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46985

Sigma-Aldrich

Fluorescein-5-thiosemicarbazide

suitable for fluorescence, ~80% (HPCE)

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About This Item

Empirical Formula (Hill Notation):
C21H15N3O5S
CAS Number:
76863-28-0
Molecular Weight:
421.43
MDL number:
MFCD00155658
UNSPSC Code:
12352125
PubChem Substance ID:
329757284
NACRES:
NA.32

assay

~80% (HPCE)

Quality Level

100

form

solid

solubility

DMF: soluble
H2O: soluble

fluorescence

λex 492 nm; λem 516 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

NNC(=S)Nc1ccc(c(c1)C(O)=O)C2=C3C=CC(=O)C=C3Oc4cc(O)ccc24

InChI

1S/C21H15N3O5S/c22-24-21(30)23-10-1-4-13(16(7-10)20(27)28)19-14-5-2-11(25)8-17(14)29-18-9-12(26)3-6-15(18)19/h1-9,25H,22H2,(H,27,28)(H2,23,24,30)

InChI key

MEUCHQDLZYLNQY-UHFFFAOYSA-N

Related Categories

General description

Fluorescein-5-thiosemicarbazide, also known as FTC, is a fluorescent probe. The FTSC fluorescent spectra is like FITC, a preferred fluorescent tag for proteomics. The fluorescence spectral properties of FTSC-labeled vesicles obtained by reductive amination are fully compatible with the argon laser of fluorescent instruments.

Application

Fluorescein-5-thiosemicarbazide can be used as a fluorescent labeling reagent to label:
  • Cell-surface functional groups (glycophorins) in the study of the effect of deoxygenation in the red blood cell membrane.
  • Saccharides applicable in polysaccharide imaging in live cells.
  • Chondroitin sulfate nanogels applicable in cell-specific drug delivery applications.

Features and Benefits

Fluorescein-5-thiosemicarbazide has the following benefits -

  • It displays strong fluorescence property.
  • Shows an intrinsic reactivity of the thiosemicarbazide group towards the aldehyde group.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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One-pot fluorescent labeling of saccharides with fluorescein-5-thiosemicarbazide for imaging polysaccharides transported in living cells
Zhang Y, et al.
Carbohydrate Research, 346(14), 2156-2164 (2011)
Shinichi Nishimura et al.
PloS one, 8(12), e83716-e83716 (2014-01-05)
Cholesterol plays important roles in biological membranes. The cellular location where cholesterol molecules work is prerequisite information for understanding their dynamic action. Bioimaging probes for cholesterol molecules would be the most powerful means for unraveling the complex nature of lipid
Carina C Clingman et al.
eLife, 3 (2014-06-18)
Gene expression and metabolism are coupled at numerous levels. Cells must sense and respond to nutrients in their environment, and specialized cells must synthesize metabolic products required for their function. Pluripotent stem cells have the ability to differentiate into a
J D Corbett et al.
Biophysical journal, 66(1), 25-30 (1994-01-01)
We have used the fluorescence photobleaching recovery technique to study the dependence on oxygen tension of the lateral mobility of fluorescently labeled band 3, the phospholipid analogue fluorescein phosphatidylethanolamine, and glycophorins in normal red blood cell membranes. Band 3 protein
Hua Tian et al.
Journal of cellular and molecular medicine, 21(1), 107-120 (2016-08-12)
Oxidative stress and inflammation play important roles in the pathogenesis of cardiovascular disease (CVD). Oxidative stress-induced desialylation is considered to be a primary step in atherogenic modification, and therefore, the attenuation of oxidative stress and/or inflammatory reactions may ameliorate CVD.
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