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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
Structure of FLUORESCEIN 6-ISOTHIOCYANATE

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

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

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

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:29:18 UTC 2023
Edited
by admin
on Fri Dec 15 18:29:18 UTC 2023
Record UNII
360X6ZS9ZB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUORESCEIN 6-ISOTHIOCYANATE
Common Name English
FLUORESCEIN-6-ISOTHIOCYANATE
Common Name English
3',6'-DIHYDROXY-6-ISOTHIOCYANATOSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE
Systematic Name English
6-FITC [MI]
Common Name English
FITC, 6-
Common Name English
Code System Code Type Description
FDA UNII
360X6ZS9ZB
Created by admin on Fri Dec 15 18:29:18 UTC 2023 , Edited by admin on Fri Dec 15 18:29:18 UTC 2023
PRIMARY
PUBCHEM
2762652
Created by admin on Fri Dec 15 18:29:18 UTC 2023 , Edited by admin on Fri Dec 15 18:29:18 UTC 2023
PRIMARY
CAS
18861-78-4
Created by admin on Fri Dec 15 18:29:18 UTC 2023 , Edited by admin on Fri Dec 15 18:29:18 UTC 2023
PRIMARY
EPA CompTox
DTXSID10293325
Created by admin on Fri Dec 15 18:29:18 UTC 2023 , Edited by admin on Fri Dec 15 18:29:18 UTC 2023
PRIMARY