot, Mizuguchi, Irth, Olsen, Meussen-Elholm, Samuelsen, Holme, Hongslo,

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High impact information on TETRABROMOBISPHENOL

The TBG-based assay was highly specific for T4, and the rTTR-based assay was sensitive toward several compounds, the highest sensitivity (RP = 4.4) being obtained with 4-OH PCB 14, followed by tetrabromobisphenol A (RP = 1.5) and tetrachlorobisphenol A (RP = 0.75) [1].
Levels of the flame retardants hexabromocyclododecane and tetrabromobisphenol A in the blubber of harbor porpoises (Phocoena phocoena) stranded or bycaught in the U.K., with evidence for an increase in HBCD concentrations in recent years [2].
Toxicokinetics of tetrabromobisphenol a in humans and rats after oral administration [3].
Simultaneous determination of tetrabromobisphenol A, tetrachlorobisphenol A, bisphenol A and other halogenated analogues in sediment and sludge by high performance liquid chromatography-electrospray tandem mass spectrometry [4].
Thyroid hormonal activity of the flame retardants tetrabromobisphenol A and tetrachlorobisphenol A [5].

Biological context of TETRABROMOBISPHENOL

These results indicate that brominated flame retardants, especially the brominated phenols and tetrabromobisphenol A, are very potent competitors for T(4) binding to human transthyretin in vitro and may have effects on thyroid hormone homeostasis in vivo comparable to the thyroid-disrupting effects of PCBs [6].
Anti-thyroid hormonal activity of tetrabromobisphenol A, a flame retardant, and related compounds: Affinity to the mammalian thyroid hormone receptor, and effect on tadpole metamorphosis [7].

Associations of TETRABROMOBISPHENOL with other chemical compounds

Electron paramagnetic resonance evidence of hydroxyl radical generation and oxidative damage induced by tetrabromobisphenol A in Carassius auratus [8].
This study investigated immunotoxic effects of the PBF tetrabromobisphenol A (TBBP A), tetrabromobisphenol A-bisallylether (TBBP A-AE), tetrabromobisphenol A-bis-(2,3-dibromopropyl-ether) (TBBP A-PE), decabromodiphenylether (DBDE), and 2,4,6-tribromophenol (TBP) in vitro [9].
Development of Stable Isotope Dilution Quantification Liquid Chromatography-Mass Spectrometry Method for Estimation of Exposure Levels of Bisphenol A, 4-tert-Octylphenol, 4-Nonylphenol, Tetrabromobisphenol A, and Pentachlorophenol in Indoor Air [10].
Bisphenol A, 4-hydroxybiphenyl, tetrabromobisphenol A and tetrachlorobisphenol A all increased the level of the oestrogen-regulated proteins, progesterone receptor and pS2, whereas 4,4'-dihydroxybiphenyl showed no such effect [11].

Gene context of TETRABROMOBISPHENOL

The flame retardants tetrabromobisphenol A and tetrabromobisphenol A-bisallylether suppress the induction of interleukin-2 receptor alpha chain (CD25) in murine splenocytes [9].
Subacute effects of the brominated flame retardants hexabromocyclododecane and tetrabromobisphenol A on hepatic cytochrome P450 levels in rats [12].

Analytical, diagnostic and therapeutic context of TETRABROMOBISPHENOL

Analysis of tetrabromobisphenol A and other phenolic compounds in water samples by non-aqueous capillary electrophoresis coupled to photodiode array ultraviolet detection [13].
Determination of hexabromocyclododecane diastereoisomers and tetrabromobisphenol A in water and sediment by liquid chromatography/mass spectrometry [14].

