TPEN
(Synonyms: TPEDA) 目录号 : GC12918
TPEN是一种可穿透细胞的多齿重金属螯合剂，能够高亲和力地结合锌离子，并且对Mg2+和Ca2+具有较低的亲和力。
Cas No.:16858-02-9
Sample solution is provided at 25 µL, 10mM.
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TPEN is a cell-permeable, multidentate heavy metal chelator that binds zinc ions with high affinity, and has lower affinity for Mg2+ and Ca2+ [1]. TPEN depletes intracellular zinc, triggering increased ROS production, DNA damage, and caspase-dependent apoptosis, thereby inhibiting cell proliferation [2]. TPEN is primarily used in tumor therapy, hypoxia protection, and anti-infection research [3-4].
Retinal pigment epithelial cells, the cell morphology of cells exposed to TPEN (0.25-4μM; 24h) changed from a broad and flat shape to a fibrous one [5]. In Panc-1 cells, TPEN (0-6μM; 24h) significantly induced cell death by increasing reactive oxygen species (ROS) and inhibiting autophagy [6].
In mast cell-dependent mice model of allergic asthma, TPEN (10mg/kg; ip; 7d) significantly inhibited airway hyperresponsiveness and eosinophilia in bronchoalveolar lavage fluid [7]. In diabetic mice model, TPEN (5mg/kg; ip; 4 months) treatment further reduced diabetes-induced reduction in liver zinc levels [8].
References:
[1]. Taki M, Wolford J L, O'Halloran T V. Emission ratiometric imaging of intracellular zinc: design of a benzoxazole fluorescent sensor and its application in two-photon microscopy[J]. Journal of the American Chemical Society, 2004, 126(3): 712-713.
[2]. Mendivil-Perez M, Velez-Pardo C, Jimenez-Del-Rio M. TPEN induces apoptosis independently of zinc chelator activity in a model of acute lymphoblastic leukemia and ex vivo acute leukemia cells through oxidative stress and mitochondria caspase‐3‐and AIF‐dependent pathways[J]. Oxidative medicine and cellular longevity, 2012, 2012(1): 313275.
[3]. Schaefer-Ramadan S, Barlog M, Roach J, et al. Synthesis of TPEN variants to improve cancer cells selective killing capacity[J]. Bioorganic Chemistry, 2019, 87: 366-372.
[4]. Shmist Y A, Kamburg R, Ophir G, et al. N, N, N′, N′-Tetrakis (2-pyridylmethyl)-ethylenediamine improves myocardial protection against ischemia by modulation of intracellular Ca2+ homeostasis[J]. The Journal of pharmacology and experimental therapeutics, 2005, 313(3): 1046-1057.
[5]. Hyun H J, Sohn J H, Ha D W, et al. Depletion of intracellular zinc and copper with TPEN results in apoptosis of cultured human retinal pigment epithelial cells[J]. Investigative ophthalmology & visual science, 2001, 42(2): 460-465.
[6]. Yu Z, Yu Z, Chen Z B, et al. Zinc chelator TPEN induces pancreatic cancer cell death through causing oxidative stress and inhibiting cell autophagy[J]. Journal of cellular physiology, 2019, 234(11): 20648-20661.
[7]. Fukuyama S, Matsunaga Y, Zhanghui W, et al. A zinc chelator TPEN attenuates airway hyperresponsiveness and airway inflammation in mice in vivo[J]. Allergology International, 2011, 60(3): 259-266.
[8]. Zhang C, Lu X, Tan Y, et al. Diabetes-induced hepatic pathogenic damage, inflammation, oxidative stress, and insulin resistance was exacerbated in zinc deficient mouse model[J]. PloS one, 2012, 7(12): e49257.
TPEN是一种可穿透细胞的多齿重金属螯合剂，能够高亲和力地结合锌离子，并且对Mg2+和Ca2+具有较低的亲和力 [1]。TPEN能够消耗细胞内的锌离子，从而引发ROS生成增加、DNA损伤和胱天蛋白酶依赖性细胞凋亡，从而抑制细胞增殖 [2]。TPEN主要用于肿瘤治疗、缺氧保护和抗感染研究 [3-4]。
在视网膜色素上皮细胞中，暴露于TPEN（0.25-4μM；24h）的细胞形态从宽扁平状转变为纤维状 [5]。在Panc-1细胞中，TPEN（0-6μM；24h）通过增加活性氧（ROS）和抑制自噬显著诱导细胞死亡 [6]。
在肥大细胞依赖性过敏性哮喘小鼠模型中，TPEN（10mg/kg；ip；7d）显著抑制了气道高反应性和支气管肺泡灌洗液中的嗜酸性粒细胞增多 [7]。在糖尿病小鼠模型中，TPEN（5mg/kg；ip；4个月）治疗进一步降低了糖尿病引起的肝脏锌水平降低 [8]。
| Cell experiment [1]: | |
Cell lines | Retinal pigment epithelial cells |
Preparation Method | Cells were exposed to 0.25 to 4μM TPEN and other drugs in serum-free medium. Prior to exposure, the pre-existing medium was rinsed several times and replaced with serum-free medium. TPEN and other drug exposures were accomplished by adding the required volume of stock solution to the serum-free exposure medium. Control cultures were exposed to TPEN with the same medium replacement procedure except for exposure. |
Reaction Conditions | 0.25-4μM; 24h |
Applications | The cell morphology of cells exposed to TPEN changed from a broad and flat shape to a fibrous one. |
| Animal experiment [2]: | |
Animal models | Mast cell-dependent mice model of allergic asthma |
Preparation Method | C57BL6J mice were sensitized with intraperitoneal injections of 10μg ovalbumin (OVA) without aluminum hydroxide every other day for 14 days in a mast cell-dependent mice model of allergic asthma.20 On days 40, 43, and 46, mice received an aerosol challenge containing either saline or 1% OVA for 30min per day. Mice received an intraperitoneal injection of 10mg/kg TPEN or vehicle solution 30min before each OVA challenge. On day 47, 24h after the last aerosol challenge, measurements of the airway responsiveness and bronchoalveolar lavage (BAL) were performed. |
Dosage form | 10mg/kg; ip; 7d |
Applications | TPEN significantly inhibited airway hyperresponsiveness and eosinophilia in BAL fluid. |
References: | |
| Cas No. | 16858-02-9 | SDF | |
| 别名 | TPEDA | ||
| 化学名 | N1,N1,N2,N2-tetrakis(pyridin-2-ylmethyl)ethane-1,2-diamine | ||
| Canonical SMILES | N(CC1=NC=CC=C1)(CC2=NC=CC=C2)CCN(CC3=NC=CC=C3)CC4=NC=CC=C4 | ||
| 分子式 | C26H28N6 | 分子量 | 424.54 |
| 溶解度 | DMF: 1 mg/ml,DMSO: 0.15 mg/ml,Ethanol: 20 mg/ml,Ethanol:PBS (pH 7.2) (1:10): 0.1 mg/ml | 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 | 2.3555 mL | 11.7775 mL | 23.5549 mL |
| 5 mM | 471.1 μL | 2.3555 mL | 4.711 mL |
| 10 mM | 235.5 μL | 1.1777 mL | 2.3555 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。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Quality Control & SDS
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- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet