Fluorescein diacetate Chemical Properties

Melting point:

200-203 °C(lit.)

Boiling point:

494.73°C (rough estimate)

Density 

1.2738 (rough estimate)

refractive index 

1.6810 (estimate)

storage temp. 

−20°C

solubility 

acetone: soluble25mg/mL

form 

Crystalline Powder

pka

6.4(at 25℃)

color 

Light yellow

PH Range

Weak green uorescence (6.0) to strong green uorescence (7.2)

Water Solubility 

Soluble in chloroform, DMSO, ethanol, and water.

λmax

490nm

BRN 

62575

Major Application

LED devices, petroleum markers, identifying cancerous cells, detecting bacteria, virus, mitochondrial function in neurons, target molecules, living cells, viable Giardia cysts in water samples, apoptosis, evaluating live/dead state of algae, measurement of totalmicrobial activity in soil, treating ischemia

Biological Applications

Assessing membrane integrity/permeability;43–50 detecting/counting microorganisms; measuring microbial activity; as a substrate for measuring acylases activity, amidases activity,aminopeptidases activity, arylsulfatases activity,chymotrypsin activity, esterases activity;galactosidases activity, glucosidases activity, lipases activity, phosphatases activity, proteases activity; cell viability assay; cytotoxicity assay; implantable medical devices; as temperature sensor; treating ischemic disease

CAS DataBase Reference

596-09-8(CAS DataBase Reference)

EPA Substance Registry System

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)- (596-09-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36/37/39-27-26

WGK Germany 

3

TSCA 

Yes

HS Code 

32129000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Fluorescein diacetate Usage And Synthesis

Description

Fluorescein diacetate (FDA) is a cell-permeant esterase substrate that can serve as a viability probe that measures both enzymatic activity, which is require to activate its fluorescence, and cell-membrane integrity, which is required for intracellular retention of their fluorescent product. Upon hydrolysis by intracellular esterases, this AM ester yields fluorescein.

Chemical Properties

Light yellow powder

Uses

Fluorescein diacetate is a non-fluorescent molecule, which is hydrolysed to fluorescent fluorescein in live cells. Dead cells cannot accumulate or hydrolyse FDA. It has been used for the differentiation of live cells from dead cells. It can be also used as a fluorogenic substrate for hGSTP1-1.

Application

Diacetylfluorescein is used in fluorometric staining in the imaging of mammalian cells. Also used in the synthesis of nanocrystal biolabels with releasable fluorophores used in immunoassays. Dyes and metabolites.

Biotechnological Applications

Fluorescein Diacetate Stain is an esterase substrate that can permeate cell membranes. In viable cells with an active metabolism, intracellular esterases hydrolyze Fluorescein Diacetate Stain to produce the green fluorescent compound fluorescein. Fluorescein accumulates in viable cells, causing them to fluoresce green.
Fluorescein Diacetate Stain can be used with Propidium Iodide Stain for Yeast to assess cell viability with the automated fluorescence cell counters of the LUNA® family. Viable cells convert fluorescein diacetate into fluorescein and thus fluoresce green. Nonviable cells take up propidium iodide and fluoresce red.
Fluorescence Signal Enhancer 1 can be used with Fluorescein Diacetate Stain to inhibit ATP-dependent fluorescein efflux from metabolically active cells. This will result in lower background and increased signal intensity, thereby enhancing the fluorescein signal-to-noise ratio.

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