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2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure

Fluorescein isothiocyanate isomer I Struktur
3326-32-7
CAS-Nr.
3326-32-7
Bezeichnung:
2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure
Englisch Name:
Fluorescein isothiocyanate isomer I
Synonyma:
FITC;FITC;FITC;5-FITC;Fluorescein isothiocyanate isomer;5-FLUORESCEIN ISOTHIOCYANATE;Fluorescein isothiocyanate isomer I, tech grade;FITC-I;FLUORESCEIN 5-ISOTHIOCYANATE;Fluorescein isothiocyanate I
CBNumber:
CB0173162
Summenformel:
C21H11NO5S
Molgewicht:
389.38
MOL-Datei:
3326-32-7.mol

2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure Eigenschaften

Schmelzpunkt:
>360 °C(lit.)
Siedepunkt:
708.6±60.0 °C(Predicted)
Dichte
1.3423 (rough estimate)
Brechungsindex
1.5060 (estimate)
storage temp. 
2-8°C
L?slichkeit
Slightly soluble in DMSO, ethanol, methanol DMF and acetone
Aggregatzustand
powder
pka
2.2, 4.4, 6.7(at 25℃)
Farbe
White
S?ure-Base-Indikators(pH-Indikatoren)
Weak green uorescence (6.0) to strong green uorescence (7.2)
Wasserl?slichkeit
practically insoluble
Sensitive 
Moisture Sensitive
maximale Wellenl?nge (λmax)
490nm
BRN 
1407295
Stabilit?t:
Stability Stable, but moisture-sensitive. Incompatible with strong oxidizing agents, strong bases, amines, acids.
Major Application
Magnetic nanowires, immunoassays, analyzing proteins, identifying chromosomes, Salmonella mosomes, diagnosis of cancer, kidney diseases, detecting pathogens, genes, Salmonella cells, toxoplasmosis, enzyme-mediated nucleic acid cleavage, surface molecules on colorectal cancers, treating cancer, chronic lymphocytic leukemia
Biologische Anwendungen
Analyzing sugar chain; detecting iodide/iodate or total iodine; detecting/imaging thiols; detecting/quantifying biotin derivatives;16 diagnosing classical Hodgkin lymphoma (CHL) in lymph nodes; cellulose nanocrystals for bioimaging applications; treating neuroinflammation; treating/diagnosing cancer; PEO-PCL-PEO triblock copolymers for topical delivery; polymersomes in biomedical or cosmetic applications;apoptosis assay; as a substrate for measuring heparanase activity, human immunodeficiency virus (HIV-1) proteinase activity, kinase activity, phosphatase activity, β-lactamase activity, transglutaminase (TG2) activity; implantable drug-delivery devicess
InChIKey
MHMNJMPURVTYEJ-UHFFFAOYSA-N
CAS Datenbank
3326-32-7(CAS DataBase Reference)
EPA chemische Informationen
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,Xi
R-S?tze: 42/43-36/37/38-22
S-S?tze: 22-45-36/37/39-26-36/37-36
WGK Germany  3
10
TSCA  Yes
HS Code  29329990
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H334 Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. Sensibilisierung der Atemwege Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P261, P285, P304+P341, P342+P311,P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P272 Kontaminierte Arbeitskleidung nicht au?erhalb des Arbeitsplatzes tragen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P284 Atemschutz tragen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P333+P313 Bei Hautreizung oder -ausschlag: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R42/43:Sensibilisierung durch Einatmen und Hautkontakt m?glich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R22:Gesundheitssch?dlich beim Verschlucken.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Fluorescein 5-isothiocyanate (5-FITC) is an isomer of fluorescein isothiocyanate (FITC), which is commonly used as a mixture of the 5- and 6-isothiocyanate isomers. It reacts with amine and thiol groups to form conjugates with proteins, lipids, and other molecules for detection by a variety of fluorescent-based applications. 5-FITC displays excitation/emission maxima of 494/519 nm, respectively.

Chemische Eigenschaften

Fluorescein isothiocyanate(3326-32-7) is an orange-yellow crystal that is hygroscopic. It can be combined with various antibody proteins, and the combined antibody does not lose its specificity for binding to a certain antigen, and still has strong green fluorescence in alkaline solution, precipitates out after adding acid, and the fluorescence disappears. It is slightly soluble in acetone and ether and petroleum ether.

Application

Fluorescein isothiocyanate is used as fluorescent labeling reagent for proteins and for rapid identification of pathogens in fluorescent antibody technique. It is also used as a reagent for microsequencing of proteins and peptides (HPLC). On celite it is used for the labeling of fibrinogen.

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.

Allgemeine Beschreibung

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.

l?uterung methode

It is made from the pure 5-amino isomer. Purify it by dissolving it in boiling Me2CO, filtering and adding pet ether (b 60-70o) until it becomes turbid. If an oil separates, then decant it and add more pet ether to the supernatant and cool. Orange-yellow crystals separate, collect and dry them in vacuo. It should give one spot on TLC (silica gel) in EtOAc/pyridine/AcOH (50:1:1) and in Me2NCHO/CHCl3/28% NH4OH (10:5:4). IR (Me2SO): 2110 (NCS) and 1760 (C=O) cm-1. The max 1HNMR spectra in Me2CO-d6 of the 5-and 6-isomers are distinctly different for the protons in the *benzene ring; the UV in phosphate buffer pH 8.0 shows a at ~490nm. [Sinsheimer et al. Anal Biochem 57 2271974, McKinney et al. Anal Biochem 7 74 1964, Beilstein 19 III/IV 4337.]

