Fluorescein isothiocyanate isomer I

Fluorescein isothiocyanate isomer I Basic information
Product Name:Fluorescein isothiocyanate isomer I
Synonyms: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)
CAS:3326-32-7
MF:C21H11NO5S
MW:389.38
EINECS:222-042-0
Product Categories:marker;Fluorescent;Xanthene;Phenyl isocyanate&Phenyl isothiocyanate;Fluorescent Labels and Indicators;Amino Group Labeling Reagents for Fluorescence HPLC;Analytical Chemistry;Fluorescence Detection (HPLC Labeling Reagents);HPLC Labeling Reagents;Fluorescent Labels & Indicators
Mol File:3326-32-7.mol
Fluorescein isothiocyanate isomer I Structure
Fluorescein isothiocyanate isomer I Chemical Properties
Melting point >360 °C(lit.)
Boiling point 708.6±60.0 °C(Predicted)
density 1.3423 (rough estimate)
refractive index 1.5060 (estimate)
storage temp. 2-8°C
solubility Slightly soluble in DMSO, ethanol, methanol DMF and acetone
form powder
pka2.2, 4.4, 6.7(at 25℃)
color White
PH RangeWeak green uorescence (6.0) to strong green uorescence (7.2)
Water Solubility practically insoluble
Sensitive Moisture Sensitive
λmax490nm
BRN 1407295
Stability:Stability Stable, but moisture-sensitive. Incompatible with strong oxidizing agents, strong bases, amines, acids.
Major ApplicationMagnetic 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
Biological ApplicationsAnalyzing 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
InChIKeyMHMNJMPURVTYEJ-UHFFFAOYSA-N
CAS DataBase Reference3326-32-7(CAS DataBase Reference)
EPA Substance Registry SystemSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato- (3326-32-7)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 42/43-36/37/38-22
Safety Statements 22-45-36/37/39-26-36/37-36
WGK Germany 3
10
TSCA Yes
HS Code 29329990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Fluorescein isothiocyanate isomer I Usage And Synthesis
DescriptionFluorescein 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.
Chemical PropertiesFluorescein 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.
UsesFluorescein 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.
ApplicationFluorescein 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.
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.
General DescriptionFluorescein 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.
storageStore at -20°C
Purification MethodsIt 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.]
Isocarapanaubine FLUORESCEIN ISOTHIOCYANATE (ISOMER II) SEC-BUTYL ISOTHIOCYANATE (3β,20α)-17α-Hydroxyyohimban-16β-carboxylic acid methyl ester Isopropyl isocyanate RHODAMINE B ISOTHIOCYANATE Benzyl isocyanate ETHYL ISOTHIOCYANATOACETATE FLUORESCEIN ISOTHIOCYANATE-DEXTRAN 5-IAF Methoxycarbonyl isothiocyanate 3',6'-Dihydroxy-6-isothiocyanatospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one CON A, FITC-LABELED 9BETA, 11ALPHA-PROSTAGLANDIN F2 ISOTHIOCYANATE, POLYMER-BOUND, 200-400 Fluorescein isothiocyanate isomer I hydrochloride FLUORESCEIN ISOTHIOCYANATE (ISOMER II) Allyl isothiocyanate

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