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596-09-8

596-09-8 Structure

596-09-8 Structure
IdentificationMore
[Name]

FLUORESCEIN DIACETATE
[CAS]

596-09-8
[Synonyms]

3,6-DIACETOXYFLUORAN
DIACETYLFLUORESCEIN
DI-O-ACETYLFLUORESCEIN
FDA
FDA [FLUORESCEIN DIACETATE]
FLUORESCEIN DIACETATE
FLUORESCEIN DI-O-ACETATE
SUBSTRATE FDA ESTERASE
3’,6’-diacetylfluorescein
9’-[9h]xanthen]-3-one,3’,6’-bis(acetyloxy)-spiro[isobenzofuran-1(3h
9’-[9H]xanthen]-3-one,3’,6’-bis(acetyloxy)-Spiro[isobenzofuran-1(3H)
fluoresceinacetate
3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3',6'-diyl diacetate
FLUORESCEIN DIACETATE, FOR FLUORESCENCE
-Cellstain-Fda
Fluorescein diacetate, pure, 97%
Fluoresceindi-O-acetate(FDA)
Spiroisobenzofuran-1(3H),9-9Hxanthen-3-one, 3,6-bis(acetyloxy)-
3,6-Diacetoxyfluoran, Di-O-acetylfluorescein
Fluorescein diacetate, 97%, pure
[EINECS(EC#)]

209-877-6
[Molecular Formula]

C24H16O7
[MDL Number]

MFCD00005062
[Molecular Weight]

416.38
[MOL File]

596-09-8.mol
Chemical PropertiesBack Directory
[Appearance]

Light yellow powder
[Melting point ]

200-203 °C(lit.)
[Boiling point ]

494.73°C (rough estimate)
[density ]

1.2738 (rough estimate)
[refractive index ]

1.6810 (estimate)
[Fp ]

264°
[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.
[ε(extinction coefficient)]

≥86000 at 488-494nm in 0.1 M NaOH
[λmax]

490nm
[BRN ]

62575
[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
[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
[InChI]

1S/C24H16O7/c1-13(25)28-15-7-9-19-21(11-15)30-22-12-16(29-14(2)26)8-10-20(22)24(19)18-6-4-3-5-17(18)23(27)31-24/h3-12H,1-2H3
[InChIKey]

CHADEQDQBURGHL-UHFFFAOYSA-N
[SMILES]

O1C3(c4c(cc(cc4)OC(=O)C)Oc5c3ccc(c5)OC(=O)C)c2c(cccc2)C1=O
[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 DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

32129000
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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]

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.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

FLUORESCEIN DIACETATE(596-09-8)MS
FLUORESCEIN DIACETATE(596-09-8)1HNMR
FLUORESCEIN DIACETATE(596-09-8)13CNMR
FLUORESCEIN DIACETATE(596-09-8)IR1
FLUORESCEIN DIACETATE(596-09-8)IR2
FLUORESCEIN DIACETATE(596-09-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Fluorescein diacetate, pure, 97%(596-09-8)
[Alfa Aesar]

Fluorescein diacetate, 97%(596-09-8)
[Sigma Aldrich]

596-09-8(sigmaaldrich)
[TCI AMERICA]

Fluorescein Diacetate,>98.0%(LC)(596-09-8)
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