References

Biosensor recognition of thyroid-disrupting chemicals using transport proteins. Marchesini, G.R., Meulenberg, E., Haasnoot, W., Mizuguchi, M., Irth, H. Anal. Chem. (2006) [Pubmed]
Levels of the flame retardants hexabromocyclododecane and tetrabromobisphenol A in the blubber of harbor porpoises (Phocoena phocoena) stranded or bycaught in the U.K., with evidence for an increase in HBCD concentrations in recent years. Law, R.J., Bersuder, P., Allchin, C.R., Barry, J. Environ. Sci. Technol. (2006) [Pubmed]
Toxicokinetics of tetrabromobisphenol a in humans and rats after oral administration. Schauer, U.M., Völkel, W., Dekant, W. Toxicol. Sci. (2006) [Pubmed]
Simultaneous determination of tetrabromobisphenol A, tetrachlorobisphenol A, bisphenol A and other halogenated analogues in sediment and sludge by high performance liquid chromatography-electrospray tandem mass spectrometry. Chu, S., Haffner, G.D., Letcher, R.J. Journal of chromatography. A. (2005) [Pubmed]
Thyroid hormonal activity of the flame retardants tetrabromobisphenol A and tetrachlorobisphenol A. Kitamura, S., Jinno, N., Ohta, S., Kuroki, H., Fujimoto, N. Biochem. Biophys. Res. Commun. (2002) [Pubmed]
Potent competitive interactions of some brominated flame retardants and related compounds with human transthyretin in vitro. Meerts, I.A., van Zanden, J.J., Luijks, E.A., van Leeuwen-Bol, I., Marsh, G., Jakobsson, E., Bergman, A., Brouwer, A. Toxicol. Sci. (2000) [Pubmed]
Anti-thyroid hormonal activity of tetrabromobisphenol A, a flame retardant, and related compounds: Affinity to the mammalian thyroid hormone receptor, and effect on tadpole metamorphosis. Kitamura, S., Kato, T., Iida, M., Jinno, N., Suzuki, T., Ohta, S., Fujimoto, N., Hanada, H., Kashiwagi, K., Kashiwagi, A. Life Sci. (2005) [Pubmed]
Electron paramagnetic resonance evidence of hydroxyl radical generation and oxidative damage induced by tetrabromobisphenol A in Carassius auratus. Shi, H., Wang, X., Luo, Y., Su, Y. Aquat. Toxicol. (2005) [Pubmed]
The flame retardants tetrabromobisphenol A and tetrabromobisphenol A-bisallylether suppress the induction of interleukin-2 receptor alpha chain (CD25) in murine splenocytes. Pullen, S., Boecker, R., Tiegs, G. Toxicology (2003) [Pubmed]
Development of Stable Isotope Dilution Quantification Liquid Chromatography-Mass Spectrometry Method for Estimation of Exposure Levels of Bisphenol A, 4-tert-Octylphenol, 4-Nonylphenol, Tetrabromobisphenol A, and Pentachlorophenol in Indoor Air. Inoue, K., Yoshida, S., Nakayama, S., Ito, R., Okanouchi, N., Nakazawa, H. Arch. Environ. Contam. Toxicol. (2006) [Pubmed]
Effects of the environmental oestrogens bisphenol A, tetrachlorobisphenol A, tetrabromobisphenol A, 4-hydroxybiphenyl and 4,4'-dihydroxybiphenyl on oestrogen receptor binding, cell proliferation and regulation of oestrogen sensitive proteins in the human breast cancer cell line MCF-7. Olsen, C.M., Meussen-Elholm, E.T., Samuelsen, M., Holme, J.A., Hongslo, J.K. Pharmacol. Toxicol. (2003) [Pubmed]
Subacute effects of the brominated flame retardants hexabromocyclododecane and tetrabromobisphenol A on hepatic cytochrome P450 levels in rats. Germer, S., Piersma, A.H., van der Ven, L., Kamyschnikow, A., Fery, Y., Schmitz, H.J., Schrenk, D. Toxicology (2006) [Pubmed]
Analysis of tetrabromobisphenol A and other phenolic compounds in water samples by non-aqueous capillary electrophoresis coupled to photodiode array ultraviolet detection. Blanco, E., Casais, M.C., Mejuto, M.C., Cela, R. Journal of chromatography. A. (2005) [Pubmed]
Determination of hexabromocyclododecane diastereoisomers and tetrabromobisphenol A in water and sediment by liquid chromatography/mass spectrometry. Suzuki, S., Hasegawa, A. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. (2006) [Pubmed]

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