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=C(C=C4)N=C=S)C5=C(O2)C=C(O)C=C5
InChI
InChIKey=GTQFZXYECNSNNC-UHFFFAOYSA-N
InChI=1S/C21H11NO5S/c23-12-2-5-15-18(8-12)26-19-9-13(24)3-6-16(19)21(15)17-7-11(22-10-28)1-4-14(17)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.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13583098
Curator's Comment: 1958
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Analysis of 3-(2-(ethylamino)propyl)-1,2,3,4-tetrahydro-5H(1)benzopyrano (3,4-c)pyridin-5-one in plasma by liquid chromatographic column switching after derivatizing the secondary amine with fluorescein-6-isothiocyanate. | 1985 Oct |
|
Fluorescence measurements of immune complexes of Mab 4-4-20 with isomeric haptens. | 1991 Mar |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:29:18 GMT 2023
by
admin
on
Fri Dec 15 18:29:18 GMT 2023
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Record UNII |
360X6ZS9ZB
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Record Status |
Validated (UNII)
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