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Merck

35848

2′,7′-Dichlorofluorescein

BioReagent, suitable for fluorescence, ≥90% (T)

Synonym(s):

DCF, Dichlorofluorescein

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About This Item

Empirical Formula (Hill Notation):
C20H10Cl2O5
CAS Number:
76-54-0
Molecular Weight:
401.20
UNSPSC Code:
12171500
NACRES:
NA.32
PubChem Substance ID:
57649439
EC Number:
200-968-6
Beilstein/REAXYS Number:
58009
MDL number:
MFCD00005047

Key Documents

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InChI key

VFNKZQNIXUFLBC-UHFFFAOYSA-N

InChI

1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H

SMILES string

Oc1cc2Oc3cc(O)c(Cl)cc3C4(OC(=O)c5ccccc45)c2cc1Cl

product line

BioReagent

assay

≥90% (T)

form

solid

mp

280 °C (dec.) (lit.)

fluorescence

λex 504 nm; λem 529 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

Quality Level

100

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General description

2′,7′-Dichlorofluorescein, also known as DCF is a fluorescent dye. The DCF fluorescence excitation is at 498nm with emission at 522nm. The lipophilic non-fluorescent Dcfh-DA readily crosses the cell membrane through passive diffusion followed by deacetylation. The deacylated product is an oxidant sensitive 2′,7′-dichlorofluorescein (DCHF). DCHF is oxidized later to form highly fluorescent DCF, which is measured.

Application

2′,7′-Dichlorofluorescein is used as fluorescent probe to measure ROS (Reactive Oxygen Species) for biological studies. It may also be used as a dip reagent for the fluorometric determination of vicinal diols, glycosides, and phenols.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1064
BCCM5883
BCCL6807
BCCJ9431
BCCG9996

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H. Watanabe et al.
Analytical Sciences, 2, 461-461 (1986)
W.D. Pfeffer et al.
Journal of Chromatography A, 506, 401-401 (1990)
G Gübitz et al.
Journal of chromatography, 117(2), 337-343 (1976-02-18)
An in situ fluorimetric method has been developed for the quantitation of gluconic and lactobionic acids and their salts in tablet formulations. The method is based on glycol cleavage with lead tetraacetate followed by treatment with dichlorofluorescein. Calcium gluconate and
Masahito Miura et al.
Journal of molecular and cellular cardiology, 56, 97-105 (2012-12-26)
Ca(2+) waves are initiated not only by Ca(2+) leak from the sarcoplasmic reticulum (SR), but also by Ca(2+) dissociation from the myofilaments in the myocardium with nonuniform contraction. We investigated whether contractile properties and the production of reactive oxygen species
C Rota et al.
Free radical biology & medicine, 27(7-8), 873-881 (1999-10-09)
The oxidation of 2'-7'-dichlorofluorescin (DCFH) to the fluorescent 2'-7'-dichlorofluorescein (DCF) by horseradish peroxidase (HRP) was investigated by fluorescence, absorption, and electron spin resonance spectroscopy (ESR). As has been previously reported, HRP/H2O2 oxidized DCFH to the highly fluorescent DCF. However, DCF
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