518-44-5

Basic information

• Product Name: FLUORESCIN
• Synonyms: FLUORESCIN;2-(3,6-dihydroxyxanthen-9-yl)benzoic acid;Resorcinolphthalin;Benzoic acid, 2-(3,6-dihydroxy-9H-xanthen-9-yl)-;dihydrofluorescein;Fluorescin [Reagent for Oxydases and Peroxydases];2-(3,6-Dihydroxy-9H-xanthen-9-yl)benzoic acid
• CAS NO: 518-44-5
• Molecular Formula: C₂₀H₁₄O₅
• Molecular Weight: 334.32
• EINECS: 208-252-5
• Mol File: 518-44-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 125-127°
• Boiling Point: 431.14°C (rough estimate)
• Flash Point: 201.9°C
• Appearance: /
• Density: 1.2497 (rough estimate)
• Vapor Pressure: 6.37E-13mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• PKA: 3.88±0.36(Predicted)
• Merck: 14,4160
• CAS DataBase Reference: FLUORESCIN(CAS DataBase Reference)
• NIST Chemistry Reference: FLUORESCIN(518-44-5)
• EPA Substance Registry System: FLUORESCIN(518-44-5)

Safety Data

• Hazardous Substances Data: 518-44-5(Hazardous Substances Data)

Usage

Uses

Reagent for oxidases, peroxides.

InChI:InChI=1/C20H14O5/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24/h1-10,19,21-22H,(H,23,24)

Upstream product

• 596-09-8 fluorescein diacetate 
• 518-45-6 fluorescein free acid 
• 108-46-3 recorcinol 
• 2513-33-9 2-(2,4-dihydroxybenzoyl)benzoic acid 
• 85-44-9 phthalic anhydride 
• 35340-49-9 dihydrofluorescein diacetate 
• 85209-52-5 semi-fluorescein radical 
• 2321-07-5 fluorescein 
• 97744-44-0 O,O'-Dibenzylfluorescein 

Downstream Products

• 35340-49-9 dihydrofluorescein diacetate 
• 85209-52-5 semi-fluorescein radical 
• 2513-33-9 2-(2,4-dihydroxybenzoyl)benzoic acid 
• 109653-47-6 fluorescein hydrazide 
• 548-25-4 erythrosine B 
• 2321-07-5 fluorescein 

Relevant articles and documents

Kinetic analysis of fluorescein and dihydrofluorescein effluxes in tumour cells expressing the multidrug resistance protein, MRP1

Multidrug resistance (MDR) in tumour cells is often caused by the overexpression of two transporters the P-glycoprotein (P-gp) and the multidrug resistance-associated protein (MRP1) which actively pump out multiple chemically unrelated substrates across t

Chemistry of the carboxylic acid of dihydrofluorescein in oxidation and its application to fluorogenic ROS sensing

The conjugation site of dihydrofluorescein (H2F) is important for the rational design of H2F-based reactive oxygen species (ROS) sensors. Despite the prevalence of H2F analogs detecting cellular ROS, the role of the carboxylic acid of H2F in oxidation is still unclear. To get insight into the conjugation site of H2F, we synthesized H2F diacetate (2) and its amide derivative (3). The absorption and emission spectra of deacetylated 2 and 3 in the presence of H2O2/hematin showed that the carboxylic acid of H2F plays a crucial role in the oxidation of H2F. NMR and HPLC analysis of the oxidation product of deacetylated 3 showed a quantitative and fast generation of non-fluorescent spirolactam (F-Lactam). As regards these observations, we untouched the carboxylic acid at the 3rd position and designed an H2F-based ROS sensor (7) that conjugated the lipophilic chain at the 5th position instead. A series of confocal microscopic experiments of 7 demonstrated that 7 prefers the ER location and that ROS are elevated in the cells by ER stress inducers.

TUMOR NECROSIS FACTOR INHIBITORS

The present invention is directed to compounds that are allosteric inhibitors of tumor necrosis factor receptor I, compositions comprising such compounds, and methods of using such compounds and compositions thereof in the treatment of TNF-α mediated conditions.