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12535 Sigma-Aldrich

NIR-664-iodoacetamide

suitable for fluorescence, ≥90% (HPLC)

Synonym: 4,5-Benzo-5′-(iodoacetaminomethyl)-1′,3,3,3′,3′-pentamethyl-1-(4-sulfobutyl)indodicarbocyanine

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Properties

assay   ≥90% (HPLC)
solubility   1-hexanol: soluble
  methanol: soluble
fluorescence   λex 664 nm; λem 689 nm in methanol
suitability   suitable for fluorescence
storage temp.   2-8°C
SMILES string   CN1c2ccc(CNC(=O)CI)cc2C(C)(C)/C1=C\C=C\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccc5ccccc5c4C3(C)C

Description

Application

NIR-664-iodoacetamide, is a cyanine-based dye, which is a very efficient sensor of the chemical environment because of its strong fluorescence response to the hydrophobic nature of its immediate microenvironment . Such changes result in an altered equilibrium between the monomer and aggregate states of this dye, which are demonstrated by absorption peaks at 665 and 615 nm, respectively . A fluorescent dye which can be covalently encapsulated into silica nanoparticles to elucidate the internal architecture using the methods of fluorescence correlation spectroscopy and fluorescence lifetime measurements . This dye has a quantum efficiency of 23%, a molar absorptivity of 187,000 L mol−1 cm−1 , and a small Stokes shift .

Other Notes

Cyanine label for derivatization of thiols

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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