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Merck
CN

E2028

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:
58880-05-0
Molecular Weight:
420.31
UNSPSC Code:
12171500
PubChem Substance ID:
329799025
NACRES:
NA.47
MDL number:
MFCD01708677

Key Documents

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Product Name

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

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

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

Quality Level

100

Related Categories

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6424
MKCX9688
MKCV5954
MKCR3520
MKCQ2256

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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
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
Sara Daniel et al.
Clinical epigenetics, 10(1), 138-138 (2018-11-08)
Cancer treatments have substantially improved childhood cancer survival but are accompanied by long-term complications, notably chronic inflammatory diseases. We hypothesize that cancer treatments could lead to long-term epigenetic changes in immune cells, resulting in increased prevalence of inflammatory diseases in
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