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 |
MOL RATIO
1 MOL RATIO (average) |
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
Sourcing
PubMed
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.