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46067

Sigma-Aldrich

Ethidium bromide solution

for fluorescence, ~1% in H2O

Synonym(s):
3,8-Diamino-5-ethyl-6-phenylphenanthridinium bromide, EtBr, Homidium bromide
Empirical Formula (Hill Notation):
C21H20BrN3
CAS Number:
Molecular Weight:
394.31
Beilstein:
3642536
MDL number:
PubChem Substance ID:
NACRES:
NA.32

grade

for fluorescence

Quality Level

concentration

~1% in H2O

fluorescence

λex 480 nm; λem 620 nm in H2O
λex 518 nm; λem 605 nm (bound to DNA)
λex 530 nm; λem 600 nm in 50 mM phosphate buffer pH 7.0 (upon binding to DNA)

storage temp.

2-8°C

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

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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.

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.

Reconstitution

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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Muta. 2

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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