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Fluorescein is a synthetic organic compound with the chemical formula C20H12O5. It is a bright yellow, crystalline powder that is highly soluble in water and alcohol. Fluorescein is known for its strong yellow-green fluorescence under ultraviolet light, which is the basis for its various applications. It is commonly used as a tracer in medical and scientific research, particularly in the fields of ophthalmology and angiography, to visualize blood flow and vascular structures. Additionally, it is employed in the detection of leaks in water systems, as a pH indicator, and in the production of fluorescent dyes and markers. The compound's safety profile is generally good, but it can cause skin irritation and should be handled with care.

518-44-5

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518-44-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 518-44-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 8 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 518-44:
(5*5)+(4*1)+(3*8)+(2*4)+(1*4)=65
65 % 10 = 5
So 518-44-5 is a valid CAS Registry Number.
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)

518-44-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name fluorescin

1.2 Other means of identification

Product number -
Other names 2-(3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:518-44-5 SDS

518-44-5Relevant academic research and scientific papers

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

Saengkhae, Chantarawan,Loetchutinat, Chatchanok,Garnier-Suillerot, Arlette

, p. 969 - 977 (2003)

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

The Reduction of Fluorescein in Aqueous Solution (at pH 6). A New DISP2 Reaction

Compton, Richard G.,Mason, David,Unwin, Patrick R.

, p. 483 - 490 (1988)

It is shown using linear sweep and rotating-disc voltammetry that the reduction of the dye fluorescein at ca. pH 6 in aqueous solution proceeds via a DISP2 mechanism.In particular the rotating-disc measurements show voltammetric waves which display a shif

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

Le, Hoa Thi,Nguyen, Dinh Phi Long,Shin, Hyo Seob,Jung, Woong,Kang, Chulhun,Kim, Tae Woo

, p. 461 - 468 (2021/07/19)

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.

Easy access of dihydrofluoresceins as advanced fluorescence turn-on probes for oxidative stress

Deng, Tao,Bao, Huayu,Huang, Wenyi,Wang, Xiaojuan,Hu, Shiyou,Wu, Shengjun,Zhao, Liang,Cai, Chun,Hu, Yingjie,Liu, Fang

, (2019/09/30)

A mild NABH4/I2 strategy was designed to easily reduce fluoresceins to dihydrofluorescein alcohols and acids. Dihydrofluorescein alcohols exhibited surprisingly enhanced reactivity for oxidative stress sensing in comparison with the

FLUORESCENT CONTRAST AGENTS

-

Page/Page column 19-20, (2008/06/13)

The invention relates to contrast agents for imaging of diseases associated with inflammations. More specifically the invention provides optical imaging contrast agents for imaging of activated leukocytes and methods for imaging of such. The contrast agen

TUMOR NECROSIS FACTOR INHIBITORS

-

Page/Page column 43; 46, (2008/06/13)

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.

Organic sonoelectrochemistry. Reduction of fluorescein in the presence of 20 kHz power ultrasound: an EC' reaction

Eklund, John C.,Waller, David N.,Rebbitt, Thomas O.,Marken, Frank,Compton, Richard G.

, p. 1981 - 1984 (2007/10/03)

The electro-reduction of the dye fluorescein at mercury electrodes in basic aqueous solution is known to produce the stable semi-fluorescein radical.When the electrolysis is exposed to power ultrasound of intensity up to ca. 65 W cm-2 the radic

CHIRAL PRODYES. ETHERS AND ESTERS OF DIHYDROFLUORESCEIN, PART 1: DIBENZYLDIHYDROFLUORESCEIN (DBDF) A NEW REAGENT

Tadic, Dragana,Brossi, Arnold

, p. 1975 - 1982 (2007/10/02)

Ethers and esters of dihydrofluorescein (4) were prepared by chemical modification of the benzyl ester (6), obtained by benzylation of fluorescein (1), and reduction of benzyl ester (3) with sodium borohydride.

Reaction of Alcohols and Amines with Diacetyldihydrofluorescein (DADF): Conversion into Erythrosine-Derivatives on TLC-Plates by Ammonia and Iodine Vapors

Sharma, Padam N.,Brossi, Arnold

, p. 301 - 304 (2007/10/02)

Reaction of deacetylcolchicine (2) and colchifoline (3) with diacetyldihydrofluorescein (1, DADF) afforded the corresponding amide and ester derivatives, converted on TLC-plates after exposure to ammonia and iodine vapors into red colored pigments.This re

Photooxidation von Leukofarbstoffen - IV. Photochemische Bildung und Reaktivitaet von Einelektronenreduktionsprodukten des Fluoreszeins

Langbein, H.,Friedrich, M.,Paetzold, R.

, p. 99 - 106 (2007/10/02)

The neutral radical H3F. is generated by photoreaction of fluorescein H3F+ with leucofluorescein H4F in acid solution: .The radical H3F. is characterized by UV/VIS- and ESR-spectroscopy.In absence of oxygen the system returns to the i

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