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3',6'-Dihydroxy-5(oder 6)-isothiocyanatospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on

Fluorescein isothiocyanate

HCID 178692759
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Grundinformationen

CAS
27072-45-3
Standard-SMILES
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21
InChIKey
WBSWSUYBEIMVMI-UHFFFAOYSA-N
Summenformel
C21H11NO5S
Durchschnittliche Molmasse
389,38 g/mol

Namen und Bezeichner

Bevorzugter Name
Fluorescein isothiocyanate
Lokaler Name
3',6'-Dihydroxy-5(oder 6)-isothiocyanatospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on
Englischer Name
Fluorescein isothiocyanate
Summenformel
C21H11NO5S
Molmasse
389.38

Namen und Synonyme

5-FLUORESCEIN ISOTHIOCYANATE5(6)-FITC5(6)-Fluorescein isothiocyanateocyanato-FITC–CeliteFITC ISOMERFITC, ISOMER IFITC-CELITE(R)FITC 'ISOMER I'Fluorescein5(6)-isot

Datenbank-Bezeichner

CAS
27072-45-3

Eigenschaften

Physikochemische Eigenschaften

Schmelzpunkt
360 °C · >360 °C(lit.)
storage temp.
-20 °C · -20°C
Löslichkeit
DMSO (Slightly), Methanol (Slightly)
Aggregatzustand
powder
Farbe
Brown to Dark Brown
Merck
14 · 14,4089
BRN
1407295 · 1407295
Stabilität
Moisture Sensitive
Major Application
diagnostic assay manufacturinghematologyhistology
InChI
InChI=1S/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
InChIKey
WBSWSUYBEIMVMI-UHFFFAOYSA-N
SMILES
C12(OC(=O)C3C=C(N=C=S)C=CC1=3)C1C=CC(O)=CC=1OC1C=C(O)C=CC2=1
CAS Datenbank
27072 · 27072-45-3(CAS DataBase Reference)
EPA chemische Informationen
-1 · Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5(or 6)-isothiocyanato- (27072-45-3)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheitsdaten

F
10
wgk
3
tsca
TSCA listed
hs_code
29321900
risk_code
42/43-36/37/38-20/21/22-42
hazard_code
Xn
safety_code
22-36-26-24/25-45-36/37
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungFluorescein 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

VerwendenFluorescein 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.

Darstellung · 1 Eintrag

synthetischeBy 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.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

5-Amino-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoesureSodium hydroxide-ethanol solution1,3-Dihydroxybenzol

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Auf dieser SeiteGrundinformationenNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
4-Nitrophthalsureanhydrid
Fluorescein
4-Nitrofluorescein

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.