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F7250

Sigma-Aldrich

Fluorescein isothiocyanate isomer I

≥90% purity (HPLC), powder

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:
NACRES:
NA.47

product name

Fluorescein isothiocyanate isomer I, suitable for protein labeling, ≥90% (HPLC), powder

Quality Level

assay

≥90% (HPLC)

form

powder

color

orange to dark orange

mp

>360 °C (lit.)

solubility

acetone: 1 mg/mL

fluorescence

λex 492 nm; λem 518 nm (green)

suitability

suitable for protein labeling

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

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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General description

Fluorescein isothiocyanate (FITC) is yellow-orange in color with an absorption maximum at 495nm. Upon excitation, it emits a yellow-green color with an emission maximum at 525nm.
It 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.
Fluorescein isothiocyanate isomer I has been proposed as a contact sensitizer.

Application

Reagent for the FITC labeling of proteins; microsequencing of proteins and peptides (HPLC)
Biological applications include use as a fluorescent labeling reagent for proteins, a fluorescent reagent for protein tracing, and a reagent in the fluorescent antibody technique for the rapid identification of pathogens. It may be employed as the derivatization reagent for amphetamine, methamphetamine, 3,4-methylenedioxymethamphetamine and P-phenylethylamine in human urine during their capillary electrophoretic (CE) determination. It may be used for the preparation of fluorescent antibodies. It was employed for in vitro sensitization studies.
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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Ramseier et al.
Electrophoresis, 19(16-17), 2967-2975 (1998-12-31)
Amines can easily be derivatized with fluorescein isothiocyanate isomer I (FITC) and analyzed by capillary electrophoresis (CE) using alkaline buffers with or without dodecyl sulfate micelles. This paper reports the CE analysis of FITC-derivatized amphetamine, methamphetamine, 3,4-methylenedioxymethamphetamine and beta-phenylethylamine in
Structural mechanisms of acute VEGF effect on microvessel permeability.
Fu BM and Shen S
American Journal of Physiology. Heart and Circulatory Physiology, 284, H2124-H2124 (2003)
Test of a two-pathway model for small-solute exchange across the capillary wall.
Fu BM
The American Journal of Physiology, 274, H2062-H2062 (1998)
S E Macatonia et al.
Immunology, 59(4), 509-514 (1986-12-01)
Lymph node cells taken 24 hr after skin-painting mice with the contact sensitizer fluorescein isothiocyanate (FITC) induce delayed-type hypersensitivity in recipient mice. Skin-painting increased the number of dendritic cells (DC) in the draining lymph nodes without significantly changing the number
Chromatographically pure fluorescein and tetramethylrhodamine isothiocyanates.
L C FELTON et al.
Analytical biochemistry, 2, 178-180 (1961-04-01)

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