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D7008

Sigma-Aldrich

Dihydroethidium

≥95% purity, powder

Synonym(s):

2,7-Diamino-10-ethyl-9-phenyl-9,10-dihydrophenanthridine, 3,8-Diamino-5,6-dihydro-5-ethyl-6-phenylphenanthridine, Hydroethidine

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About This Item

Empirical Formula (Hill Notation):
C21H21N3
CAS Number:
104821-25-2
Molecular Weight:
315.41
Beilstein:
5107482
MDL number:
MFCD00077335
UNSPSC Code:
12171500
PubChem Substance ID:
24894069
NACRES:
NA.47

product name

Dihydroethidium, ≥95%

Quality Level

100

Assay

≥95%

form

powder

color

pink to very dark red

solubility

chloroform: 20 mg/mL

fluorescence

λex 370 nm; λem 420 nm (for cytoplasm of living cells)
λex 535 nm; λem 610 nm (for chromatin of living cells)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

CCN1C(c2ccccc2)c3cc(N)ccc3-c4ccc(N)cc14

InChI

1S/C21H21N3/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14/h3-13,21H,2,22-23H2,1H3

InChI key

XYJODUBPWNZLML-UHFFFAOYSA-N

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Related Categories

Application

Redox indicator. Blue fluorescence until oxidized to ethidium.
Dihydroethidium has been used as a superoxide probe in bovine pulmonary artery endothelial cell (BPAEC). It has been used to check the in situ generation of ROS (reactive oxygen species).

Packaging

Packaged under Argon.

Linkage

B-ring reduced analog of ethidium

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN1192
MKCL7544
MKCL1719
MKCK8723
MKCK3321

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20-HETE increases superoxide production and activates NAPDH oxidase in pulmonary artery endothelial cells.
Medhora M, et al.
American Journal of Physiology. Lung Cellular and Molecular Physiology, 294, L902-L911 (2008)
Quercetin reduces oxidative stress and inhibits activation of c-Jun N-terminal kinase/activator protein-1 signaling in an experimental mouse model of abdominal aortic aneurysm.
Wang L, et al.
Molecular Medicine Reports, 9, 435-442 (2014)
Cira Rubies et al.
Scientific reports, 9(1), 11443-11443 (2019-08-09)
Obstructive sleep apnea syndrome (OSA) promotes aortic dilatation, increased stiffness and accelerated atherosclerosis, but the mechanisms of vascular remodelling are not known. We aimed to assess vascular remodelling, its mechanisms, and the effect of mesenchymal stem cells (MSC) infusions in
Anna Rita Fetoni et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(9), 4011-4023 (2013-03-01)
This study addresses the relationship between cochlear oxidative damage and auditory cortical injury in a rat model of repeated noise exposure. To test the effect of increased antioxidant defenses, a water-soluble coenzyme Q10 analog (Qter) was used. We analyzed auditory
Rossarin Suwanarusk et al.
The Journal of antimicrobial chemotherapy, 70(1), 124-129 (2014-08-26)
Methylene blue, once discarded due to its unsettling yet mild side effects, has now found a renewed place in the pharmacopoeia of modern medicine. The continued spread of drug-resistant Plasmodium vivax and Plasmodium falciparum has also led to a recent
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Articles

Mitochondrial Stress and ROS

Oxidative stress is mediated, in part, by reactive oxygen species produced by multiple cellular processes and controlled by cellular antioxidant mechanisms such as enzymatic scavengers or antioxidant modulators. Free radicals, such as reactive oxygen species, cause cellular damage via cellular.

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