Ethidium monoazide bromide

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Ethidium monoazide bromide

Ethidium monoazide bromide | 58880-05-0

Catalog Number A19-0037
Category DNA Stains
Molecular Formula C21H18BrN5
Molecular Weight 420.31
Catalog Number Size Price Quantity
A19-0037 -- $--

Product Introduction

Ethidium monoazide bromide is a fluorescent nucleic acid stain which binds covalently to nucleic acids both in solution and in cells.

Chemical Information

Related CAS 69498-50-6 (free base)
Synonyms EMA
IUPAC Name 8-azido-5-ethyl-6-phenylphenanthridin-5-ium-3-amine;bromide
Canonical SMILES CC[N+]1=C2C=C(C=CC2=C3C=CC(=CC3=C1C4=CC=CC=C4)N=[N+]=[N-])N.[Br-]
InChI 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
Appearance Solid Powder
  • Product Specification
  • Application
Excitation 504 nm
Emission 600nm

Ethidium monoazide bromide, commonly referred to as EMA, is a photoreactive DNA-binding dye with several crucial applications in bioscience. Here are some key applications of Ethidium monoazide bromide:

Microbiological Viability Assays

Ethidium monoazide bromide is widely used in microbiology to distinguish between live and dead cells. When exposed to light, EMA binds to the DNA of dead cells, preventing them from being amplified in PCR-based assays. This selective binding allows researchers to quantify viable bacterial populations in various samples accurately.

Clinical Diagnostics

In clinical diagnostics, EMA is used in conjunction with quantitative PCR (qPCR) to improve the specificity of pathogen detection. EMA-treated samples allow only the DNA from viable pathogens to be amplified, reducing false positives from dead cells. This method is particularly useful in diagnosing infections and monitoring treatment efficacy in conditions such as sepsis and urinary tract infections.

Environmental Monitoring

EMA is employed in environmental studies to assess the microbial quality of water and soil samples. Treating samples with EMA helps in the differentiation of live microorganisms from dead ones, providing a more accurate picture of the microbial community health. This information is vital for monitoring pollution levels, assessing bioremediation efforts, and ensuring water safety.

Food Safety Testing

In the food industry, EMA is used to enhance the detection of viable foodborne pathogens. By binding to the DNA of dead cells in food samples, EMA enables more accurate quantification of living bacteria, such as Salmonella and Listeria, when combined with PCR techniques. This application is crucial for ensuring food safety and compliance with regulatory standards.

Computed Properties

Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 3
Exact Mass 419.07456 g/mol
Monoisotopic Mass 419.07456 g/mol
Topological Polar Surface Area 44.3Ų
Heavy Atom Count 27
Formal Charge 0
Complexity 525
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
CN-114891903-A A rapid detection kit and detection method for Salmonella viable bacteria based on PMAxx-LAMP-NALFA 2022-04-25
CN-114350852-A Quantitative detection method for animal-derived live viruses 2021-12-31
CN-113502352-B EMA-ddPCR primer and probe for detecting infectious ASFV and application 2021-07-01
CN-112831582-B A method for detecting live unculturable Staphylococcus aureus 2021-04-11
US-11535902-B2 RNA separation and related techniques for determining viruses such as coronaviruses 2021-03-17
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