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Key Documents

410217

Sigma-Aldrich

2′,7′-Dichlorofluorescein

ACS reagent

Synonym(s):

Dichlorofluorescein; Fluorescein 27

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About This Item

Empirical Formula (Hill Notation):
C20H10Cl2O5
CAS Number:
Molecular Weight:
401.20
Beilstein:
58009
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

grade

ACS reagent

Quality Level

form

powder

color

orange to red-brown, powder

mp

280 °C (dec.) (lit.)

solubility

alcohol: passes test

density

0.790 g/cm3

λmax

509 nm

suitability

passes test for adsorption indicator

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

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

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General description

2′,7′-Dichlorofluorescein is an oxidation-sensitive fluorescent probe.

Application

2′,7′-Dichlorofluorescein has been used to measure ROS (reactive oxygen species) formation in cells. It has been used as a fluorogenic substrate to study the peroxidase activity of saliva samples and extracts obtained from submandibular glands.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gyorgy Hajas et al.
Free radical biology & medicine, 52(4), 749-756 (2011-12-27)
8-Oxo-7,8-dihydroguanine is one the most abundant base lesions in pro- and eukaryotic DNA. In mammalian cells, it is excised by the 8-oxoguanine DNA glycosylase (OGG1) during DNA base-excision repair, and the generated free 8-oxoG base is one of the DNA-derived
M-C Chang et al.
Journal of periodontal research, 48(1), 66-73 (2012-07-28)
Short-chain fatty acids, such as butyric acid and propionic acid, are metabolic by-products generated by periodontal microflora such as Porphyromonas gingivalis, and contribute to the pathogenesis of periodontitis. However, the effects of butyrate on the biological activities of gingival fibroblasts
L Foucaud et al.
Toxicology in vitro : an international journal published in association with BIBRA, 24(6), 1512-1520 (2010-07-20)
The aim of this study was to investigate whether carbon black (CB) nanoparticles might induce toxicity to monocytic cells in vitro via an oxidative stress mechanism involving formation of the lipid peroxidation product 4-hydroxynonenal (4-HNE) and the subsequent role of
Andréa G K Ferreira et al.
Journal of cellular biochemistry, 113(1), 174-183 (2011-09-02)
The present study investigated the effects of chronic hyperprolinemia on oxidative and metabolic status in liver and serum of rats. Wistar rats received daily subcutaneous injections of proline from their 6th to 28th day of life. Twelve hours after the
Olga N Pakhomova et al.
Archives of biochemistry and biophysics, 527(1), 55-64 (2012-08-23)
Nanosecond pulsed electric field (nsPEF) is a novel modality for permeabilization of membranous structures and intracellular delivery of xenobiotics. We hypothesized that oxidative effects of nsPEF could be a separate primary mechanism responsible for bioeffects. ROS production in cultured cells

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