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46950

Sigma-Aldrich

Fluorescein 5(6)-isothiocyanate

Fluorescein 5(6)-isothiocyanate

BioReagent, suitable for fluorescence, mixture of 2 components, ≥90% (HPLC)

Synonym(s):

FITC, Fluorescein isothiocyanate

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About This Item

Empirical Formula (Hill Notation):
C21H11NO5S
CAS Number:
27072-45-3
Molecular Weight:
389.38
Beilstein:
1407295
EC Number:
248-207-7
MDL number:
MFCD00005063
UNSPSC Code:
12171500
PubChem Substance ID:
329757273
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

100

product line

BioReagent

Assay

≥90% (HPLC)

fluorescence

λex 492 nm; λem 518 nm in 0.1 M phosphate pH 8.0

suitability

suitable for fluorescence

storage temp.

−20°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 5(6)-isothiocyanate, also known as FITC, is a weakly acidic hydroxyxanthene whose overall size is small, with both carboxylic acid and isothiocyanate substituents on the pendant phenyl ring. The dye has a moderately sized, nonplanar aromatic system. The isothiocyanate group reacts with nucleophilic substituents (e.g. amino, hydroxyl, thiol) of biomolecules to be attached as a fluorescent label. The maximum emission of the dye is at 519nm in the same solvent.

Application

Fluorescein 5(6)-isothiocyanate (FITC) labelled molecules are used in non-microscopic immunoassays and physiological tracing experiments. FITC is widely used in flow cytometry experiments for staining proteins, nuclei, and subnuclear particles. White blood cells (WBCs) are marked with FITC to study their response toward a chemoattractant, eventually being measured.
For fluorescent labeling of proteins (e.g. immunofluorescence); H Protein labeling for gel chromatography

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3464
BCCL7007
BCCH4149
BCCJ7341
BCCG6116

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Eddie A James et al.
Arthritis & rheumatology (Hoboken, N.J.), 66(7), 1712-1722 (2014-03-26)
Rheumatoid arthritis (RA) is thought to be a T cell-mediated disease, based on its strong association with HLA class II alleles, clinical responsiveness to T cell-directed therapies, and the presence of CD4+ T cells in rheumatoid joints. The presence of
Wenhuo Hu et al.
Blood, 125(14), 2206-2216 (2015-01-31)
Hematopoietic stem cells (HSCs) possess the ability to generate all hematopoietic cell types and to self-renew over long periods, but the mechanisms that regulate their unique properties are incompletely understood. Herein, we show that homozygous deletion of the miR-29a/b-1 bicistron
Marina Vivarelli et al.
Kidney international, 87(3), 602-609 (2015-01-08)
Alloimmune antenatal membranous nephropathy (MN) during pregnancy results from antibodies produced by a neutral endopeptidase (NEP)-deficient mother. Here we report two recent cases that provide clues to the severity of renal disease. Mothers of the two children had circulating antibodies
Luisa M Villar et al.
Annals of neurology, 76(2), 231-240 (2014-06-10)
To identify a biomarker distinguishing patients who, despite a primary progressive multiple sclerosis (PPMS) clinical course, may nonetheless benefit from immune therapy. The presence or absence of both immunoglobulin (Ig) G and IgM oligoclonal bands (OCB) was blindly examined in
Benoit Malleret et al.
Blood, 125(8), 1314-1324 (2014-11-22)
Plasmodium vivax merozoites only invade reticulocytes, a minor though heterogeneous population of red blood cell precursors that can be graded by levels of transferrin receptor (CD71) expression. The development of a protocol that allows sorting reticulocytes into defined developmental stages
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Questions

  1. Is it suitable for fluorescence microscopy?

    1 answer

    1. This product is tested for fluorescent labeling of proteins. While not tested specifically for use in fluorescent microscopy, this compound is routinely used in cell-based studies applying this technique.

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