46985

Sigma-Aldrich

Fluorescein-5-thiosemicarbazide

suitable for fluorescence, ~80% (HPCE)

Empirical Formula (Hill Notation):
C21H15N3O5S
CAS Number:
Molecular Weight:
421.43
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

assay

~80% (HPCE)

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

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
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)
Klara Post et al.
Retrovirology, 13(1), 89-89 (2016-12-31)
The nucleocapsid (NC) domain of HIV-1 Gag is responsible for specific recognition and packaging of genomic RNA (gRNA) into new viral particles. This occurs through specific interactions between the Gag NC domain and the Psi packaging signal in gRNA. In...
Brian C Avanzino et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(36), 9611-9616 (2017-08-23)
Picornaviruses use internal ribosome entry sites (IRESs) to translate their genomes into protein. A typical feature of these IRESs is their ability to bind directly to the eukaryotic initiation factor (eIF) 4G component of the eIF4F cap-binding complex. Remarkably, the...
Georgia de Assis Dias Alves et al.
PloS one, 14(5), e0216501-e0216501 (2019-05-09)
Cecropia obtusa is popularly used in the Amazonian region and exhibits antioxidant activity. Cosmetic formulations containing C. obtusa extract are commercially available for purchase; however, the chemical composition and the effects of the topical application of the extract are not...

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