3-Nitropropanoic acid (Standard)

3-Nitropropanoic acid (Standard) is the analytical standard of 3-Nitropropanoic acid. This product is intended for research and analytical applications. 3-Nitropropanoic acid (β-Nitropropionic acid) is an irreversible and orally active inhibitor of succinate dehydrogenase. 3-Nitropropanoic acid exhibits potent antimycobacterial activity with a MIC value of 3.3 μM. 3-Nitropropanoic acid can induce cell apoptosis[1][2].

Product Specifications

CAS Number

[504-88-1]

Product Name Alternative

β-Nitropropionic acid (Standard) ; Bovinocidin (Standard)

UNSPSC

12352211

Target

Apoptosis; Autophagy; Bacterial; Reference Standards

Related Pathways

Anti-infection; Apoptosis; Autophagy; Others

Field of Research

Infection; Metabolic Disease

Smiles

O=C(O)CC[N+]([O-])=O

Molecular Formula

C3H5NO4

Molecular Weight

119.08

References & Citations

[1]Huang LS, et al. 3-nitropropionic acid is a suicide inhibitor of mitochondrial respiration that, upon oxidation by complex II, forms a covalent adduct with a catalytic base arginine in the active site of the enzyme. J Biol Chem. 2006 Mar 3;281 (9) :5965-72.|[2]Chomcheon P, et al. 3-Nitropropionic acid (3-NPA), a potent antimycobacterial agent from endophytic fungi: is 3-NPA in some plants produced by endophytes? J Nat Prod. 2005 Jul;68 (7) :1103-5.|[3]Solesio ME, et al. 3-Nitropropionic acid induces autophagy by forming mitochondrial permeability transition pores rather than activating the mitochondrial fission pathway. Br J Pharmacol. 2013 Jan;168 (1) :63-75.|[4]Kang B, et al. Effect of 3-nitropropionic acid inducing oxidative stress and apoptosis of granulosa cells in geese. Biosci Rep. 2018 Sep 12;38 (5) :BSR20180274.|[5]Pang Z, Geddes JW. Mechanisms of cell death induced by the mitochondrial toxin 3-nitropropionic acid: acute excitotoxic necrosis and delayed apoptosis. J Neurosci. 1997 May 1;17 (9) :3064-73.|[6]Túnez I, et al. Protective effect of melatonin on 3-nitropropionic acid-induced oxidative stress in synaptosomes in an animal model of Huntington's disease. J Pineal Res. 2004 Nov;37 (4) :252-6.|[7]Urbanska EM, et al. A. Mitochondrial toxin 3-nitropropionic acid evokes seizures in mice. Eur J Pharmacol. 1998 Oct 16;359 (1) :55-8.