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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)

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

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 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

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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Ying Zhang et al.
Carbohydrate research, 346(14), 2156-2164 (2011-08-10)
A simple and efficient procedure for the fluorescent labeling of saccharides is a prerequisite step for imaging the transport of polysaccharides in living cells. We report a one-pot strategy for the fluorescent labeling of saccharides with fluorescein-5-thiosemicarbazide (FTSC), which introduces
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