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

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

CAS-Nr3326-32-7

Englisch Name:Fluorescein isothiocyanate isomer I

CBNumberCB0173162

SummenformelC21H11NO5S

Molgewicht389.38

MOL-Datei3326-32-7.mol

Synonyma

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

2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure physikalisch-chemischer 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
Löslichkeit	Slightly soluble in DMSO, ethanol, methanol DMF and acetone
Aggregatzustand	powder
pka	2.2, 4.4, 6.7(at 25℃)
Farbe	White
Säure-Base-Indikators(pH-Indikatoren)	Weak green uorescence (6.0) to strong green uorescence (7.2)
Wasserlöslichkeit	practically insoluble
Sensitive	Moisture Sensitive
maximale Wellenlänge (λmax)	490nm
BRN	1407295
Stabilität	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	Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato- (3326-32-7)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	42/43-36/37/38-22
S-Sätze:	22-45-36/37/39-26-36/37-36
WGK Germany	3
F	10
TSCA	Yes
HS Code	29329990

Gefahreninformationscode (GHS)

Fluorescein isothiocyanate isomer I Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, 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.
Verwenden
Fluorescein isothiocyanate isomer I has been used for the staining of conidia. It is a kind of fluorescent marker for biochemical applications. Reacts under mild conditions with primary amines and it is also used in modification of actin at lys-61, labelling of FAB and the modification of thiol groups.
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.
Lager
Store at -20°C
läuterung 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.]

Fluorescein isothiocyanate isomer I Upstream-Materialien And Downstream Produkte

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

3326-32-7, Fluorescein isothiocyanate isomer I Verwandte Suche:

Send Inquriy