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Merck

E7637

Ethidium bromide

BioReagent, Molecular Biology, powder

Synonyme(s) :

3,8-Diamino-5-ethyl-6-phenylphenanthridinium bromide, EtBr, Homidium bromide

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About This Item

Formule empirique (notation de Hill) :
C21H20BrN3
Numéro CAS:
1239-45-8
Poids moléculaire :
394.31
UNSPSC Code:
41105322
NACRES:
NA.31
PubChem Substance ID:
24894653
EC Number:
214-984-6
Beilstein/REAXYS Number:
3642536
MDL number:
MFCD00011724

Nom du produit

Ethidium bromide, BioReagent, Molecular Biology, powder

InChI key

ZMMJGEGLRURXTF-UHFFFAOYSA-N

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

SMILES string

[Br-].CC[n+]1c(-c2ccccc2)c3cc(N)ccc3c4ccc(N)cc14

grade

Molecular Biology

product line

BioReagent

form

powder

technique(s)

electrophoresis: suitable

mp

260-262 °C (dec.) (lit.)

fluorescence

λex 360 nm; λem 590 nm in PBS
λex 526 nm; λem 605 nm (10 mM TBE; pH 8.0;)
λex 526 nm; λem 605 nm in aqueous buffer

suitability

suitable for gel electrophoresis

Quality Level

200

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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.

Frameshift mutagen which intercalates double-stranded DNA and RNA.

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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Muta. 2

Classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
MKCT4264
MKCR4318
MKCP0554
0000116938
0000094033

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Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 186, 39-51 (2014-12-04)
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Product Information Sheet - E7637

Product Information Sheet

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