3-Nitropropionic acid

Name: 3-Nitropropionic acid
Brand: MM

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):

C₃H₅NO₄

Número CAS:

504-88-1

Peso molecular:

119.08

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00007406

Nombre del producto

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.

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

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

Quality Level

100

Categorías relacionadas

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Disclaimer

Toxicity: Toxic (F)

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.

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.

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.

Legal Information

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

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral

Clase de almacenamiento

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