Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C21H11NO5S |
| Molecular Weight | 389.381 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC2=C(C=C1)C3(OC(=O)C4=C3C=CC(=C4)N=C=S)C5=C(O2)C=C(O)C=C5
InChI
InChIKey=MHMNJMPURVTYEJ-UHFFFAOYSA-N
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
| Molecular Formula | C21H11NO5S |
| Molecular Weight | 389.381 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
Fluorescein isothiocyanate (FITC) 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. Isomer I (Fluorescein 5-isothiocyanate) has the thiocyanate group on the 4 carbon of the benzene ring, whereas isomer II (Fluorescein 6-isothiocyanate) has the thiocyanate on the 5 carbon. The two isomers are indistinguishable spectrally, either by wavelength or intensity. Isomer I is more easily isolated in pure form, so is less expensive. This may explain why isomer I is more commonly used for labeling. For many purposes, however, the mixed isomers of FITC will be perfectly suitable. Some FITC conjugates are being investigated for diagnostic purposes. Folate-fluorescein isothiocyanate, or folate-FITC, also identified as EC-17, targets folate receptors over expressed in certain cancers and could help in better identifying the margins of the cancer thereby achieving negative margins.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| TGF-beta1 release from biodegradable polymer microparticles: its effects on marrow stromal osteoblast function. | 2001 |
|
| Protein transduction: delivery of Tat-GTPase fusion proteins into mammalian cells. | 2001 |
|
| A method for directly determining the number of dendritic cells and for evaluation of their function in small amounts of human peripheral blood. | 2001 |
|
| Giant vacuoles observed in Dictyostelium discoideum. | 2001 |
|
| A simple method for measuring the F-actin content of human polymorphonuclear leukocytes in whole blood. | 2001 Apr |
|
| Transgene expression in mouse airway epithelium by aerosol gene therapy with PEI-DNA complexes. | 2001 Apr |
|
| Defect of syncytiotrophoblast formation and human chorionic gonadotropin expression in Down's syndrome. | 2001 Apr |
|
| Comparison of anti-apoptotic signalling by the insulin receptor and IGF-I receptor in preadipocytes and adipocytes. | 2001 Apr |
|
| Anetoderma arising in cutaneous B-cell lymphoproliferative disease. | 2001 Apr |
|
| Circadian changes in ribulose-1,5-bisphosphate carboxylase/oxygenase distribution inside individual chloroplasts can account for the rhythm in dinoflagellate carbon fixation. | 2001 Apr |
|
| Capillary electrophoresis of catecholamines with laser-induced fluorescence intensified charge-coupled device detection. | 2001 Apr |
|
| Serum-free cultured keratinocytes fail to organize fibronectin matrix and possess different distribution of beta-1 integrins. | 2001 Apr |
|
| Estradiol signaling via sequestrable surface receptors. | 2001 Apr |
|
| Capacitation and acrosome reaction in buffalo bull spermatozoa assessed by chlortetracycline and Pisum sativum agglutinin fluorescence assay. | 2001 Apr 15 |
|
| Theoretical versus experimental resolution in optical microscopy. | 2001 Apr 15 |
|
| Modeled microgravity inhibits apoptosis in peripheral blood lymphocytes. | 2001 Feb |
|
| Improved intracellular delivery of oligonucleotides by square wave electroporation. | 2001 Feb |
|
| Adenovirus-mediated wild-type p53 gene expression radiosensitizes non-small cell lung cancer cells but not normal lung fibroblasts. | 2001 Feb |
|
| Albumin release from biodegradable hydrogels composed of dextran and poly(ethylene glycol) macromer. | 2001 Feb |
|
| Confocal analysis of phosphatidylserine externalization with the use of biotinylated annexin V revealed with streptavidin-FITC, -europium, -phycoerythrin or -Texas Red in oxysterol-treated apoptotic cells. | 2001 Feb |
|
| Analysis of extracellular gamma-aminobutyric acid, glutamate and aspartate in cat visual cortex by in vivo microdialysis and capillary electrophoresis-laser induced fluorescence detection. | 2001 Feb 15 |
|
| Leukotriene D(4)-induced Rho-mediated actin reorganization in human bronchial smooth muscle cells. | 2001 Feb 16 |
|
| Fluorometric method for the simultaneous quantitation of differently-sized nanoparticles in rodent tissue. | 2001 Feb 19 |
|
| Design of an interface to allow microfluidic electrophoresis chips to drink from the fire hose of the external environment. | 2001 Jan |
