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Merck

46067

Ethidium bromide solution

suitable for fluorescence, ~1% in H2O

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:
Poids moléculaire :
394.31
UNSPSC Code:
12161505
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3642536

Nom du produit

Ethidium bromide solution, suitable for fluorescence, ~1% in H2O

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

InChI key

ZMMJGEGLRURXTF-UHFFFAOYSA-N

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)

suitability

suitable for fluorescence

storage temp.

2-8°C

Quality Level

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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.

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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Inhalation - Muta. 2

Classe de stockage

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Wenfang Peng et al.
Nucleic acids research, 43(1), 406-417 (2014-12-17)
CRISPR-Cas systems provide a small RNA-based mechanism to defend against invasive genetic elements in archaea and bacteria. To investigate the in vivo mechanism of RNA interference by two type III-B systems (Cmr-α and Cmr-β) in Sulfolobus islandicus, a genetic assay
Alexandra C I Depelsenaire et al.
The Journal of investigative dermatology, 134(9), 2361-2370 (2014-04-10)
Vaccines delivered to the skin by microneedles-with and without adjuvants-have increased immunogenicity with lower doses than standard vaccine delivery techniques such as intramuscular or intradermal injection. However, the mechanisms underlying this skin-mediated "adjuvant" effect are not clear. Here, we show
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
Ulrich Braunschweig et al.
Genome research, 24(11), 1774-1786 (2014-09-27)
Alternative splicing (AS) of precursor RNAs is responsible for greatly expanding the regulatory and functional capacity of eukaryotic genomes. Of the different classes of AS, intron retention (IR) is the least well understood. In plants and unicellular eukaryotes, IR is
Ashish Mehta et al.
PloS one, 9(7), e103485-e103485 (2014-07-30)
Genetically unmodified cardiomyocytes mandated for cardiac regenerative therapy is conceivable by "foot-print free" reprogramming of somatic cells to induced pluripotent stem cells (iPSC). In this study, we report generation of foot-print free hiPSC through messenger RNA (mRNA) based reprograming. Subsequently

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