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Sigma-Aldrich

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

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C25H14Cl2O9
CAS Number:
Molecular Weight:
529.28
Beilstein/REAXYS Number:
7505106
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

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

Storage Class

11 - Combustible Solids

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)

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