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O7753

Sigma-Aldrich

Oxaloacetic acid

powder, BioReagent, suitable for cell culture, suitable for insect cell culture, ≥97% (HPLC)

Synonym(s):

2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxobutanedioic acid

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About This Item

Linear Formula:
HOOCCH2COCOOH
CAS Number:
328-42-7
Molecular Weight:
132.07
Beilstein:
1705475
EC Number:
206-329-8
MDL number:
MFCD00002592
UNSPSC Code:
12352204
PubChem Substance ID:
24898047
NACRES:
NA.75

biological source

synthetic (organic)

Quality Level

200

product line

BioReagent

Assay

≥97% (HPLC)

form

powder

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

solubility

H2O: 100 mg/mL

storage temp.

−20°C

SMILES string

OC(=O)CC(=O)C(O)=O

InChI

1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)

InChI key

KHPXUQMNIQBQEV-UHFFFAOYSA-N

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General description

Oxaloacetic acid is a dicarboxylic acid that is present in every cell in the body. It is a metabolic intermediate of the tricarboxylic acid (TCA) cycle and gluconeogenesis.

Application

Oxaloacetic acid has been used to evaluate its effect on neuromuscular function and lifespan in amyotrophic lateral sclerosis (ALS) model superoxide dismutase 1 (SOD1) G93A mice. It has also been used as a supplement in Dulbecco′s modified Eagle′s medium (DMEM) to culture chicken fibroblast (DF-1) cells and chemically immortalized leghorn male hepatoma (LMH) cells for functional validation experiments.

Biochem/physiol Actions

Oxaloacetic acid plays a vital role in central metabolism. It inhibits succinate dehydrogenase and is a key regulator of mitochondrial metabolism.

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Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

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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Brian D Fink et al.
The Journal of biological chemistry, 293(51), 19932-19941 (2018-11-06)
We recently reported a previously unrecognized mitochondrial respiratory phenomenon. When [ADP] was held constant ("clamped") at sequentially increasing concentrations in succinate-energized muscle mitochondria in the absence of rotenone (commonly used to block complex I), we observed a biphasic, increasing then
Alexander Zlotnik et al.
Anesthesiology, 116(1), 73-83 (2011-12-02)
Decreasing blood glutamate concentrations after traumatic brain injury accelerates brain-to-blood glutamate efflux, leading to improved neurologic outcomes. The authors hypothesize that treatment with blood glutamate scavengers should reduce neuronal cell loss, whereas administration of glutamate should worsen outcomes. The authors
L T Wong et al.
Pediatric research, 20(3), 274-279 (1986-03-01)
An infant with the acute neonatal form of pyruvate carboxylase deficiency (cross-reacting material negative) presented with severe intractable lactic acidosis within 4 h after birth. He also had hyperammonemia, hypercitrullinemia, and hyperlysinemia. Plasma glutamine was not elevated. He had a
Tonya N Zeczycki et al.
Biochemistry, 50(45), 9724-9737 (2011-10-01)
The catalytic mechanism of the MgATP-dependent carboxylation of biotin in the biotin carboxylase domain of pyruvate carboxylase from R. etli (RePC) is common to the biotin-dependent carboxylases. The current site-directed mutagenesis study has clarified the catalytic functions of several residues
Lee Hua Long et al.
Biochemical and biophysical research communications, 417(1), 446-450 (2011-12-15)
Several phenolic compounds as well as ascorbate can oxidise in certain cell culture media (especially Dulbecco's modified Eagle's medium (DMEM)) to generate hydrogen peroxide. Addition of oxaloacetate decreased the levels of H(2)O(2) detected and the oxaloacetate was depleted. Oxaloacetate was
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