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164603

3-Nitropropionic acid

≥97% (HPLC), Succinate dehydrogenase inactivator, powder

Synonym(s):

3-Nitropropionic acid, 3-Nitropropionic acid, 3-NP, 3-NPA, 3NPA

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About This Item

Empirical Formula (Hill Notation):
C3H5NO4
CAS Number:
504-88-1
Molecular Weight:
119.08
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00007406
Assay:
≥97% (HPLC)
Form:
powder
Storage condition:
OK to freeze, protect from light
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Product Name

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.

Quality Segment

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

SMILES string

[N+](=O)([O-])CCC(=O)O

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

Preparation Note

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

Disclaimer

Toxicity: Toxic (F)

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Codes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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