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Key Documents

E1903

Sigma-Aldrich

Ethidium homodimer I solution

≥95% purity (HPLC), liquid

Synonym(s):

EtDi, EthD-1, Phenanthridinium, 5,5′-[1,2-ethanediylbis(imino-3,1-propanediyl)]bis(3, 8-diamino-6-phenyl)-,dichloride,dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C46H50Cl4N8
Molecular Weight:
856.75
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

Ethidium homodimer I solution, ≥95% (Run on Ethidium Homodimer before dissolution in DMSO, TLC), 2 mM in DMSO

Quality Level

Assay

≥95% (Run on Ethidium Homodimer before dissolution in DMSO, TLC)

form

liquid

concentration

2 mM in DMSO

technique(s)

titration: suitable

color

red

ε (extinction coefficient)

≥9000 at 490-496 nm in water

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

Cl.Cl.[Cl-].[Cl-].Nc1ccc2c(c1)c(-c3ccccc3)[n+](CCCNCCNCCC[n+]4c(-c5ccccc5)c6cc(N)ccc6c7ccc(N)cc47)c8cc(N)ccc28

InChI

1S/C46H46N8.4ClH/c47-33-13-17-37-39-19-15-35(49)29-43(39)53(45(41(37)27-33)31-9-3-1-4-10-31)25-7-21-51-23-24-52-22-8-26-54-44-30-36(50)16-20-40(44)38-18-14-34(48)28-42(38)46(54)32-11-5-2-6-12-32;;;;/h1-6,9-20,27-30,49-52H,7-8,21-26,47-48H2;4*1H

InChI key

ZKAJUKABUUJRLB-UHFFFAOYSA-N

Application

Ethidium homodimer I solution has been used to check membrane integrity in sperms.
Stains ssDNA, dsDNA, RNA, oligonucleotides, and triplex DNA structures.
Used to detect DNA in solution.

Biochem/physiol Actions

Ethidium homodimer is a red fluorescent dye. It cannot cross an intact plasma membrane, but can easily pass through a damaged plasma membrane. Ethidium homodimer is used to check membrane integrity.
One molecule of EthD-1 will non-selectively bind four base pairs in dsDNA.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Desiccation tolerance in bovine sperm: a study of the effect of intracellular sugars and the supplemental roles of an antioxidant and a chelator.
Sitaula R, et al.
Cryobiology, 58, 322-330 (2009)
C Carlsson et al.
Nucleic acids research, 23(13), 2413-2420 (1995-07-11)
Many bis-intercalating dyes used for fluorescence detection of DNA in electrophoresis have been reported to give band-splitting and band-broadening, which results in poor resolution and a decreased detection sensitivity. We have studied the dimeric dye YOYO-1, and to some extent
E Tuite et al.
Bioorganic & medicinal chemistry, 3(6), 701-711 (1995-06-01)
The binding of phenanthridine dyes to triplex poly(dT)*poly(dA).poly(dT) and its precursor duplex poly(dA).poly(dT) is characterized using linear dichroism and circular dichroism spectroscopy, and thermal denaturation. The two monomeric dyes ethidium bromide and propidium iodide are shown to behave similarly to

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