164603

3-Nitropropionic acid

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(s): 3-Nitropropionic acid, 3-Nitropropionic acid, 3-NP, 3-NPA, 3NPA
• Empirical Formula (Hill Notation): C₃H₅NO₄
• CAS Number: 504-88-1
• Molecular Weight: 119.08
• MDL number: MFCD00007406
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: light yellow
• solubility: ethanol: 100 mg/mL; DMSO: soluble
• shipped in: ambient
• storage temp.: 2-8°C
• 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

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.

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable