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35848

2′,7′-Dichlorofluorescein

Name: 2′,7′-Dichlorofluorescein
Brand: SIGMA

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

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Properties

product line

BioReagent

Quality Level

100

assay

≥90% (T)

form

solid

mp

280 °C (dec.) (lit.)

fluorescence

λ_ex 504 nm; λ_em 529 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

SMILES string

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

InChI key

VFNKZQNIXUFLBC-UHFFFAOYSA-N

Description

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.

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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

35848-BULK: + 35848-25G: + 35848-VAR: + 35848-5G:

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W.D. Pfeffer et al.

Journal of Chromatography A, 506, 401-401 (1990)

H. Watanabe et al.

Analytical Sciences, 2, 461-461 (1986)

Fluorescence densitometric method for the determination of gluconic and lactobionic acids ("sugar acids") in pharmaceutical preparations.

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

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