| Identification | More | [Name]
Fluorescein isothiocyanate isomer I | [CAS]
3326-32-7 | [Synonyms]
2-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)-5-ISOTHIOCYANATO-BENZOIC ACID
5-FITC
5-FLUORESCEIN ISOTHIOCYANATE
5-FLUORESCEIN ISOTHIOCYANATEISOMER
5-FLUORESCEIN ISOTHIOCYANATE, ISOMER I
5-ISOTHIOCYANATOFLUORESCEIN
FITC
FITC-CELITE(R)
FITC ISOMER
FITC 'ISOMER I'
FITC, ISOMER I
FLUORESCEIN 5(6)-ISOTHIOCYANATE
FLUORESCEIN 5-ISOTHIOCYANATE
FLUORESCEIN 5-ISOTHIOCYANATE, ISOMER 1
FLUORESCEIN-5-ISOTHIOCYANATE ISOMER I
FLUORESCEIN ISOMER I ISOTHIOCYANATE
FLUORESCEIN ISOTHIOCYANATE
FLUORESCEIN ISOTHIOCYANATE, ISOMER 1
FLUORESCEIN ISOTHIOCYANATE ISOMER I
FLUORESCEIN ISOTHIOCYANATE ISOMER I-CELITE(R) | [EINECS(EC#)]
248-207-7 | [Molecular Formula]
C21H11NO5S | [MDL Number]
MFCD00005063 | [Molecular Weight]
389.38 | [MOL File]
3326-32-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Orange-yellow cryst. | [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
| [pka]
2.2, 4.4, 6.7(at 25℃) | [color ]
White | [PH Range]
Weak green uorescence (6.0) to strong green uorescence (7.2) | [Stability:]
Stability Stable, but moisture-sensitive. Incompatible with strong oxidizing agents, strong bases, amines, acids. | [Water Solubility ]
practically insoluble | [ex/em]
492/520 nm (PBS buffer) | [Sensitive ]
Moisture Sensitive | [Usage]
Fluorescent labeling reagent for proteins. Used in the fluorescent antibody technique for rapid identification of pathogens | [ε(extinction coefficient)]
74,000 L⋅mol−1⋅cm−1 | [λmax]
490nm | [Φ(quantum yield)]
0.92 | [BRN ]
1407295 | [Biological Applications]
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 | [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 | [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]
MHMNJMPURVTYEJ-UHFFFAOYSA-N | [SMILES]
Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(ccc45)N=C=S)c1 | [CAS DataBase Reference]
3326-32-7(CAS DataBase Reference) | [Storage Precautions]
Moisture sensitive;Light sensitive | [EPA Substance Registry System]
3326-32-7(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS08 | [Signal word ]
Danger | [Hazard statements ]
H317-H334 | [Precautionary statements ]
P261-P272-P280-P284-P302+P352-P333+P313 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R42/43:May cause sensitization by inhalation and skin contact .
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
10 | [TSCA ]
Yes | [HS Code ]
29329990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Resp. Sens. 1
Skin Sens. 1 |
| Hazard Information | Back Directory | [Description]
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.1,2 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.1,3 5-FITC displays excitation/emission maxima of 494/519 nm, respectively.3 | [Chemical Properties]
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. | [Uses]
Fluorescein -5-isothiocyanate 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.
| [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. | [General Description]
In immuno histology/ cytology, Fluorescein-5-isothiocyanate (FITC) for biochemistry and for fluorescence microscopy, serve as marker substance for the visualization and for the detection of tissue-bound bio molecules like e.g. antigens, lectins, various proteins, peptides, nucleic acids, oligo- and polysaccharides in samples of human origin. FITC-marked antibodies bind specifically to the appropriate target structures in the tissue. An optimum FITC-protein (antibody) ratio is important for a good result.
FITC is an IVD registered product and CE certified, thus can be used for clinical diagnostic purposes. For more details, please see instructions for use (IFU). The IFU can be downloaded from this webpage. | [Synthesis]
Fluorescein 5-isothiocyanate (5-FITC) was first prepared as a hydrochloride in 1958 by the reaction of aminofluorescein and thiophosgene in acetone. However, only the neutral form of FITC can be used as a microbiological marker. To obtain neutral FITC, Boldyreva et al. introduced calcium carbonate, amides or tertiary amines into the synthesis (Figure 1)[4].
 | [storage]
Store at 2-8°C, protect from light, stored under nitrogen | [Purification Methods]
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.] | [References]
[1] VOLKER SCHNAIBLE Michael P. Identification of Fluorescein-5‘-Isothiocyanate-Modification Sites in Proteins by Electrospray-Ionization Mass Spectrometry[J]. Bioconjugate Chemistry Bioconjugate, 1999, 10 5: 861-866. DOI: 10.1021/bc990039x
[2] 4811218 Real time scanning electrophoresis apparatus for DNA sequencing[J]. International Journal of Biochemistry, 1989, 21 8: Page iii. DOI: 10.1016/0020-711x(89)90318-2
[3] SABNIS R W. Fluoroscein‐5‐isothiocyanate (FITC)[C]. 2015: 0. DOI: 10.1002/9781119007104.ch80 | [Abs/Em Maxima]
492/517 nm |
|
| Company Name: |
Okeanos Tech Co,. Ltd. Gold
|
| Telephone: |
010-62651721 18610486005 |
| Website: |
http://www.okeanos.com.cn/ |
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|