Bisphenol A
(Synonyms: 双酚A) 目录号 : GC39480
Bisphenol A是一种酚类有机合成化合物,是合成塑料(主要是某些聚碳酸酯和环氧树脂)、聚砜的原料。
Cas No.:80-05-7
Sample solution is provided at 25 µL, 10mM.
Bisphenol A is a phenolic organic synthetic compound, which is used as a raw material for synthetic plastics (mainly certain polycarbonates and epoxy resins), and polysulfones [1]. Bisphenol A can be used in studies related to cancer, cardiovascular diseases, respiratory diseases, diabetes, kidney diseases, obesity, and reproductive disorders [2].
In vitro, Bisphenol A (0-400μM, 24 hours) inhibited the proliferation of human colon cancer cells HCT116 and induced their apoptosis through the mitochondrial and MAPK/AKT pathways [3]. Bisphenol A (0.5-12.5μM, 5 days) dose-dependently inhibited the formation of TRAP-positive multinucleated cells induced by RANKL in bone marrow-derived macrophages (BMM) [4].
In vivo, Bisphenol A (200mg/kg/d; SC; 4 weeks) significantly reduced the weights of the testes, epididymis, prostate and seminal vesicles in Wistar rats, as well as the daily sperm production in the testes [5]. Bisphenol A (100µg/kg; twice a day for 8 days; SC) inhibited the basal insulin secretion in mice, reduced food intake, body temperature and activity ability of mice, and upregulated the expression of IRS-1 protein under basal conditions in skeletal muscle [6].
References:
[1] Rubin BS. Bisphenol A: an endocrine disruptor with widespread exposure and multiple effects. J Steroid Biochem Mol Biol. 2011 Oct;127(1-2):27-34.
[2] Rochester J R. Bisphenol A and human health: a review of the literature[J]. Reproductive toxicology, 2013, 42: 132-155.
[3] Qu W, Zhao Z, Chen S, Zhang L, Wu D, Chen Z. Bisphenol A suppresses proliferation and induces apoptosis in colonic epithelial cells through mitochondrial and MAPK/AKT pathways. Life Sci. 2018 Sep 1;208:167-174.
[4] Hwang JK, Min KH, Choi KH, Hwang YC, Jeong IK, Ahn KJ, Chung HY, Chang JS. Bisphenol A reduces differentiation and stimulates apoptosis of osteoclasts and osteoblasts. Life Sci. 2013 Sep 17;93(9-11):367-72.
[5] Takahashi O, Oishi S. Testicular toxicity of dietarily or parenterally administered bisphenol A in rats and mice. Food Chem Toxicol. 2003 Jul;41(7):1035-44.
[6] Batista T M, Alonso-Magdalena P, Vieira E, et al. Short-term treatment with bisphenol-A leads to metabolic abnormalities in adult male mice[J]. PloS one, 2012, 7(3): e33814.
Bisphenol A是一种酚类有机合成化合物,是合成塑料(主要是某些聚碳酸酯和环氧树脂)、聚砜的原料 [1]。Bisphenol A可用于癌症、心血管疾病、呼吸系统疾病、糖尿病、肾脏疾病、肥胖和生殖障碍的研究 [2]。
在体外,Bisphenol A(0-400μM;24h)能够通过线粒体和MAPK/AKT通路抑制人结肠癌细胞HCT116的增殖并诱导其凋亡 [3]。Bisphenol A(0.5-12.5μM;5 天)能够剂量依赖性抑制骨髓来源的巨噬细胞(BMM)中RANKL诱导的TRAP阳性多核细胞形成 [4]。
在体内,Bisphenol A(200mg/kg/d;SC;4 weeks)显著降低Wistar大鼠的睾丸、附睾、前列腺和精囊重量,以及睾丸每日精子产量 [5]。Bisphenol A(100µg/kg;twice a day for 8 days;SC)抑制了小鼠的基础胰岛素分泌,降低了小鼠食物摄入量、体温降低和活动能力,并且上调IRS-1蛋白在骨骼肌的基础条件下的表达 [6] 。
Cell experiment [1]: | |
Cell lines | RAW 264.7 cells |
Preparation Method | Cell viability assay was carried out with the MTT assay. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide reduction was also used to assess cell viability. Briefly, RAW 264.7 cells (1.0×104 cells/wells) were seeded in a 96 well plate with α-MEM containing 10% FBS for 24h. Cells were added with various concentrations of Bisphenol A for 24h, washed with PBS three times and treated with medium containing 100μg/ml of MTT for 2h at 37 °C, washed with PBS, and then solubilized in DMSO. The resulting intracellular purple formazan was quantified with a spectrophotometer by measuring the absorbance at 570nm. |
Reaction Conditions | 0.5, 2.5 and 12.5μM; 24h |
Applications | Cell viability significantly reduced to 80% with 12.5μM of Bisphenol A, but a lower dosage of BPA did not decreased cell viability. |
Animal experiment [2]: | |
Animal models | Swiss albino OF1 mice |
Preparation Method | Experiments were performed with 3 months old male Swiss albino OF1 mice that were individually maintained under standard housing conditions. BPA was dissolved in tocopherol-stripped corn oil and administered subcutaneously during 8 days twice a day (9:00a.m. and 2:00p.m.). Control mice were injected with 100µl of vehicle at the same time-points. The total daily dose used for Bisphenol A was 100µg/kg. To measure plasma metabolites blood samples were collected from the tail vein. Insulin was measured by enzyme-linked immunosorbent assay and NEFA was measured using a commercial kit. |
Dosage form | 100µg/kg; twice a day for 8 days; SC |
Applications | Bisphenol A inhibited the basal insulin secretion in mice, reduced their food intake, decreased their body temperature and impaired their activity. Moreover, it upregulated the expression of IRS-1 protein under basal conditions in skeletal muscle. |
References: |
Cas No. | 80-05-7 | SDF | |
别名 | 双酚A | ||
Canonical SMILES | CC(C1=CC=C(O)C=C1)(C2=CC=C(O)C=C2)C | ||
分子式 | C15H16O2 | 分子量 | 228.29 |
溶解度 | DMSO: 100 mg/mL (438.04 mM); Water: < 0.1 mg/mL (insoluble) | 储存条件 | Store at RT |
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1 mg | 5 mg | 10 mg |
1 mM | 4.3804 mL | 21.902 mL | 43.8039 mL |
5 mM | 0.8761 mL | 4.3804 mL | 8.7608 mL |
10 mM | 0.438 mL | 2.1902 mL | 4.3804 mL |
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