2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 382)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hongxiong
+undefined18915499068
Suzhouhongxiong@163.com China 120 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387
1057@dideu.com China 3958 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12825 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 5858 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850
info@fortunachem.com China 5986 58
Hebei Weibang Biotechnology Co., Ltd
+8617732866630
bess@weibangbio.com China 18275 58
Springchem New Material Technology Co.,Limited
+86-021-62885108 +8613917661608
info@spring-chem.com China 2068 57
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29791 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21639 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3009 60

3326-32-7(2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure)Verwandte Suche:


  • FITC-CELITE(R)
  • FITC ISOMER
  • FITC 'ISOMER I'
  • FITC, ISOMER I
  • FLUORESCEIN ISOMER I ISOTHIOCYANATE
  • FLUORESCEIN ISOTHIOCYANATE, ISOMER 1
  • FLUORESCEIN ISOTHIOCYANATE ISOMER I
  • FLUORESCEIN ISOTHIOCYANATE ISOMER I-CELITE(R)
  • FLUORESCEIN 5(6)-ISOTHIOCYANATE
  • FLUORESCEIN 5-ISOTHIOCYANATE, ISOMER 1
  • FLUORESCEIN-5-ISOTHIOCYANATE ISOMER I
  • 5-FLUORESCEIN ISOTHIOCYANATEISOMER
  • 5-FLUORESCEIN ISOTHIOCYANATE, ISOMER I
  • 5-ISOTHIOCYANATOFLUORESCEIN
  • SPECTRACOMP(TM) FITC PARTICLES
  • 2-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)-5-ISOTHIOCYANATO-BENZOIC ACID
  • Spiroisobenzofuran-1(3H),9-9Hxanthen-3-one, 3,6-dihydroxy-5-isothiocyanato-
  • Fluorescein isothiocyanate,Isomer I(FITC)
  • Fluorescein isothiocyanate isomer I,FITC, Fluorescein 5-isothiocyanate
  • Fluorescein isothiocyanate, tech. 85%
  • 3,6-Dihydroxy-3'-oxospiro[9H-xanthene-9,1'(3'H)-isobenzofuran]-5'-yl isothiocyanate
  • 3',6'-Dihydroxy-5-isothiocyanato-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one
  • FLUORESCEIN ISOTHIOCYANTE ISOMER I ON CELITE extrapure
  • FITC, Fluorescein 5-isothiocyanate
  • Fluorescein isothiocyanate isomer i, 90%, pure
  • 5-Isothionatofluorescein
  • Fluorescein isothiocyanate isomer I,(cert)
  • Fluoresceinisothiocyanate, Isomer I >98%
  • Fluorescein isothiocyanate isoMer I, pure, 90% 250MG
  • Fluorescein isothiocyanate isoMer I, pure, 90% 5GR
  • Fluorescein Isothiocyanate 5-Isothiocyanatofluorescein 5-FITC
  • FLUORESCEIN-5-ISOTHIOCYANATE FOR BIOCHEM
  • Fluorescein-5-isothiocyanate (FITC-I)
  • FITC-I)F
  • FLUORESCEIN ISOTHIOCY
  • 5-FITC (isomer I)
  • 5-Isothiocyanatofluorescein (isomer I)
  • Fluorescein-5-isothiocyanate (FITC) for biochemistry and for fluorescence microscopy
  • 3',6'-dihydroxy-5-isothiocyanato-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
  • Fluorescein-5-isothiocyanate (fitc)
  • Fluorescein, 5-isothiocyanato-
  • 5-isothiocyanato Uorescein
  • Fluoroscein-5-isothiocyanate
  • 9’-[9H]xanthen]-3-one,3’,6’-dihydroxy-5-isothiocyanato-Spiro[isobenzofuran-1(3H)
  • spiro[isobenzofuran-1(3h),9’-[9h]xanthen]-3-one,3’,6’-dihydroxy-5-isothiocyana
  • to-
  • FLUORESCEIN ISOTHIOCYANATE ISOMER 1 95+%
  • Fitc(FluoresceinIsothiocyanate),IsomerI
  • Fluorescein Isothiosyanate
  • Fluorescein isothiocyanate isomer I, pure, 90%
  • 5-Fluorescein Isothiocyanate isomer 1
  • FLUORESCEIN ISOTHIOCYANATE ISOMER I*MINI MUM 90%
  • FLUORESCEIN ISOTHIOCYANATE ISOMER I, FOR FLUORESCENCE
  • FLUORESCEIN ISOTHIOCYANATE, ISOMER I, 90 %
  • FLUORESCEIN ISOTHIOCYANATE ISOMER I*APPR OX. 98%
  • 5-FITC [Fluorescein-5-isothiocyanate
  • 3',6'-dihydroxy-6-isothiocyanatospiro[2-benzofuran-3,9'-xanthene]-1-one
  • Fluorescein isothiocyanate,10%
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