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D6665

Sigma-Aldrich

2′,7′-Dichlorofluorescein

~90% purity (TLC) (85- 100% purity), powder

Synonym(s):

Dichlorofluorescein; Fluorescein 27

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About This Item

Empirical Formula (Hill Notation):
C20H10Cl2O5
CAS Number:
76-54-0
Molecular Weight:
401.20
Beilstein:
58009
EC Number:
200-968-6
MDL number:
MFCD00005047
UNSPSC Code:
12171500
PubChem Substance ID:
24894041
NACRES:
NA.47

product name

2′,7′-Dichlorofluorescein, suitable for use as an indicator in chloride titration, ~90% (TLC), powder

Quality Level

200

Assay

~90% (TLC)

form

powder

technique(s)

titration: suitable

mp

280 °C (dec.) (lit.)

solubility

ethanol: 25 mg/mL

density

0.79 g/cm3

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. 2′7′-dichlorofluorescein diacetate is oxidized to 2′7′-dichlorofluorescein in the presence of ROS (reactive oxygen species).citation

Application

2′,7′-Dichlorofluorescein has been used as an oxidation-sensitive fluorescent probe to measure ROS (reactive oxygen species) formation in cells.

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

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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Vittoria Buccigrossi et al.
PloS one, 9(6), e99830-e99830 (2014-06-12)
Rotavirus (RV) infection causes watery diarrhea via multiple mechanisms, primarily chloride secretion in intestinal epithelial cell. The chloride secretion largely depends on non-structural protein 4 (NSP4) enterotoxic activity in human enterocytes through mechanisms that have not been defined. Redox imbalance
Cysteamine suppresses human peripheral blood mononuclear cells--human corneal endothelial cell reaction via reactive oxygen species reduction.
Shin YJ, et al.
Molecular Vision, 17, 3371-3378 (2011)
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
Janaína Kolling et al.
Cardiovascular toxicology, 11(1), 67-73 (2010-11-16)
Hyperhomocysteinemia is a risk factor for cardiovascular disease, stroke, and thrombosis; however, the mechanisms by which homocysteine triggers these dysfunctions are not fully understood. In the present study, we investigated the effect of chronic hyperhomocysteinemia on some parameters of oxidative
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
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