79955-27-4

Basic information

• Product Name: 5(6)-CARBOXYFLUORESCEIN DIACETATE
• Synonyms: 5-Carboxy-di-O-acetylfluorescein, 5-CFDA;5-Carboxyfluorescein diacetate;5-FAM DA;3',6'-Bis(acetyloxy)-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic Acid;3',6'-Diacetoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid;5-CFDA [5-Carboxyfluorescein diacetate];5-Carboxyfluorescein diacetate≥ 95% (HPLC);CARBOXYFLUORESCEIN DI-O-ACETATE
• CAS NO: 79955-27-4
• Molecular Formula: C₂₅H₁₆O₉
• Molecular Weight: 460.39
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;marker;Fluorescent;Xanthene
• Mol File: 79955-27-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: >250°C
• Boiling Point: 693.1°C at 760 mmHg
• Flash Point: 241.9°C
• Appearance: /Solid
• Density: 1.57g/cm³
• Vapor Pressure: 3.61E-20mmHg at 25°C
• Refractive Index: 1.701
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble
• PKA: 6.4(at 25℃)
• BRN: 68265
• CAS DataBase Reference: 5(6)-CARBOXYFLUORESCEIN DIACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 5(6)-CARBOXYFLUORESCEIN DIACETATE(79955-27-4)
• EPA Substance Registry System: 5(6)-CARBOXYFLUORESCEIN DIACETATE(79955-27-4)

Safety Data

• Hazard Codes: T
• Statements: 45-46-23/24/25-36/37/38
• Safety Statements: 53-22-26-36/37/39-45
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 79955-27-4(Hazardous Substances Data)

Usage

Description

5(6)-CARBOXYFLUORESCEIN DIACETATE, also known as Carboxyfluorescein diacetate (CFDA), is a synthetic compound that serves as a versatile fluorogenic substrate. It is commonly used in various biological applications due to its ability to fluoresce upon hydrolysis by intracellular nonspecific esterases, forming carboxyfluorescein.

Uses

Used in Cell Viability Assessment:
5(6)-CARBOXYFLUORESCEIN DIACETATE is used as a cell viability indicator for assessing the metabolic activity of cells. It is particularly useful in determining the cytotoxic effects of substances on cells, as well as monitoring cell proliferation and survival.
Used in Intracellular pH Measurement:
Originally developed for this purpose, 5(6)-CARBOXYFLUORESCEIN DIACETATE is used as an intracellular pH indicator, providing insights into the acid-base balance within cells and helping researchers understand cellular processes and responses to different stimuli.
Used in Synthesis of Fluorescent Dyes:
In the chemical industry, 5(6)-CARBOXYFLUORESCEIN DIACETATE is used as a precursor in the synthesis of fluorescent dyes, such as Rhodamines. These dyes are essential in various applications, including bioimaging, molecular probes, and as markers in biological research.
Used in Environmental Studies:
5(6)-CARBOXYFLUORESCEIN DIACETATE is used as a tracer compound in environmental studies to monitor the transport and fate of pollutants in aquatic systems. Its fluorescent properties allow for easy detection and tracking of these substances, aiding in the assessment of environmental contamination and remediation efforts.
Used in Biomedical Research:
In biomedical research, 5(6)-CARBOXYFLUORESCEIN DIACETATE is used as a tool for studying various biological processes, such as enzyme activity, cellular uptake, and intracellular trafficking. Its ability to fluoresce upon hydrolysis makes it an ideal marker for visualizing and quantifying these processes in living cells.

InChI:InChI=1/C25H16O9/c1-12(26)31-15-4-7-19-21(10-15)33-22-11-16(32-13(2)27)5-8-20(22)25(19)18-6-3-14(23(28)29)9-17(18)24(30)34-25/h3-11H,1-2H3,(H,28,29)

Upstream product

• 108-24-7 acetic anhydride 
• 108-46-3 recorcinol 
• 552-30-7 trimellitic Anhydride 
• 76823-03-5 5-carboxyfluoroscein 

Downstream Products

• 76823-03-5 5-carboxyfluoroscein 
• 500533-95-9 5-carboxyfluorescein 

Relevant articles and documents

Development of Diubiquitin-Based FRET Probes to Quantify Ubiquitin Linkage Specificity of Deubiquitinating Enzymes

Deubiquitinating enzymes (DUBs) are proteases that fulfill crucial roles in the ubiquitin (Ub) system, by deconjugation of Ub from its targets and disassembly of polyUb chains. The specificity of a DUB towards one of the polyUb chain linkages largely determines the ultimate signaling function. We present a novel set of diubiquitin FRET probes, comprising all seven isopeptide linkages, for the absolute quantification of chain cleavage specificity of DUBs by means of Michaelis-Menten kinetics. Each probe is equipped with a FRET pair consisting of Rhodamine110 and tetramethylrhodamine to allow the fully synthetic preparation of the probes by SPPS and NCL. Our synthetic strategy includes the introduction of N,N′-Boc-protected 5-carboxyrhodamine as a convenient building block in peptide chemistry. We demonstrate the value of our probes by quantifying the linkage specificities of a panel of nine DUBs in a high-throughput manner.

Site-specific, reversible and fluorescent immobilization of proteins on CrAsH-modified surfaces for microarray analytics

A novel technique for protein immobilization onto CrAsH-modified surfaces is presented. This approach enables an efficient, reversible and fluorogenic immobilization of proteins. Moreover, expressed proteins can also be directly immobilized from cellular lysates without prior purification. The immobilized proteins are suitable for protein-protein interaction studies and the fluorescence enhancement upon immobilization can be employed for the direct detection of the immobilized protein without the need for secondary detection methods. This journal is

FLUORESCENT SUBSTRATE FOR DETECTION OF ENZYMATIC ACTIVITY OF NITRILE-RELATED ENZYME

The object of the present invention is to provide a fluorescent substrate for detecting the enzymatic activity of a nitrile-related enzyme. The present invention provides a compound represented by formula (I) and a fluorescent substrate for detecting the enzymatic activity of a nitrile-related enzyme, which comprises the compound.