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Sigma-Aldrich

5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate

BioReagent, suitable for fluorescence, ≥85% (HPCE)

Synonyme(s) :

5&6DH-DA, CDFDA, Carboxy-DCFDA

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About This Item

Formule empirique (notation de Hill):
C25H14Cl2O9
Numéro CAS:
Poids moléculaire :
529.28
Numéro Beilstein :
7505106
Numéro MDL:
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Niveau de qualité

Pureté

≥85% (HPCE)

Pf

210 °C (dec.) (lit.)

Solubilité

DMF: soluble
DMSO: soluble
methanol: soluble

Fluorescence

λex 470 nm; λem 529 nm in 0.1 M Tris pH 8.0 (esterase)

Adéquation

suitable for fluorescence

Température de stockage

−20°C

Chaîne SMILES 

CC(=O)Oc1cc2Oc3cc(OC(C)=O)c(Cl)cc3C4(OC(=O)c5cc(ccc45)C(O)=O)c2cc1Cl.CC(=O)Oc6cc7Oc8cc(OC(C)=O)c(Cl)cc8C9(OC(=O)c%10ccc(cc9%10)C(O)=O)c7cc6Cl

InChI

1S/2C25H14Cl2O9/c1-10(28)33-21-8-19-15(6-17(21)26)25(14-4-3-12(23(30)31)5-13(14)24(32)36-25)16-7-18(27)22(34-11(2)29)9-20(16)35-19;1-10(28)33-21-8-19-15(6-17(21)26)25(14-5-12(23(30)31)3-4-13(14)24(32)36-25)16-7-18(27)22(34-11(2)29)9-20(16)35-19/h2*3-9H,1-2H3,(H,30,31)

Clé InChI

LZMPJBOMBCYYMP-UHFFFAOYSA-N

Description générale

5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate or CDFDA is a fluorescent oxidant sensing probe. It is an intracellular probe added to the cells as a pro-substrate, which upon hydrolysis by the esterase enzyme produces the fluorescent product called CDF.

Application

5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate or Carboxy-DCFDA is used as a cell permeate probe to detect intracellular reactive oxygen species (ROS). The anionic fluorescent dye, 5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate is suitable for studying Multi-Drug Resistance (MDR) by target cells.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Remarque sur l'analyse

Excmax: 504 nm (Lit.)

Autres remarques

Intracellular esterase substrate with low sensitivity of fluorescence to intracellar pH

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Tassarut Chaisit et al.
European journal of pharmacology, 795, 50-57 (2016-12-06)
Rhinacanthin-C is a major bioactive naphthoquinone ester found in Rhinacanthus nasutus Kurz (Acanthaceae). This compound has potential therapeutic value as an anticancer and antiviral agent. In this study, we investigated an enhancement effect of rhinacanthin-C on doxorubicin cytotoxicity in human
Guillermo Nicolás Tocchetti et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 122, 205-213 (2018-07-10)
Multidrug resistance-associated protein 2 (MRP2) plays a key role in hepatic and intestinal disposition of endo- and xenobiotics. Several therapeutic agents modulate MRP2 activity resulting in pharmacological interactions. Nomegestrol acetate (NMGA) is a progestogen increasingly used in contraceptive formulations. The
C K Raymond et al.
The Journal of cell biology, 111(3), 877-892 (1990-09-01)
vps3 mutants of the yeast Saccharomyces cerevisiae are impaired in the sorting of newly synthesized soluble vacuolar proteins and in the acidification of the vacuole (Rothman, J. H., and T. H. Stevens. Cell. 47:1041-1051; Rothman, J. H., C. T. Yamashiro
L C J Ellis et al.
Toxicology in vitro : an international journal published in association with BIBRA, 28(6), 1165-1175 (2014-06-08)
Hepatic efflux of drug candidates is an important issue in pre-clinical drug development. Here we utilise a method which quantifies and distinguishes efflux of drugs at the canalicular and sinusoidal membranes in rat hepatocyte cultures. Bi-phasic kinetics of transport of
Takeo Nakanishi et al.
Toxicology and applied pharmacology, 263(2), 244-250 (2012-07-07)
We previously reported a quantitative time-lapse imaging (QTLI)-based analysis method to assess drug-drug interactions (DDI) at multidrug resistance-associated protein 2 (Mrp2) in rat sandwich-cultured hepatocyte (SCH) system, utilizing the fluorescent Mrp2 substrate, 5-(and 6)-carboxy-2',7'-dichlorofluorescein (CDF). Here, we aimed to examine

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