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Key Documents

F2502

Sigma-Aldrich

Fluorescein isothiocyanate isomer I

90%

Synonym(s):

FITC, Fluorescein 5-isothiocyanate

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About This Item

Empirical Formula (Hill Notation):
C21H11NO5S
CAS Number:
Molecular Weight:
389.38
Beilstein/REAXYS Number:
1407295
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:

assay

90%

form

powder

mp

>360 °C (lit.)

solubility

acetone: 1 mg/mL

λmax

499 nm

fluorescence

λex 492 nm; λem 518 nm (green)

SMILES string

Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(ccc45)N=C=S)c1

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

InChI key

MHMNJMPURVTYEJ-UHFFFAOYSA-N

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Application

Fluorescent labeling reagent for proteins.[1][2][3][4][5] Used in the fluorescent antibody technique for rapid identification of pathogens.[6][7]
Reagent for the FITC labeling of proteins; Microsequencing of proteins and peptides (HPLC)

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Fluorescent Protein Tracing (1962)
Fluorescein isothiocyanates: improved synthesis and purity. Spectral studies.
J E Sinsheimer et al.
Analytical biochemistry, 57(1), 227-231 (1974-01-01)
K Weber et al.
Proceedings of the National Academy of Sciences of the United States of America, 72(2), 459-463 (1975-02-01)
Cytoplasmic microtubules in tissue culture cells can be directly visualized by immunofluorescence microscopy. Antibody against tubulin from the outer doublets of sea urchin sperm flagella decorates a network of fine cytoplasmic fibers in a variety of cell lines of human
Evaluation of commercial fluorescein isothiocyanates used in fluorescent antibody studies.
W B Cherry et al.
Stain technology, 44(4), 179-186 (1969-07-01)
Ultra-rapid fluorescent labelling of proteins.
H RINDERKNECHT
Nature, 193, 167-168 (1962-01-13)

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