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Details

Stereochemistry ACHIRAL
Molecular Formula C21H11NO5S.ClH
Molecular Weight 425.842
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 3',6'-DIHYDROXY-5-ISOTHIOCYANATOSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHENE)-3-ONE HYDROCHLORIDE

SMILES

Cl.OC1=CC=C2C(OC3=CC(O)=CC=C3C24OC(=O)C5=CC(=CC=C45)N=C=S)=C1

InChI

InChIKey=VEOKINNSACYXAM-UHFFFAOYSA-N
InChI=1S/C21H11NO5S.ClH/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;1H

HIDE SMILES / InChI

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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
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

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Phosphorylated Ca2+-ATPase stable enough for structural studies.
2001-06-29
A unified procedure for conservative (morphology) and integral (DNA and immunophenotype) cell staining for flow cytometry.
2001-06-01
Effects of histatin 5 and derived peptides on Candida albicans.
2001-06-01
Serum amyloid P component binds to Fc gamma receptors and opsonizes particles for phagocytosis.
2001-06-01
Flow cytometry-based phagocytosis assay for sensitive detection of opsonic activity of pneumococcal capsular polysaccharide antibodies in human sera.
2001-06-01
Characterization of a fucose-binding protein from bull sperm and seminal plasma that may be responsible for formation of the oviductal sperm reservoir.
2001-06
An analytical approach to the measurement of equilibrium binding constants: application to EGF binding to EGF receptors in intact cells measured by flow cytometry.
2001-05-22
Brush-like branched biodegradable polyesters, part III. Protein release from microspheres of poly(vinyl alcohol)-graft-poly(D,L-lactic-co-glycolic acid).
2001-05-18
Characterization of viable autofluorescent macrophages among cultured peripheral blood mononuclear cells.
2001-05-01
Specific endocytosis and catabolism in the scavenger endothelial cells of cod (Gadus morhua L.) generate high-energy metabolites.
2001-05
The Sendai virus membrane fusion mechanism studied using image correlation spectroscopy.
2001-05
Isolation of extrachromosomal elements by histone immunoprecipitation.
2001-05
Transfection of annexin 1 in monocytic cells produces a high degree of spontaneous and stimulated apoptosis associated with caspase-3 activation.
2001-05
The role of CTLA-4 in murine contact hypersensitivity.
2001-05
Progesterone induces activation in Octopus vulgaris spermatozoa.
2001-05
Electroporation-mediated gene transfer that targets glomeruli.
2001-05
Deformation-induced lipid trafficking in alveolar epithelial cells.
2001-05
Capacitation and acrosome reaction in buffalo bull spermatozoa assessed by chlortetracycline and Pisum sativum agglutinin fluorescence assay.
2001-04-15
Theoretical versus experimental resolution in optical microscopy.
2001-04-15
Protein kinase C activity contributes to endothelial hyperpermeability during early angiogenesis in the chick chorioallantoic membrane.
2001-04
A simple method for measuring the F-actin content of human polymorphonuclear leukocytes in whole blood.
2001-04
Effect of nicotine on fibroblast beta 1 integrin expression and distribution in vitro.
2001-04
Antiplatelet mechanism of 2-chloro-3-(4-hexylphenyl)-amino-1,4-naphthoquinone (NQ304), an antithrombotic agent.
2001-04
Transgene expression in mouse airway epithelium by aerosol gene therapy with PEI-DNA complexes.
2001-04
Defect of syncytiotrophoblast formation and human chorionic gonadotropin expression in Down's syndrome.
2001-04
Comparison of anti-apoptotic signalling by the insulin receptor and IGF-I receptor in preadipocytes and adipocytes.
2001-04
Anetoderma arising in cutaneous B-cell lymphoproliferative disease.
2001-04
Circadian changes in ribulose-1,5-bisphosphate carboxylase/oxygenase distribution inside individual chloroplasts can account for the rhythm in dinoflagellate carbon fixation.
2001-04
Capillary electrophoresis of catecholamines with laser-induced fluorescence intensified charge-coupled device detection.
2001-04
Expression of chloride channel, ClC-5, and its role in receptor-mediated endocytosis of albumin in OK cells.
2001-03-23
Technique for using video microscopy and indicator dilution for repeated measurements of cardiac output in small animals.
2001-03
Effect of bafilomycin A1, a specific inhibitor of vacuolar (V-type) proton ATPases, on the capacitation of rabbit spermatozoa.
2001-03
Clinical importance of a micro-assay for the evaluation of sperm acrosome reaction using homologous zona pellucida.
2001-03
Evaluation of the acrosome reaction in human spermatozoa: comparison of cytochemical and fluorescence techniques.
2001-03
Localization of lysobisphosphatidic acid-rich membrane domains in late endosomes.
2001-03
Charge-coupled device camera-based detection of fluorescence-labeled proteins immobilized on nitrocellulose membranes.
2001-03
Effects of synthetic craniofacial materials on cerebral microcirculation.
2001-03
The ATP-binding site of brain phosphatidylinositol 4-kinase PI4K230 as revealed by 5'-p-fluorosulfonylbenzoyladenosine.
2001-03
Homotypic cluster formation of dendritic cells, a close correlate of their state of maturation. Defects in the biobreeding diabetes-prone rat.
2001-03
Fluorometric method for the simultaneous quantitation of differently-sized nanoparticles in rodent tissue.
2001-02-19
Analysis of extracellular gamma-aminobutyric acid, glutamate and aspartate in cat visual cortex by in vivo microdialysis and capillary electrophoresis-laser induced fluorescence detection.
2001-02-15
Modeled microgravity inhibits apoptosis in peripheral blood lymphocytes.
2001-02
Design of an interface to allow microfluidic electrophoresis chips to drink from the fire hose of the external environment.
2001-01
Sample preconcentration by field amplification stacking for microchip-based capillary electrophoresis.
2001-01
Field-inversion electrophoresis on a microchip device.
2001-01
Expression of progesterone membrane receptor in spermatozoa from normozoospermic and oligozoospermic men.
2001
[Malignant central nervous system tumors are susceptible to specific antibodies].
2001
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
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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 Wed Apr 02 12:37:16 GMT 2025
Edited
by admin
on Wed Apr 02 12:37:16 GMT 2025
Record UNII
LDN52RX9QF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE, 3',6'-DIHYDROXY-5-ISOTHIOCYANATO-, HYDROCHLORIDE
Preferred Name English
3',6'-DIHYDROXY-5-ISOTHIOCYANATOSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHENE)-3-ONE HYDROCHLORIDE
Systematic Name English
SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE, 3',6'-DIHYDROXY-5-ISOTHIOCYANATO-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
CAS
63469-13-6
Created by admin on Wed Apr 02 12:37:16 GMT 2025 , Edited by admin on Wed Apr 02 12:37:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID1069908
Created by admin on Wed Apr 02 12:37:16 GMT 2025 , Edited by admin on Wed Apr 02 12:37:16 GMT 2025
PRIMARY
PUBCHEM
113298
Created by admin on Wed Apr 02 12:37:16 GMT 2025 , Edited by admin on Wed Apr 02 12:37:16 GMT 2025
PRIMARY
FDA UNII
LDN52RX9QF
Created by admin on Wed Apr 02 12:37:16 GMT 2025 , Edited by admin on Wed Apr 02 12:37:16 GMT 2025
PRIMARY
ECHA (EC/EINECS)
264-260-9
Created by admin on Wed Apr 02 12:37:16 GMT 2025 , Edited by admin on Wed Apr 02 12:37:16 GMT 2025
PRIMARY