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E2028

Sigma-Aldrich

Ethidium bromide monoazide

≥95% purity (HPLC), solid

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Synonym(s):
3-Amino-8-azido-5-ethyl-6-phenylphenanthridinium bromide, Ethidium monoazide bromide
Empirical Formula (Hill Notation):
C21H18BrN5
CAS Number:
Molecular Weight:
420.31
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Maia Inoue et al.
Nature immunology, 19(11), 1265-1276 (2018-10-17)
The methylation of arginine residues in proteins is a post-translational modification that contributes to a wide range of biological processes. Many cytokines involved in T cell development and activation utilize the common cytokine receptor γ-chain (γc) and the kinase JAK3
Yiping He et al.
Food microbiology, 27(4), 439-446 (2010-04-27)
Campylobacter jejuni is an important foodborne gastrointestinal pathogen and highly sensitive to environmental stresses. Research has shown that changes in culturability, cell morphology, and viability occur when C. jejuni cells are subjected to stresses. In this study, real-time PCR, ethidium
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.
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
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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