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Merck
CN

E2028

Sigma-Aldrich

Ethidium bromide monoazide

≥95% purity (HPLC), solid

Synonym(s):

3-Amino-8-azido-5-ethyl-6-phenylphenanthridinium bromide, Ethidium monoazide bromide

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About This Item

Empirical Formula (Hill Notation):
C21H18BrN5
CAS Number:
Molecular Weight:
420.31
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47
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Product Name

Ethidium bromide monoazide, ≥95% (HPLC), solid

Quality Level

Assay

≥95% (HPLC)

form

solid

technique(s)

titration: suitable

color

orange

solubility

DMF: soluble
ethanol: soluble

ε (extinction coefficient)

≥5200 at 459-465 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H17N5.BrH/c1-2-26-20-12-15(22)8-10-18(20)17-11-9-16(24-25-23)13-19(17)21(26)14-6-4-3-5-7-14;/h3-13,22H,2H2,1H3;1H

InChI key

GHUXAYLZEGLXDA-UHFFFAOYSA-N

Biochem/physiol Actions

Photoactive stain covalently binds to nucleic acids in solution and in cells with damaged membranes.
Used to footprint drug binding sites on DNA, detect non-viable cells, identify ethidium binding sites on DNA and tRNA, and selectively inactivate gene expression.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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G Loozen et al.
Molecular oral microbiology, 26(4), 253-261 (2011-07-07)
DNA-based methodology for the identification and detection of specific bacteria in dental plaque offers advantages over culturing techniques. One drawback of current molecular techniques like real-time quantitative polymerase chain reaction (RT-QPCR) is that they are not able to distinguish between
N-T Chen et al.
Journal of applied microbiology, 109(2), 623-634 (2010-02-19)
To optimize ethidium monoazide (EMA) coupled with real-time quantitative PCR (qPCR) and to evaluate its environmental applicability on quantifying viable legionellae in water and biofilm of cooling towers and hot water systems. EMA (0.9-45.5 microg ml(-1)) and propidium monoazide (PMA
K Kim et al.
Water science and technology : a journal of the International Association on Water Pollution Research, 63(3), 502-507 (2011-02-01)
A method was developed for discriminating damaged viruses or naked viral RNA from intact viruses by ethidium monoazide (EMA) treatment before RT-PCR. The applied EMA treatment consisted of three steps: (1) EMA dose, (2) exposure to light, and (3) additional
Hamada A Aboubakr et al.
Food microbiology, 85, 103307-103307 (2019-09-11)
Cold atmospheric-gaseous plasma (CAP) is an emerging non-thermal technology for decontamination of foodborne bacterial and viral pathogens. We obtained a >5 log10 reduction in the titer (TCID50) of feline calicivirus (FCV) on stainless steel discs and Romaine lettuce leaves after
Imma Andorrà et al.
International journal of food microbiology, 144(2), 257-262 (2010-11-03)
The detection and quantification of wine yeast can be misleading due to under or overestimation of these microorganisms. Underestimation may be caused by variable growing rates of different microorganisms in culture media or the presence of viable but non-cultivable microorganisms.

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