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D1054

Sigma-Aldrich

Dihydrorhodamine 123

≥95%

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

Quality Level

assay

≥95%

form

powder

solubility

DMSO: >5 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

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

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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