09-0615

Ethidium bromide

≥95.0%

• Synonim(y): 3,8-Diamino-5-ethyl-6-phenylphenanthridinium bromide, EtBr, Homidium bromide
• Wzór empiryczny (zapis Hilla): C₂₁H₂₀BrN₃
• Numer CAS: 1239-45-8
• Masa cząsteczkowa: 394.31
• EC Number: 214-984-6
• UNSPSC Code: 12161505
• PubChem Substance ID: 329748666
• Beilstein/REAXYS Number: 3642536
• MDL number: MFCD00011724

Właściwości

• assay: ≥95.0%
• availability: available only in Japan
• mp: 260-262 °C (dec.) (lit.)
• SMILES string: [Br-].CC[n+]1c(-c2ccccc2)c3cc(N)ccc3c4ccc(N)cc14
• InChI: 1S/C21H19N3.BrH/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14;/h3-13,23H,2,22H2,1H3;1H
• InChI key: ZMMJGEGLRURXTF-UHFFFAOYSA-N

Opis

Application

Ethidium bromide (EtBr) is the most commonly used nucleic acid stain for PAGE or agarose gel electrophoresis. The fluorescence of EtBr increases 21-fold upon binding to double-stranded RNA and 25-fold on binding double-stranded DNA so that destaining the background is not necessary with a low stain concentration (10 μg/ml). Ethidium bromide has been used in a number of fluorimetric assays for nucleic acids. It has been shown to bind to single-stranded DNA (although not as strongly) and triple-stranded DNA. Because of its ability to bind to DNA, EtBr is an inhibitor of DNA polymerase.

Frameshift mutagen which intercalates double-stranded DNA and RNA.

for biological purposes

Biochem/physiol Actions

Ethidium bromide intercalates double-stranded DNA and RNA and acts as a frameshift mutagen. It can also be used in conjunction with acridine orange to differentiate between viable, apoptotic and necrotic cells.

Preparation Note

For staining a gel after electrophoresis, dilute a sample of the stock solution to 0.5 μg/ml with water and incubate the gel for 15-30 min. Destaining is usually not needed but can be carried out in water for 15 min if decreased background is necessary. The DNA bands can then be detected on a UV light box (254 nm wavelength). Ethidium bromide can also be incorporated into the gel and running buffer at 0.5 μg/ml and visualized immediately after electrophoresis.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06,GHS08
• Słowo ostrzegawcze: Danger
• Kody zagrożeń: H302,H330,H341
• Ostrzeżenia: P202 - P260 - P264 - P271 - P301 + P312 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Muta. 2
• Klasa składowania: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Co się dzieje?: WGK 1
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• PPE (środki ochrony indywidualnej): Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges