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F7250

Sigma-Aldrich

Fluorescein isothiocyanate isomer I

suitable for protein labeling, ≥90% (HPLC), powder

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Synonym(s):
FITC, Fluorescein 5-isothiocyanate
Empirical Formula (Hill Notation):
C21H11NO5S
CAS Number:
Molecular Weight:
389.38
Beilstein:
1407295
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Assay

≥90% (HPLC)

form

powder

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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This Item
F3651F1628I9271
form

powder

form

powder

form

powder

form

powder

mp

>360 °C (lit.)

mp

-

mp

-

mp

-

solubility

acetone: 1 mg/mL

solubility

acetone: 1 mg/mL, clear, light yellow to yellow

solubility

-

solubility

DMSO: 5 mg/mL

fluorescence

λex 492 nm; λem 518 nm (green)

fluorescence

-

fluorescence

-

fluorescence

λex 492 nm; λem 515 nm (Mercaptoethanol adduct), λex 493 nm; λem 522 nm (pH 9.2)

suitability

suitable for protein labeling

suitability

-

suitability

suitable for fluorescent labeling techniques

suitability

-

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Vaccines: Recent Trends and Progress (2012)
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
Human monoclonal autoantibodies specific for the bullous pemphigoid antigen 1 (BPAg 1).
Peyron E
Journal of Immunology, 153, 1333-1333 (1994)
Chromatographically pure fluorescein and tetramethylrhodamine isothiocyanates.
L C FELTON et al.
Analytical biochemistry, 2, 178-180 (1961-04-01)

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