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164603 Sigma-Aldrich

3-Nitropropionic acid - CAS 504-88-1 - Calbiochem

A cell-permeable, irreversible inactivator (~3 mM) of succinate dehydrogenase that upon oxidation by Complex II forms a covalent adduct with Arg297 in the active site of the enzyme.

Synonym: 3-Nitropropionic acid - CAS 504-88-1 - Calbiochem, 3-Nitropropionic acid, 3-NP, 3-NPA, 3NPA

  • CAS Number 504-88-1

  • Empirical Formula (Hill Notation) C3H5NO4

  • Molecular Weight 119.08

  •  MDL number MFCD00007406

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Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, Cell Stress, Mitochondrial Inhibitors, Nitric Oxide and Cell Stress More...
Quality Level   100
assay   ≥98% (NMR)
form   powder
mfr. no.   Calbiochem®
storage condition   OK to freeze
  protect from light
storage conditions   +2C to +8C
color   light yellow
solubility   ethanol: 100 mg/mL
  DMSO: soluble
shipped in   ambient
InChI   1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)
InChI key   WBLZUCOIBUDNBV-UHFFFAOYSA-N

Description

General description

A cell-permeable, irreversible inactivator (~3 mM) of succinate dehydrogenase that upon oxidation by Complex II forms a covalent adduct with Arg297 in the active site of the enzyme. Disrupts the blood-brain barrier and causes severe energy (ATP) impairment. Also replicates several pathophysiological symptoms of Huntington disease, including spontaneous choreiform and dystonic movements and degeneration of striatum in rodent models. Chronic administration of 3-NP (38 mg/kg/day) is shown to cause activation of c-Jun kinase in striatum.

Packaging

50 mg in Glass bottle

Packaged under inert gas

Warning

Toxicity: Toxic (F)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Beal, M., et al. 1993, J. Neurosci.13, 4181.
Pang, Z., et al. 1997, J. Neuroscience17, 3064.
Huang, L., et al. 2006, J. Bio. Chem. 281, 5965.
Garcia, M., et al. 2002, J. Neurosci. 22, 2174.
Kim, G. W., et al. 2003, J. Neurosci.23, 8733.

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Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
Protocols & Articles
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