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Sigma-Aldrich

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

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

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Synonym(s):
5&6DH-DA, CDFDA, Carboxy-DCFDA
Empirical Formula (Hill Notation):
C25H14Cl2O9
CAS Number:
Molecular Weight:
529.28
Beilstein/REAXYS Number:
7505106
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Quality Level

assay

≥85% (HPCE)

mp

210 °C (dec.) (lit.)

solubility

DMF: soluble
DMSO: soluble
methanol: soluble

fluorescence

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

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

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)

InChI key

LZMPJBOMBCYYMP-UHFFFAOYSA-N

Related Categories

General description

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

Excmax: 504 nm (Lit.)

Other Notes

Intracellular esterase substrate with low sensitivity of fluorescence to intracellar pH

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Aileen I Pogue et al.
International journal of molecular sciences, 13(8), 9615-9626 (2012-09-06)
Evolution of reactive oxygen species (ROS), generated during the patho-physiological stress of nervous tissue, has been implicated in the etiology of several progressive human neurological disorders including Alzheimer's disease (AD) and amylotrophic lateral sclerosis (ALS). In this brief communication we
Tassarut Chaisit et al.
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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
Surgical treatment of the symptomatic juvenile flexible flatfoot condition.
G L Dockery
Clinics in podiatric medicine and surgery, 4(1), 99-117 (1987-01-01)
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

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