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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:
127770-45-0
Molecular Weight:
529.28
Beilstein:
7505106
MDL number:
MFCD08459585
UNSPSC Code:
12352200
PubChem Substance ID:
57647949
NACRES:
NA.32

product line

BioReagent

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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