D1054

Sigma-Aldrich

Dihydrorhodamine 123

≥95%

Empirical Formula (Hill Notation):
C21H18N2O3
CAS Number:
Molecular Weight:
346.38
Beilstein/REAXYS Number:
5989965
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

assay

≥95%

form

powder

application(s)

hematology: suitable
histology: suitable

solubility

DMSO: >5 mg/mL

Featured Industry

Diagnostic Assay Manufacturing

storage temp.

−20°C

SMILES string

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

InChI key

FNEZBBILNYNQGC-UHFFFAOYSA-N

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General description

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.

Application

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.

Packaging

2, 10 mg in ampule

Biochem/physiol Actions

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.

Substrates

Peroxidase substrate

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Phosphatase Wip1 negatively regulates neutrophil development through p38 MAPK-STAT1
Liu G, et al.
Blood, 121(3), 519-529 (2013)
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)
Dihydrorhodamine 123: a fluorescent probe for superoxide generation?
HENDERSON LM and CHAPPELL JB
European Journal of Biochemistry, 217(3), 973-980 (1993)
Characterization of the calcium-mediated response to alkaline stress in Saccharomyces cerevisiae.
Viladevall L, et al.
The Journal of Biological Chemistry, 279, 43614-43624 (2004)
Chronic granulomatous disease in Morocco: genetic, immunological, and clinical features of 12 patients from 10 kindreds
Baba LA, et al.
Journal of clinical immunology, 34(4), 452-458 (2014)
Articles
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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