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35848

Sigma-Aldrich

2′,7′-Dichlorofluorescein

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

Sinónimos:

DCF, Dichlorofluorescein

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About This Item

Fórmula empírica (notación de Hill):
C20H10Cl2O5
Número de CAS:
76-54-0
Peso molecular:
401.20
Beilstein:
58009
Número CE:
200-968-6
Número MDL:
MFCD00005047
Código UNSPSC:
12171500
ID de la sustancia en PubChem:
57649439
NACRES:
NA.32
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Línea del producto

BioReagent

Nivel de calidad

100

Ensayo

≥90% (T)

Formulario

solid

mp

280 °C (dec.) (lit.)

fluorescencia

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

idoneidad

suitable for fluorescence

cadena SMILES

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

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

Clave InChI

VFNKZQNIXUFLBC-UHFFFAOYSA-N

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Descripción general

2′,7′-Dichlorofluorescein, also known as DCF is a fluorescent dye. The DCF fluorescence excitation is at 498nm with emission at 522nm. [1] 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.[2]

Aplicación

2′,7′-Dichlorofluorescein is used as fluorescent probe to measure ROS (Reactive Oxygen Species) for biological studies. [3] It may also be used as a dip reagent for the fluorometric determination of vicinal diols, glycosides, and phenols.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCM5883
BCCL6807
BCCJ9431
BCCG9996
BCCF6570

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Xiuping Chen et al.
Free radical research, 44(6), 587-604 (2010-04-08)
Reactive oxygen species (ROS) are critically important chemical intermediates in biological studies, due to their multiple physiologically essential functions and their often pathologically deleterious effects. Consequently, it is vital that their presence in biological samples has to be quantifiable. However
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
H. Watanabe et al.
Analytical Sciences, 2, 461-461 (1986)
W.D. Pfeffer et al.
Journal of Chromatography A, 506, 401-401 (1990)
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Questions

1–4 of 4 Questions  

  1. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  2. What can be used to make a solution of 2´,7´-dichlorofluorescein?

    1 answer

    1. 2´,7´-Dichlorofluorescein is soluble at 25 mg/mL absolute ethanol with heating. 2´,7´-Dichlorofluorescein is also soluble in water at 0.1 mg/mL.

      Helpful?

  3. What excitation /emission wavelengths are best for fluorescence detection of 2´,7´-Dichlorofluorescein?

    1 answer

    1. 2´,7´-Dichlorofluorescein can be detected at an excitation wavelength at 504 nm and emission wavelength at 529 nm in 0.1 M Tris pH 8.0.

      Helpful?

  4. In what types of applications can 2´,7´-Dichlorofluorescein be used?

    1 answer

    1. Some applications for use of 2´,7´-Dichlorofluorescein are listed below. This product can be used for the determination of carbohydrates by fluorescence densitometry after TLC.  See G. Gübitz et al., J. Chromatogr., 117, 337, (1976). 2´,7´-Dichlorofluorescein as also been used in the determination of H2O2 by chemiluminescence. See the following references by H. Watanabe et al. Anal. Sci. 2, 461, (1986) and T. Segawa et al. Anal. Sci. 6, 763, (1990). This product has also been used as a  fluorescent additive used in indirect fluorimetric detection in OTC-HPLC. See W.D. Pfeffer and E.S. Yeung, J. Chromatogr., 506, 401, (1990).

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