2',7'-Dichlorofluorescein

Synonym(s):2′,7′-Dichlorofluorescein

CAS NO.：76-54-0
Empirical Formula: C20H10Cl2O5
Molecular Weight: 401.2
MDL number: MFCD00005047
EINECS: 200-968-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-04 20:04:50

What is 2',7'-Dichlorofluorescein?

Chemical properties

red to yellow solid

The Uses of 2',7'-Dichlorofluorescein

Widely used probe, e.g. for determination of carbohydrates by fluorescence densitometry after TLC and determination of H2O2 by chemiluminescence. Fluorescent additives used in indirect fluorimetric detection in OTC-HPLC.

The Uses of 2',7'-Dichlorofluorescein

2',7'-Dichlorofluorescein is used as an indicator and as a cellular antioxidant activity. It is also used for the determination of carbohydrates and hydrogen peroxide by fluorescence densitometry and chemiluminescence respectively. It is used as an indicator for argentometry by Fajans method. It is also involved in the cellular antioxidant activity assay. It is utilized as an additive in fluorescence and laser studies.
A new fluorescent sensor for Cd2+ and its application in living cells imaging. Tetrahedron Lett. 2015, 56 (11), 1322-1327.
Colorimetric and fluorogenic signaling of fluoride ions by thiophosphinated dichlorofluorescein. Dyes Pigm. 2015, 112, 170-175.

What are the applications of Application

2′,7′-Dichlorofluorescein is a dye for fluoresence and laser studies

Definition

2',7'-dichlorofluorescein is a member of 2-benzofurans. It has a role as a fluorochrome. It derives from a fluorescin.

What are the applications of Application

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

Biological Activity

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).

Biochem/physiol Actions

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).

References

[1] Chander Hans. “2’,7’-Dichlorofluorescein (DCF) or 2’,7’-dichlorodihydrofluorescein diacetate (DCFH2-DA) to measure reactive oxygen species in erythrocytes.” Biomedicine & Pharmacotherapy (2021): 111512.

Properties of 2',7'-Dichlorofluorescein

Melting point:	280 °C (dec.)(lit.)
Boiling point:	514.77°C (rough estimate)
Density	0.79 g/mL at 20 °C
refractive index	1.5300 (estimate)
Flash point:	12°C (53.6°F)
storage temp.	room temp
solubility	alcohol: passes test
form	crystalline
pka	4.46(at 25℃)
color	orange to red-brown, powder
PH Range	4.0 (colorless) - 6.6 (green)
Water Solubility	Soluble in ethanol and methanol. Slightly dimethyl sulfoxide. Insoluble in water.
λmax	509nm
BRN	58009
Stability:	Stable. Incompatible with strong oxidizing agents.
Major Application	Electroluminescent devices, sol-gel silica films, integrated circuits, photoresists, lithographic printing plates, recording material, LED devices, photoconductors, Solid-state dye laser, lithographic printing plates, inks, Fluorescent pH sensors, emissive probes, chemotherapeutic treatment of disease, phototherapeutic treatment of disease, photodynamic treatment of disease
CAS DataBase Reference	76-54-0(CAS DataBase Reference)
EPA Substance Registry System	Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',7'-dichloro-3',6'-dihydroxy- (76-54-0)

Safety information for 2',7'-Dichlorofluorescein

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P337+P313:IF eye irritation persists: Get medical advice/attention.