7β-hydroxy Cholesterol
(Synonyms: 胆甾-5-烯-3,7二醇,7β-Hydroxycholesterol) 目录号 : GC40419
7β-hydroxy Cholesterol是由胆固醇经酶促和非酶促氧化形成的氧固醇。
Cas No.:566-27-8
Sample solution is provided at 25 µL, 10mM.
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7β-hydroxy Cholesterol is an oxysterol formed by enzymatic and non-enzymatic oxidation of cholesterol [1]. 7β-hydroxy Cholesterol increases the permeability of vascular endothelium to LDL and promotes the adhesion and extravasation of monocytes and lymphocytes by triggering endothelial cell apoptosis, IL-1β secretion and/or adhesion molecule expression [2-3]. 7β-hydroxy Cholesterol has anti-tumor activity [4].
In human umbilical venous endothelial cells (HUVECs), treatment of HUVECs with 7β-hydroxy Cholesterol (50 and 100μM; 20 and 48h) induced apoptosis in a concentration- and time-dependent manner [1]. In Caco-2 cells, 7β-hydroxy Cholesterol (30μM; 32h) inhibits Caco-2 cell proliferation [4]. In U937 cells, 7β-hydroxy Cholesterol (30μM; 24h) triggers apoptosis by enhancing Ca2+ influx through dihydropyridine-sensitive channels [5]. In U937 cells, 7β-hydroxy Cholesterol (30μM; 24h) exerts cytotoxic effects by inducing apoptosis and reducing cell viability and glutathione levels [6]. In HUVECs, 7β-hydroxy Cholesterol (2.5, 12.5, and 25μM; 15h) produces antiapoptotic and proliferative effects via activation of ERK [7].
References:
[1]. Lemaire S, Lizard G, Monier S, et al. Different patterns of IL-1β secretion, adhesion molecule expression and apoptosis induction in human endothelial cells treated with 7α-, 7β-hydroxycholesterol, or 7-ketocholesterol. FEBS letters. 1998 Dec 4; 440(3): 434-439.
[2]. Lizard G, Monier S, Cordelet C, et al. Characterization and comparison of the mode of cell death, apoptosis versus necrosis, induced by 7β-hydroxycholesterol and 7-ketocholesterol in the cells of the vascular wall. Arteriosclerosis, thrombosis, and vascular biology. 1999 May; 19(5): 1190-1200.
[3]. Ziedén B, Kaminskas A, Kristenson M, et al. Increased plasma 7β-hydroxycholesterol concentrations in a population with a high risk for cardiovascular disease. Arteriosclerosis, thrombosis, and vascular biology. 1999 Apr; 19(4): 967-971.
[4]. Roussi S, Winter A, Gosse F, et al. Different apoptotic mechanisms are involved in the antiproliferative effects of 7beta-hydroxysitosterol and 7beta-hydroxycholesterol in human colon cancer cells. Cell Death Differ. 2005 Feb; 12(2): 128-135.
[5]. Lordan S, O'Brien NM, Mackrill JJ. The role of calcium in apoptosis induced by 7β‐hydroxycholesterol and cholesterol‐5β, 6β‐epoxide. Journal of biochemical and molecular toxicology. 2009 Sep; 23(5): 324-332.
[6]. Maguire L, Konoplyannikov M, Ford A, et al. Comparison of the cytotoxic effects of β-sitosterol oxides and a cholesterol oxide, 7β-hydroxycholesterol, in cultured mammalian cells. British Journal of Nutrition. 2003 Oct; 90(4): 767-775.
[7]. Trevisi L, Bertoldo A, Agnoletto L, et al. Antiapoptotic and proliferative effects of low concentrations of 7β-hydroxycholesterol in human endothelial cells via ERK activation. Journal of vascular research. 2010 Apr 1; 47(3): 241-251.
7β-hydroxy Cholesterol是由胆固醇经酶促和非酶促氧化形成的氧固醇 [1]。7β-hydroxy Cholesterol可增加血管内皮细胞对低密度脂蛋白（LDL）的通透性，并通过诱发内皮细胞凋亡、IL-1β分泌和/或粘附分子表达，促进单核细胞和淋巴细胞的粘附和外渗 [2-3]。7β-hydroxy Cholesterol具有抗肿瘤活性 [4]。
在人脐静脉内皮细胞（HUVEC）培养中，用7β-hydroxy Cholesterol（50和100μM；20和48h）处理HUVEC，以浓度和时间依赖性方式诱导细胞凋亡 [1]。在Caco-2细胞中，7β-hydroxy Cholesterol（30μM；32h）可抑制Caco-2细胞增殖 [4]。在U937细胞中，7β-hydroxy Cholesterol（30μM；24h）通过二氢吡啶敏感通道增强Ca2+内流，从而引发细胞凋亡 [5]。在U937细胞中，7β-hydroxy Cholesterol（30μM；24h）通过诱导细胞凋亡、降低细胞活力和谷胱甘肽水平发挥细胞毒作用 [6]。在HUVEC中，7β-hydroxy Cholesterol（2.5、12.5和25μM；15h）通过激活ERK产生抗凋亡和增殖作用 [7]。
| Cell experiment [1]: | |
Cell lines | Human umbilical venous endothelial cells (HUVECs) |
Preparation Method | HUVECs were isolated from human umbilical cord veins. Cells were seeded at a density of 2.5×10⁶ cells in 75cm² tissue culture flasks containing 15mL of culture medium composed of Medium 199 with Earle's salts, 2.2g/L NaHCO₃, amino acids, and Glutamax I, supplemented with antibiotics (10U/mL penicillin, 10μg/mL streptomycin) and 20% heat inactivated fetal calf serum. Once confluent, cells were detached using 0.05% trypsin/0.02% EDTA solution. From the first passage onward, cells were cultured in the same medium further supplemented with 100μg/mL endothelial cell growth supplement and 90μg/mL heparin. HUVECs were maintained at 37°C in a humidified atmosphere with 5% CO₂, and all experiments were performed using cells at the second passage. Cell proliferation was assessed by flow cytometry to ensure a non-proliferative state, with at least 80% of cells in the G0/G1 phase. For treatment, confluent nonproliferating HUVECs were exposed to 7β-hydroxy Cholesterol at final concentrations of 25, 50, and 100μM. Treatments were carried out for either 20 and 48h. |
Reaction Conditions | 25, 50, and 100μM; 20 and 48h |
Applications | 7β-hydroxy Cholesterol at concentrations of 50 and 100μM could induce typical apoptosis of HUVECs within 20 and 48h, including DNA fragmentation and nuclear condensation/fragmentation, while no obvious apoptosis was observed at a concentration of 25μM. |
References: | |
| Cas No. | 566-27-8 | SDF | |
| 别名 | 胆甾-5-烯-3,7二醇,7β-Hydroxycholesterol | ||
| 化学名 | (3β,7β)-cholest-5-ene-3,7-diol | ||
| Canonical SMILES | O[C@H](C1)CC[C@@]2(C)C1=C[C@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C | ||
| 分子式 | C27H46O2 | 分子量 | 402.7 |
| 溶解度 | 20mg/mL in ethanol, 0.1mg/mL in DMSO, 2mg/mL in DMF | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.4832 mL | 12.4162 mL | 24.8324 mL |
| 5 mM | 0.4966 mL | 2.4832 mL | 4.9665 mL |
| 10 mM | 0.2483 mL | 1.2416 mL | 2.4832 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
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Quality Control & SDS
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- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
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