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E1903

Sigma-Aldrich

Ethidium homodimer I solution

≥95% purity (HPLC), liquid

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Synonym(s):
EtDi, EthD-1, Phenanthridinium, 5,5′-[1,2-ethanediylbis(imino-3,1-propanediyl)]bis(3, 8-diamino-6-phenyl)-,dichloride,dihydrochloride
Empirical Formula (Hill Notation):
C46H50Cl4N8
Molecular Weight:
856.75
EC Number:
200-664-3
MDL number:
MFCD00210948
UNSPSC Code:
12171500
PubChem Substance ID:
24894444
NACRES:
NA.47

Quality Level

100

assay

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

form

liquid

concentration

2 mM in DMSO

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

Related Categories

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.

wgk_germany

WGK 1

flash_point_f

185.0 °F

flash_point_c

85 °C

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

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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
Samuel B Tristan-Landin et al.
PloS one, 14(10), e0215114-e0215114 (2019-10-11)
Fluorescence microscopy is one of the workhorses of biomedical research and laboratory diagnosis; however, their cost, size, maintenance, and fragility has prevented their adoption in developing countries or low-resource settings. Although significant advances have decreased their size, cost and accessibility

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