|
| Sample preconcentration by field amplification stacking for microchip-based capillary electrophoresis. | 2001 Jan |
|
| Field-inversion electrophoresis on a microchip device. | 2001 Jan |
|
| The scanning near-field optical microscope as a tool for proteomics. | 2001 Jan |
|
| Characterization of a fucose-binding protein from bull sperm and seminal plasma that may be responsible for formation of the oviductal sperm reservoir. | 2001 Jun |
|
| Effects of histatin 5 and derived peptides on Candida albicans. | 2001 Jun 1 |
|
| Serum amyloid P component binds to Fc gamma receptors and opsonizes particles for phagocytosis. | 2001 Jun 1 |
|
| Phosphorylated Ca2+-ATPase stable enough for structural studies. | 2001 Jun 29 |
|
| Technique for using video microscopy and indicator dilution for repeated measurements of cardiac output in small animals. | 2001 Mar |
|
| Clinical importance of a micro-assay for the evaluation of sperm acrosome reaction using homologous zona pellucida. | 2001 Mar |
|
| Evaluation of the acrosome reaction in human spermatozoa: comparison of cytochemical and fluorescence techniques. | 2001 Mar |
|
| Charge-coupled device camera-based detection of fluorescence-labeled proteins immobilized on nitrocellulose membranes. | 2001 Mar |
|
| Effects of synthetic craniofacial materials on cerebral microcirculation. | 2001 Mar |
|
| The ATP-binding site of brain phosphatidylinositol 4-kinase PI4K230 as revealed by 5'-p-fluorosulfonylbenzoyladenosine. | 2001 Mar |
|
| Homotypic cluster formation of dendritic cells, a close correlate of their state of maturation. Defects in the biobreeding diabetes-prone rat. | 2001 Mar |
|
| Real-time polymerase chain reaction with fluorescent hybridization probes for the detection of prevalent mutations causing common thrombophilic and iron overload phenotypes. | 2001 Mar |
|
| Role of recipient epithelium in promoting survival of orthotopic corneal allografts in mice. | 2001 Mar |
|
| Release of BSA from poly(ortho ester) extruded thin strands. | 2001 Mar 12 |
|
| A simple method for preparation of immuno-magnetic liposomes. | 2001 Mar 14 |
|
| Cutting edge: CTLs rapidly capture membrane fragments from target cells in a TCR signaling-dependent manner. | 2001 Mar 15 |
|
| Expression of chloride channel, ClC-5, and its role in receptor-mediated endocytosis of albumin in OK cells. | 2001 Mar 23 |
|
| The Sendai virus membrane fusion mechanism studied using image correlation spectroscopy. | 2001 May |
|
| Isolation of extrachromosomal elements by histone immunoprecipitation. | 2001 May |
|
| Electroporation-mediated gene transfer that targets glomeruli. | 2001 May |
|
| Deformation-induced lipid trafficking in alveolar epithelial cells. | 2001 May |
|
| Characterization of viable autofluorescent macrophages among cultured peripheral blood mononuclear cells. | 2001 May 1 |
|
| Brush-like branched biodegradable polyesters, part III. Protein release from microspheres of poly(vinyl alcohol)-graft-poly(D,L-lactic-co-glycolic acid). | 2001 May 18 |
Sample Use Guides
Conjugation of FITC (Fluorescein 5-isothiocyanate) to IgG.
A standard solution of 1 mg FITC per ml 0.15 M Na2HPO4 X 2H20 solution (pH 9.0) is made for immediate use. About 10 ml of the FITC solution per gram protein is added to the IgG solution while stirring at room temperature. The pH is adjusted to 9.5 by addition of 0 1 M Na3PO4 X 1OH20 while stirring. The reaction is continued for 60 minutes at room temperature, while pH is maintained at 9.5. The conjugate is put on a 'Sephadex G 25 coarse' column, equilibrated and eluted with PBS, and the free dye is removed.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:36:56 UTC 2023
by
admin
on
Fri Dec 15 15:36:56 UTC 2023
|
| Record UNII |
I223NX31W9
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| Record Status |
Validated (UNII)
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| Record Version |
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I223NX31W9
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37918
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DTXSID80892440
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222-042-0
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3326-32-7
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D016650
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