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N22908

Sigma-Aldrich

3-Nitropropionic acid

97%

Synonym(s):

β-Nitropropionic acid, 3-Nitropropanoic acid, Bovinocidin, Hiptagenic acid

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About This Item

Linear Formula:
O2N(CH2)2CO2H
CAS Number:
504-88-1
Molecular Weight:
119.08
Beilstein:
1759889
EC Number:
208-003-0
MDL number:
MFCD00007406
UNSPSC Code:
12352103
PubChem Substance ID:
329818412
NACRES:
NA.22

Quality Level

100

Assay

97%

form

crystals

mp

68-70 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)

InChI key

WBLZUCOIBUDNBV-UHFFFAOYSA-N

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Biochem/physiol Actions

Excitotoxin shown to cause brain lesions similar to those of Huntington′s disease.

replaced by

Product No.
Description
Pricing

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P330 + P331 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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E Brouillet et al.
Current opinion in neurology, 8(6), 469-473 (1995-12-01)
Compelling evidence suggests that a defect in energy metabolism may play a role in the pathogenesis of various degenerative disorders including Parkinson's disease and Huntington's disease. The behavioural and neuropathological consequences in primates of chronic systemic administration of mitochondrial toxins
Esther T Menze et al.
Neurotoxicology, 33(5), 1265-1275 (2012-08-02)
Huntington's disease (HD) is a progressive neurodegenerative disorder with a spectrum of cognitive, behavioral, and motor abnormalities. The mitochondrial toxin 3-nitropropionic acid (3-NP) effectively induces specific behavioral changes, primarily manifested as prepulse inhibition (PPI) deficit of acoustic startle stimuli, and
Wang-Tso Lee et al.
Progress in neurobiology, 72(2), 87-110 (2004-04-06)
Huntington's disease (HD) is an inherited neurodegenerative disease, in which there is progressive motor and cognitive deterioration, and for which the pathogenesis of neuronal death remains controversial. Mitochondrial toxins like 3-nitropropionic acid (3-NP) and malonate, functioning as the inhibitors of
Emmanuel Brouillet et al.
Journal of neurochemistry, 95(6), 1521-1540 (2005-11-23)
Huntington's disease (HD) is a neurodegenerative disorder caused by a mutation in the gene encoding Huntingtin. The mechanisms underlying the preferential degeneration of the striatum, the most striking neuropathological change in HD, are unknown. Of those probably involved, mitochondrial defects
Samantha Corrà et al.
iScience, 26(10), 107955-107955 (2023-10-09)
Mutations in MPV17 are a major contributor to mitochondrial DNA (mtDNA) depletion syndromes, a group of inherited genetic conditions due to mtDNA instability. To investigate the role of MPV17 in mtDNA maintenance, we generated and characterized a Drosophila melanogaster Mpv17
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