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.
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Synonym(s):
3-Nitropropionic acid, 3-Nitropropionic acid, 3-NP, 3-NPA, 3NPA
Empirical Formula (Hill Notation):
C3H5NO4
Recommended Products
Quality Level
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
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.
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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