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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:
76-54-0
Molecular Weight:
401.20
Beilstein:
58009
EC Number:
200-968-6
MDL number:
MFCD00005047
UNSPSC Code:
12171500
PubChem Substance ID:
24865700
NACRES:
NA.47

grade

ACS reagent

Quality Level

200

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL8813
BCCK3080
BCCH5169
BCCF7954
BCBG1058V

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Aleksey Rukavishnikov et al.
Analytical biochemistry, 419(1), 9-16 (2011-08-27)
Cephalosporin was used to synthesize soluble and precipitating fluorogenic β-lactam substrates that demonstrated differential catalytic hydrolysis by three different subtypes of β-lactamase: TEM-1 (class A), p99 (class C), and a Bacillus cereus enzyme sold by Genzyme (class B). The most
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
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
Mohammed S El-Awady et al.
The Journal of pharmacology and experimental therapeutics, 338(2), 711-717 (2011-05-25)
The NADPH oxidase (Nox) subunits 1, 2 (gp91 phox), and 4 are the major sources for reactive oxygen species (ROS) in vascular tissues. In conditions such as ischemia-reperfusion and hypoxia, both ROS and adenosine are released, suggesting a possible interaction.
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
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