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SML1961 Sigma

EF5

≥98% (HPLC)

Synonym: 2-(2-Nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide, EF-5, NSC 684681

  • CAS Number 152721-37-4

  • Empirical Formula (Hill Notation) C8H7F5N4O3

  • Molecular Weight 302.16

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, E
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 10 mg/mL, clear
storage temp.   2-8°C

Description

Biochem/physiol Actions

EF5 is a 2-nitroimidazole-based hypoxia marker corresponding to a pentafluorinated derivative of the hypoxic cell-radiation sensitizer etanidazole. Under low oxygen (hypoxic) condition, reductive activation of its 2-nitroimidazole moiety leads to enhanced EF5 adduct formation with protein thiols and reduced glutathione. The pentafluorination derivatization substantially decreases the proportion of low molecular weight hydrolytic fragmentation of the adducts, making EF5 superior to etanidazole when utilized as a hypoxia marker by immunohistological staining.

Safety & Documentation

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Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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