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CAS 58880-05-0

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Ethidium monoazide bromide

Description:
Ethidium monoazide bromide (EMA) is a fluorescent dye commonly used in molecular biology, particularly for distinguishing between viable and non-viable cells in various applications, including PCR and flow cytometry. It is a member of the monoazide family of compounds, characterized by its ability to intercalate into nucleic acids, specifically DNA. EMA is typically used in conjunction with a light source, as it becomes fluorescent upon binding to nucleic acids and exposure to ultraviolet or blue light. One of its key features is its ability to penetrate only dead cells, allowing researchers to selectively label and analyze live cells in a mixed population. This property makes it a valuable tool in studies of cell viability and apoptosis. Additionally, EMA is often used in combination with other dyes to enhance the specificity and sensitivity of detection methods. However, it is important to handle EMA with care, as it can be toxic and mutagenic, necessitating appropriate safety precautions during use.
Formula:C21H18N5·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:InChIKey=GHUXAYLZEGLXDA-UHFFFAOYSA-N
SMILES:C(C)[N+]=1C(=C2C(=C3C1C=C(N)C=C3)C=CC(N=[N+]=[N-])=C2)C4=CC=CC=C4.[Br-]
Synonyms:
  • Ethidium monoazide
  • Ethidium bromide monoazide
  • Ethidium monoazide bromide
  • Phenanthridinium, 3-amino-8-azido-5-ethyl-6-phenyl-, bromide (1:1)
  • Phenanthridinium, 3-amino-8-azido-5-ethyl-6-phenyl-, bromide
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