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Merck

309800

Dihydroethidium

A cell-permeable, chemically-reduced ethidium derivative.

Sinonimo/i:

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

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C21H21N3
Numero CAS:
104821-25-2
Peso molecolare:
315.41
Numero MDL:
MFCD00077335
Codice UNSPSC:
12161505
NACRES:
NA.25

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Livello qualitativo

100

Descrizione

RTECS - SF7935000

Saggio

≥95% (HPLC)

Stato

solid

Produttore/marchio commerciale

Calbiochem®

Condizioni di stoccaggio

OK to freeze
protect from light

Colore

pink

Solubilità

DMSO: 20 mg/mL
DMF: soluble

Condizioni di spedizione

ambient

Temperatura di conservazione

−20°C

Stringa SMILE

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
ZDWPSSBKIMIPMY-UHFFFAOYSA-N

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Questo articolo
37291D7008309825
Dihydroethidium A cell-permeable, chemically-reduced ethidium derivative.

Sigma-Aldrich

309800

Dihydroethidium

Dihydroethidium BioReagent, suitable for fluorescence, ≥95% (HPCE)

Sigma-Aldrich

37291

Dihydroethidium

Dihydroethidium ≥95%

Sigma-Aldrich

D7008

Dihydroethidium

Dihydrorhodamine 123 Cell-permeable fluorogenic probe that is useful for the detection of reactive oxygen species (ROS) such as peroxide and peroxynitrite.

Sigma-Aldrich

309825

Dihydrorhodamine 123

color

pink

color

-

color

pink to very dark red

color

pink-white

form

solid

form

solid

form

powder

form

solid

solubility

DMSO: 20 mg/mL, DMF: soluble

solubility

acetonitrile: soluble, methanol: soluble

solubility

chloroform: 20 mg/mL

solubility

DMSO: 5 mg/mL

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

assay

≥95% (HPLC)

assay

≥95% (HPCE)

assay

≥95%

assay

≥95% (HPLC)

Descrizione generale

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.

Azioni biochim/fisiol

Cell permeable: yes
Primary Target
Useful fluorogenic probe for the detection of reactive oxygen species (ROS)
Product does not compete with ATP.
Reversible: no

Confezionamento

Packaged under inert gas

Nota sulla preparazione

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

Altre note

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.

Note legali

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

Esclusione di responsabilità

Toxicity: Irritant (B)

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Certificati d'analisi (COA)

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Domande

  1. 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 risposta

    1. 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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