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Key Documents

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

product name

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

Quality Level

Assay

≥95% (HPLC)

form

solid

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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Ji-Min Ju et al.
Nature communications, 9(1), 225-225 (2018-01-18)
Whether hematopoietic cell-restricted distribution of antigens affects the degree of thymic negative selection has not been investigated in detail. Here, we show that T cells specific for hematopoietic cell-restricted antigens (HRA) are not completely deleted in the thymus, using the
C-W Chang et al.
Indoor air, 21(4), 291-299 (2011-01-05)
Legionella pneumophila, aerosolized from numerous indoor facilities (e.g., shower heads, hot tubs, spas), may cause Pontiac fever (PF) and lethal pneumonia named Legionnaires' disease (LD) in humans. Reliable methods on quantitative exposure assessment of this bioaerosol are essential for the
Sara Daniel et al.
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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
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

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