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E8751

Sigma-Aldrich

Ethidium bromide

~95% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C21H20BrN3
Número de CAS:
1239-45-8
Peso molecular:
394.31
Beilstein/REAXYS Number:
3642536
EC Number:
214-984-6
MDL number:
MFCD00011724
UNSPSC Code:
41105322
PubChem Substance ID:
24894683
NACRES:
NB.22

assay

~95% (HPLC)

Quality Level

200

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

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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.

Reconstitution

Para la coloración de un gel después de electroforesis diluya una muestra de la solución madre hasta 0,5 μg/ml con agua e incube el gel durante 15 a 30 min. La decoloración no suele ser necesaria, pero puede llevarse a cabo durante 15 minutos si es preciso disminuir el fondo. Las bandas de ADN pueden detectarse en una caja de luz UV (254 nm de longitud de onda). También puede incorporarse bromuro de etidio en el gel para que actúe como tampón (0,5 μg/ml) y visualizarse inmediatamente por electroforesis.

Related product

Referencia del producto
Descripción
Precios

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

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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Certificados de análisis (COA)

Lot/Batch Number
SHBR4830
SHBQ7920
SHBQ5224
MKCM8424
MKCJ7007

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Genome research, 24(11), 1774-1786 (2014-09-27)
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Patrick Seitz et al.
PLoS genetics, 10(1), e1004066-e1004066 (2014-01-07)
The DNA uptake of naturally competent bacteria has been attributed to the action of DNA uptake machineries resembling type IV pilus complexes. However, the protein(s) for pulling the DNA across the outer membrane of Gram-negative bacteria remain speculative. Here we
Suguru Shigemori et al.
Microbial cell factories, 14, 189-189 (2015-11-27)
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Li Zhang et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 186, 39-51 (2014-12-04)
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Nature communications, 6, 6885-6885 (2015-04-29)
Perineural invasion (PNI) is an indicator of poor survival in multiple cancers. Unfortunately, there is no targeted treatment for PNI since the molecular mechanisms are largely unknown. PNI is an active process, suggesting that cancer cells communicate with nerves. However
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Ethidium bromide is a well-known and widely used fluorescent dye in biotechnology research.

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Ethidium bromide is a well-known and widely used fluorescent dye in biotechnology research.

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Ethidium bromide is a well-known and widely used fluorescent dye in biotechnology research.

Ethidium Bromide

Ethidium bromide is a well-known and widely used fluorescent dye in biotechnology research.

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