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309800

Dihydroethidium

Name: Dihydroethidium
Brand: MM
Price: 1280 PLN

A cell-permeable, chemically-reduced ethidium derivative.

Synonim(y):

Dihydroethidium, 2,7-Diamino-10-ethyl-9-phenyl-9,10-dihydrophenanthridine, DHE

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Rozmiar/SKU	Dostępność	Cena netto
25 mg	Skontaktuj się z Obsługą Klienta, aby uzyskać informacje na temat dostępności	1280,00 zł

Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):

C₂₁H₂₁N₃

Numer CAS:

104821-25-2

Masa cząsteczkowa:

315.41

MDL number:

MFCD00077335

UNSPSC Code:

12161505

NACRES:

NA.25

1280,00 zł

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Właściwości

Quality Segment

100

description

RTECS - SF7935000

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

technique(s)

protein detection: suitable

color

pink

solubility

DMSO: 20 mg/mL, DMF: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

Nc1c2c(cnc1)c3c(cc(cc3)N)C(C2CC)c4ccccc4

InChI

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

InChI key

ZDWPSSBKIMIPMY-UHFFFAOYSA-N

Opis

General description

A cell-permeable, chemically reduced ethidium derivative that can be used as a fluorogenic probe for the detection of reactive oxygen species (ROS). It undergoes significant oxidation in resting leukocytes, possibly through the uncoupling of mitochondrial oxidative phosphorylation. Cytosolic dihydroethidium displays blue fluorescence, however, following oxidation to ethidium and subsequent intercalation to DNA, a bright red fluorescence is achieved. Often used to determine the level of superoxide anion in cells by flow cytometry.

A cell-permeable, chemically-reduced ethidium derivative. Commonly used to analyze respiratory burst in phagocytes. Useful fluorogenic probe for the detection of reactive oxygen species (ROS). It undergoes significant oxidation in resting leukocytes, possibly through the uncoupling of mitochondrial oxidative phosphorylation. Cytosolic dihydroethidium displays blue fluorescence, whereas after oxidation of this probe to ethidium, it intercalates cell’s DNA, staining the nucleus with a bright red fluorescence.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Useful fluorogenic probe for the detection of reactive oxygen species (ROS)

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot, flush with an inert gas, and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Haugen, T.S., et al. 1999. Eur. Respir. J.14, 1100.
Mancini, M., et al. 1997. J. Cell Biol.138, 449.
Carter, W.O., et al. 1994. J. Leukoc. Biol.55, 253.
Cinco, M., et al. 1994. FEMS Microbiol. Lett. 122, 187.
Perticarari, S., et al. 1994. J. Immunol. Methods 170, 117.
Perticarari, S., et al. 1991. Cytometry 12, 687.
Bucana, C.D., et al. 1990. Exp. Cell Res.190, 69.
Rothe, G., and Valet, G. 1990. J. Leukoc. Biol.47, 440.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

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Ta pozycja	E8751	E1510	46067
Sigma-Aldrich 309800 Dihydroethidium	Sigma-Aldrich E8751 Ethidium bromide	Sigma-Aldrich E1510 Ethidium bromide solution	Sigma-Aldrich 46067 Ethidium bromide solution
description A cell-permeable, chemically-reduced ethidium derivative.	description ~95% (HPLC)	description BioReagent, Molecular Biology, 10 mg/mL in H₂O	description suitable for fluorescence, ~1% in H₂O
technique(s) protein detection: suitable	technique(s) -	technique(s) electrophoresis: suitable	technique(s) -
color pink	color -	color -	color -
solubility DMSO: 20 mg/mL, DMF: soluble	solubility -	solubility -	solubility -
form solid	form -	form -	form -
storage temp. −20°C	storage temp. -	storage temp. -	storage temp. 2-8°C
assay ≥95% (HPLC)	assay ~95% (HPLC)	assay -	assay -

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Klasa składowania

11 - Combustible Solids

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

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Questions

1–2 of 2 Questions

6 months ago

Hi, I would like to measure superoxide levels in Arabidopsis roots. Would it be appropriate to use dihydroethidium (DHE) for this purpose?

1 answer
1. Technical Support
  
  5 months ago
  
  This compound is a useful tool in determining ROS/Superoxide levels. However, this product has not been tested specifically for use in plant tissues. Note that there are a number of publications regarding the use of this probe in Arabidopsis. Please see the links below to review examples:
  Role of reactive oxygen species in the modulation of auxin flux and root development in Arabidopsis thaliana
  https://onlinelibrary.wiley.com/doi/10.1111/tpj.16118
  Protection of telomeres 1b safeguards the Arabidopsis genome by regulating ROS homeostasis
  https://pmc.ncbi.nlm.nih.gov/articles/PMC13103404/
  
  Helpful?
Anonymous

2 years ago

I noticed that a compound from your catalogue is described as chemically reduced. I was wondering what the reducing agent used for this is?

1 answer
1. Technical Support
  
  2 years ago
  
  The reduction reagent used for this compound was sodium borohydride. The exact protocol used is proprietary to the lab and has not been disclosed, but the following publication may be of interest as a reference: Thomas G, Roques B., FEBS Lett. 1972; 26:169–175. The publication describes the process as follows: ...under nitrogen, in the dark and at 0°C, 500 mg of EB in 10 ml absolute methanol were added to 220 mg NaBH4. After 24 hr stirring, methanol was removed by evaporation in vacuum and 15 ml of 3% sodium hydroxide solution were added. After several extractions with ether, the phases were washed with water and dried over anhydrous sodium sulfate. Solvent was evaporated. The precipitate was recrystallized in ether to yield a light brown powder.
  
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