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D1054

Sigma-Aldrich

Dihydrorhodamine 123

≥95% purity, powder

Sinonimo/i:

DHR 123; Methyl 2-(3,6-diamino-9H-xanthen-9-yl)benzoate; Benzoic acid, 2-(3,6-diamino-9H-xanthen-9-yl)-, methyl ester

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About This Item

Formula empirica (notazione di Hill):
C21H18N2O3
Numero CAS:
Peso molecolare:
346.38
Beilstein:
5989965
Numero MDL:
Codice UNSPSC:
12171500
ID PubChem:
NACRES:
NA.47

Nome del prodotto

Dihydrorhodamine 123, ≥95%

Livello qualitativo

Saggio

≥95%

Stato

powder

tecniche

titration: suitable

Colore

pink

Solubilità

DMSO: >5 mg/mL

applicazioni

diagnostic assay manufacturing
hematology
histology

Temperatura di conservazione

−20°C

Stringa SMILE

COC(=O)c1ccccc1C2c3ccc(N)cc3Oc4cc(N)ccc24

InChI

1S/C21H18N2O3/c1-25-21(24)15-5-3-2-4-14(15)20-16-8-6-12(22)10-18(16)26-19-11-13(23)7-9-17(19)20/h2-11,20H,22-23H2,1H3
FNEZBBILNYNQGC-UHFFFAOYSA-N

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Descrizione generale

Dihydrorhodamine 123 (DHR123) is an uncharged non-fluorescent dye and a derivative of rhodamine 123 (R123). Dihydrorhodamine 123 (DHR123) is oxidized to fluorescent R123 within cells in the presence of reactive oxygen species and it localizes in mitochondria. It is an analog of 2,7-Dichlorodihydrofluorescein (DCDHF), lipophilic and diffuses through cell membrane.

Applicazioni

Dihydrorhodamine 123 (DHR) has been used for the detection of free intracellular radicals or ROS (reactive oxygen species) in head kidney-derived macrophages. It has also been used in DHR assay in red blood cells and in oxidative burst assay in neutrophils.

Azioni biochim/fisiol

Dihydrorhodamine 123 detects superoxide ions at the single-cell level and is used for probing neutrophils superoxide generation in a respiratory burst event. It is also used for measuring oxidative stress in macrophages and human spermatozoa.
Dihydrorhodamine 123 is used for the detection of ROS (reactive oxygen species). Presence of ROS oxidizes dihydrorhodamine 123 to the fluorescent derivative rhodamine 123. The reaction happens in the presence of a peroxidase or a similar catalyst.

Substrati

Peroxidase substrate

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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I clienti hanno visto anche

DHR123: an alternative probe for assessment of ROS in human spermatozoa
Kiani-Esfahani A, et al.
Systems Biology in Reproductive Medicine, 58(3), 168-174 (2012)
Chronic granulomatous disease (CGD) and complete myeloperoxidase deficiency both yield strongly reduced dihydrorhodamine 123 test signals but can be easily discerned in routine testing for CGD.
Mauch L, et al.
Clinical Chemistry, 53, 890-896 (2007)
Dichlorodihydrofluorescein and dihydrorhodamine 123 are sensitive indicators of peroxynitrite in vitro: implications for intracellular measurement of reactive nitrogen and oxygen species
Crow JP
Nitric Oxide, 1(2), 145-157 (1997)
Phosphatase Wip1 negatively regulates neutrophil development through p38 MAPK-STAT1
Liu G, et al.
Blood, 121(3), 519-529 (2013)
Dihydrorhodamine 123: a fluorescent probe for superoxide generation?
HENDERSON LM and CHAPPELL JB
European Journal of Biochemistry, 217(3), 973-980 (1993)

Articoli

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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