Fluorescein diacetate

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Fluorescein diacetate

Fluorescein diacetate | 596-09-8

Catalog Number F04-0038
Category Fluorescein FAM
Molecular Formula C24H16O7
Molecular Weight 416.38
Catalog Number Size Price Quantity
F04-0038 -- $--

Product Introduction

Fluorescein diacetate is a vital dye widely used in the biomedical industry. It is primarily employed to assess the integrity of cell membranes and determine cell viability. By being hydrolyzed within living cells, this compound is converted to green fluorescent fluorescein. It finds applications in drug efficacy evaluation, studying disease progression, and cell sorting techniques.

Chemical Information

Synonyms 3,6-Diacetoxyfluoran; Di-O-acetylfluorescein; 3',6'-Bis(acetyloxy)spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one; Fluorescein, diacetate; (6'-Acetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate; 3',6'-Diacetylfluorescein; F 1303; FDA; Fluorescein 3',6'-diacetate; MFCD 5062; NSC 4726; NSC 667259
Purity >98% by HPLC
IUPAC Name (6'-acetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate
Canonical SMILES CC(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC(=O)C)C5=CC=CC=C5C(=O)O3
InChI 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
InChI Key CHADEQDQBURGHL-UHFFFAOYSA-N
Solubility Soluble in Chloroform, DMSO, Ethanol, Water
Density 1.47±0.1 g/cm3
Appearance Light yellow crystalline powder
Boiling Point 604.7±55.0 °C at 760 mmHg
Melting Point 205-206 °C
MDL Number MFCD00005062
  • Product Specification
  • Application
Condition To Avoid Air Sensitive
Storage Store at -20 °C
Store Under Inert Gas Store under inert gas
GHS Hazard Statements Not Classified Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.

Fluorescein diacetate (FDA), a versatile non-fluorescent compound, finds widespread use in a variety of biological and medical assays. Here are four key applications of fluorescein diacetate:

Cell Viability Assays: An indispensable tool for assessing cell viability in diverse cell cultures, FDA undergoes enzymatic hydrolysis within viable cells to produce fluorescein, a vividly fluorescent compound. The resulting fluorescence serves as a means to quantify the percentage of live cells in a sample, making FDA a valuable asset in the realms of cell biology and toxicology studies.

Microbial Activity Detection: Utilized to gauge the metabolic activity of microorganisms in environmental and clinical samples, FDA serves as a marker for active microbial cells. These cells can enzymatically convert FDA into fluorescein, signaling their viability and activity. This application holds significant merit in fields such as soil microbiology, wastewater treatment research, and the examination of infectious agents.

Flow Cytometry: Within the domain of flow cytometry, FDA acts as a fluorescent dye for staining live cells for subsequent analysis. As viable cells metabolize FDA into fluorescein, they become distinguishable and quantifiable based on their fluorescence properties. This capability enables researchers to conduct intricate cell population studies and evaluate the individual cell health within a heterogeneous cell population.

Plant Viability Studies: In the field of plant sciences, FDA plays a pivotal role in assessing the viability and vitality of plant tissues and cells. By staining plant cells with FDA and detecting the resultant fluorescein production, researchers gain insights into the health status of plant tissues. This knowledge proves essential for investigations into plant growth, stress responses, and tissue culture techniques, offering a multifaceted view of plant physiology.

Computed Properties

XLogP3 3.6
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 4
Exact Mass 416.08960285 g/mol
Monoisotopic Mass 416.08960285 g/mol
Topological Polar Surface Area 88.1Ų
Heavy Atom Count 31
Formal Charge 0
Complexity 708
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
27633002 2016-11-01 Enalapril protects against myocardial ischemia/reperfusion injury in a swine model of cardiac arrest and resuscitation International journal of molecular medicine
22661061 2012-11-01 Deciphering the metabolic capabilities of a lipase producing Pseudomonas aeruginosa SL-72 strain Folia microbiologica
22704207 2012-11-01 Chlorination-induced cellular damage and recovery in marine microalga, Chlorella salina Chemosphere
22960224 2012-11-01 Impacts of florfenicol on marine diatom Skeletonema costatum through photosynthesis inhibition and oxidative damages Plant physiology and biochemistry : PPB
22568927 2012-10-01 Effects of vitrification cryoprotectant treatment and cooling method on the viability and development of buffalo oocytes after intracytoplasmic sperm injection Cryobiology

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CN-115058344-B Decoy microrobots for removing SARS-CoV-2 and its mutant strains in wastewater, its preparation method and application 2022-08-05
CN-115201302-A Electrochemical sensor, preparation method and application thereof 2022-07-04
US-11548891-B1 Quaternary ammonium salts of phenanthroindolizidine and phenanthroquinolizidine alkaloids as hypoxia-targeted anticancer agents 2022-04-22
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