27072-45-3 Usage
Description
Fluorescein isothiocyanate (FITC) is an amine-reactive derivative of fluorescein dye that has wide-ranging applications as a label for antibodies and other probes, for use in fluorescence microscopy, flow cytometry and immunofluorescence-based assays such as Western blotting and ELISA. The isothiocyanate variety of fluorescein efficiently labels antibodies and other purified proteins at primary amines (lysine side chains)Excitation source: 488 nm spectral line, argon-ion laserExcitation wavelength: 494 nmEmission wavelength: 518 nmExtinction coefficient: > 70,000 M-1cm-1Solubility: Soluble in aqueous buffers at pH > 6Reactive groups: Isothiocyanate, reacts with primary amines at pH 7.0 to 9.0
Chemical Properties
Dark yellow powder, soluble in water and decomposed in water. It is easily soluble in alkaline aqueous solution, and the strong green fluorescence disappears and precipitates. After adding alkali, it dissolves and shows fluorescence. Insoluble in acetone, ether and petroleum ether. Hygroscopic.
Uses
Different sources of media describe the Uses of 27072-45-3 differently. You can refer to the following data:
1. Fluorescein Isothiocyanate is a fluorescent reagent with incompletely defined position of the NCS. Fluorescein Isothiocyanate is used in multifunctional uniform nanoparticles composed of a magnetite nanocrystal core and a mesoporous silica shell for magnetic resonance, fluorescence imaging. and drug delivery. Dyes and metabolites.
2. For fluorescent labeling of proteins (e.g. immunofluorescence); H Protein labeling for gel chromatography.Label antibodies for use as immunofluorescent probes.Label oligonucleotides for hybridization probes.Detect proteins in gels and on Western blots.
Application
Fluorescein isothiocyanate (FITC) is yellow-orange in color with an absorption maximum at 495nm. Upon excitation, it emits a yellow-green color with an emission maximum at 525nm.It is widely used to attach a fluorescent label to proteins via the amine group. The isothiocyanate group reacts with amino terminal and primary amines in proteins. It has been used for the labeling of proteins including antibodies and lectins.Fluorescein isothiocyanate isomer I has been proposed as a contact sensitizer.
Definition
ChEBI: Fluorescein 5-isothiocyanate is the 5-isomer of fluorescein isothiocyanate. Acts as a fluorescent probe capable of being conjugated to tissue and proteins; used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.
Preparation
By 4-nitrophthalic anhydride and resorcinol at 195-200 ℃ for 10h, cyclized into a mixture of 3'-nitrofluorescein and 4'-nitrofluorescein, and then acetylated with acetic anhydride , add saturated sodium hydroxide-ethanol solution for hydrolysis to obtain 4'-nitrofluorescein. Then, 4'-nitrofluorescein was dissolved in ammonia water, and Nickel Reishi and hydrazine hydrate were added to react at room temperature for 2 hours, and then reduced to 4'-aminofluorescein. The most elevated by acylation, elimination of fluorescein isothiocyanate.
Check Digit Verification of cas no
The CAS Registry Mumber 27072-45-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,0,7 and 2 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 27072-45:
(7*2)+(6*7)+(5*0)+(4*7)+(3*2)+(2*4)+(1*5)=103
103 % 10 = 3
So 27072-45-3 is a valid CAS Registry Number.
InChI:InChI=1/C21H11NO5S/c23-12-2-5-16-18(8-12)26-19-9-13(24)3-6-17(19)21(16)15-4-1-11(22-10-28)7-14(15)20(25)27-21/h1-9,23-24H
27072-45-3Relevant articles and documents
Preparation method of fluorescein probe with specific selectivity
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, (2021/05/29)
The invention relates to the field of preparation of fluorescein probes with specific selectivity, and particularly discloses a preparation method of a fluorescein probe with specific selectivity. The method comprises the following steps: (1) mixing 4-nitrophthalic anhydride, resorcinol, nitrocyclohexane and anhydrous cobalt chloride, conducting heating and melting, adding zinc chloride, conducting reacting, then adding hydrochloric acid for reflux, and conducting filtering, washing and drying; (2) mixing a reducing solution containing Na2S and Na2SO3 with a product obtained in the step (1), conducting reacting, then dropwise adding glacial acetic acid until complete precipitation, and conducting filtering, washing and drying; and (3) mixing a mixed solvent containing methanol and triethylamine with a product obtained in the step (2), dropwise adding CS2, conducting reacting, dropwise adding a copper chloride aqueous solution, continuing reacting after dropwise adding, adjusting the pH value of the system to 1-2 by using hydrochloric acid, and carrying out reduced pressure distillation, washing, drying and column chromatography purification. According to the method, the conversion rate and the yield of the 5-fluorescein isothiocyanate are greatly improved.
Method for preparing 5-fluorescein isothiocyanate ester
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Paragraph 0044; 0045; 0046; 0047, (2017/07/19)
The invention provides a method for preparing 5-fluorescein isothiocyanate ester. The method comprises the following steps: (1) reacting an original material 5-amino fluorescein with carbon disulfide in the presence of a catalyst and a solvent, so as to obtain fluorescein-5-amine disulfide formate; and (2) reacting fluorescein-5-amine disulfide formate, obtained in the step (1), in the presence of the catalyst and the solvent, so as to obtain 5-fluorescein isothiocyanate ester. The method has the beneficial effects that the technical operational safety is relatively high, the production cost is low, a synthetic process is simple, and the reaction condition is mild; and 5-fluorescein isothiocyanate ester is high in yield and wide in application range and can adequately meet the requirements of industrial production of products.
Fluorescent human EP3 receptor antagonists
Tomasch, Miriam,Schwed, J. Stephan,Kuczka, Karina,Meyer Dos Santos, Sascha,Harder, Sebastian,Nuesing, Rolf M.,Paulke, Alexander,Stark, Holger
supporting information, p. 774 - 779 (2012/11/13)
Exchange of the lipophilc part of ortho-substituted cinnamic acid lead structures with different small molecule fluorophoric moieties via a dimethylene spacer resulted in hEP3R ligands with affinities in the nanomolar concentration range. Synthesized compounds emit fluorescence in the blue, green, and red range of light and have been tested concerning their potential as a pharmacological tool. hEP3Rs were visualized by confocal laser scanning microscopy on HT-29 cells, on murine kidney tissues, and on human brain tissues and functionally were characterized as antagonists on human platelets. Inhibition of PGE2 and collagen-induced platelet aggregation was measured after preincubation with novel hEP3R ligands. The pyryllium-labeled ligand 8 has been shown as one of the most promising structures, displaying a useful fluorescence and highly affine hEP3R antagonists.
