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EF-5

Katalog-Nr.GC33348 Copy One-Click Copy Product Info

EF-5 (EF5; 2-Nitroimidazol) ist ein Hypoxie-Markierungsmittel, das verwendet wird, um Hypoxie in Zellen zu identifizieren.

Products are for research use only. Not for human use. We do not sell to patients.

EF-5 Chemische Struktur

Cas No.: 152721-37-4

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1mg
41,00 $
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5mg
81,00 $
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10mg
135,00 $
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Sample solution is provided at 25 µL, 10mM.



Description of EF-5

EF-5 (EF5; 2-Nitroimidazole) is a hypoxia labeling agent used to identify hypoxia in cells.

Overexpression of CYPOR induces similar 2- to 4-fold increases in EF-5 binding and metabolic reduction of tirapazamine and CEN-209 in SiHa and HCT116 cell lines, and similar enhancement of γH2AX formation. EF-5 binding and metabolic reduction of the prodrugs are highly correlated in a panel of 14 hypoxic tumor cell lines[1].

EF-5 binding is a promising stratification biomarker for benzotriazine-N-oxide bioreductive prodrugs. In HCT116 xenografts, CYPOR overexpression also significantly increases EF-5 binding and CEN-209 reduction, and modification of tumor hypoxia causes similar changes to the bioreductive activation of both agents, resulting in a strong correlation between EF-5 binding and CEN209-induced DNA damage at the individual tumor level[1]. Following intravenous injection of EF-5, binding and detection using a monoclonal antibody in 9L gliomas is specific and oxygen dependent. Detection of binding using fluorescence microscopy can be performed on frozen tissues; tissue sections can be counterstained with haematoxylin and eosin for light microscopic analysis. Alternatively, the distribution of hypoxia in a tumor can be inferred by examining individual tumor cells using flow cytometric techniques[2].

[1]. Wang J, et al. The 2-nitroimidazole EF5 is a biomarker for oxidoreductases that activate the bioreductive prodrug CEN-209 under hypoxia. Clin Cancer Res. 2012 Mar 15;18(6):1684-95. [2]. Evans SM, et al. Identification of hypoxia in cells and tissues of epigastric 9L rat glioma using EF5 [2-(2-nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl) acetamide]. Br J Cancer. 1995 Oct;72(4):875-82.

Protocol of EF-5

Animal experiment:

Rats: The rat is given EF-5 as an intravenous injection of 10 mM EF-5 prepared in 0.9% saline. The mass of solution administered is 1% of the rat's mass. Three hours following EF-5 administration, anaesthesia is induced with xylazine and ketamine, the tumor removed and immediately cooled. The tumor is weighed and then bisected. Half of the tumor is used for disaggregation and cell analysis and the other half is quickly frozen for histopathological analysis[2].

References:

[1]. Wang J, et al. The 2-nitroimidazole EF5 is a biomarker for oxidoreductases that activate the bioreductive prodrug CEN-209 under hypoxia. Clin Cancer Res. 2012 Mar 15;18(6):1684-95.
[2]. Evans SM, et al. Identification of hypoxia in cells and tissues of epigastric 9L rat glioma using EF5 [2-(2-nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl) acetamide]. Br J Cancer. 1995 Oct;72(4):875-82.

Chemical Properties of EF-5

Cas No. 152721-37-4 SDF
Canonical SMILES O=C(NCC(F)(F)C(F)(F)F)CN1C=CN=C1[N+]([O-])=O
Formula C8H7F5N4O3 M.Wt 302.16
Löslichkeit DMSO : 125 mg/mL (413.69 mM) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of EF-5

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 3.3095 mL 16.5475 mL 33.095 mL
5 mM 661.9 μL 3.3095 mL 6.619 mL
10 mM 331 μL 1.6548 mL 3.3095 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 13 reference(s) in Google Scholar.)

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