Dihydrorhodamine 123 ≥95% purity, powder

Sinônimo(s):

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

Sobre este item

Fórmula empírica (Notação de Hill):

C₂₁H₁₈N₂O₃

Número CAS:

109244-58-8

Peso molecular:

346.38

Beilstein:

5989965

Número MDL:

MFCD00285712

Código UNSPSC:

12171500

ID de substância PubChem:

24893337

NACRES:

NA.47

Nome do produto

Dihydrorhodamine 123, ≥95%

Nível de qualidade

200

Ensaio

≥95%

Formulário

powder

técnica(s)

titration: suitable

cor

pink

solubilidade

DMSO: >5 mg/mL

aplicação(ões)

diagnostic assay manufacturing
hematology
histology

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

FNEZBBILNYNQGC-UHFFFAOYSA-N

Descrição geral

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.[1] It is an analog of 2,7-Dichlorodihydrofluorescein (DCDHF), lipophilic and diffuses through cell membrane.[2]

Peroxidase substrate

Aplicação

Dihydrorhodamine 123 (DHR) has been used for the detection of free intracellular radicals or ROS (reactive oxygen species) in head kidney-derived macrophages.[3] It has also been used in DHR assay in red blood cells [4] and in oxidative burst assay in neutrophils.[5]

Ações bioquímicas/fisiológicas

Dihydrorhodamine 123 detects superoxide ions at the single-cell level and is used for probing neutrophils superoxide generation[6] in a respiratory burst event.[1] It is also used for measuring oxidative stress in macrophages[2] and human spermatozoa.[1]

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.[7][8]