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O4126

Sigma-Aldrich

Oxaloacetic acid

≥97% (HPLC)

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Synonym(s):
2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxobutanedioic acid
Linear Formula:
HOOCCH2COCOOH
CAS Number:
Molecular Weight:
132.07
Beilstein:
1705475
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥97% (HPLC)

form

powder

solubility

H2O: 100 mg/mL, clear to slightly hazy, colorless to light yellow

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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1 of 4

This Item
O7753O9504K1750
Oxaloacetic acid ≥97% (HPLC)

O4126

Oxaloacetic acid

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

O7753

Oxaloacetic acid

Oxaloacetic acid powder, suitable for hybridoma

O9504

Oxaloacetic acid

α-Ketoglutaric acid ≥98.5% (NaOH, titration)

K1750

α-Ketoglutaric acid

solubility

H2O: 100 mg/mL, clear to slightly hazy, colorless to light yellow

solubility

H2O: 100 mg/mL

solubility

H2O: 100 mg/mL

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

200

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

General description

Oxaloacetic acid is a dicarboxylic acid. It is an intermediate in the citric acid cycle. It is highly soluble in water and is present ubiquitously. It is produced in the mitochondria by the action of pyruvate carboxylase on pyruvate. Breakdown products of oxaloacetate includes malate, pyruvate and aspartic acid.

Application

Oxaloacetic acid has been used as a substrate for measuring citrate synthase activity in cybrids and neuroblastoma cells. It has also been used for measuring malate dehydrogenase reactivation.

Biochem/physiol Actions

Oxaloacetic acid being an intermediate in the tri carboxylic cycle is central to metabolism. It is part of gluconeogenesis pathway. Mutation in pyruvate carboxylase leads to decreased production of oxaloacetate. It inhibits succinate dehydrogenase and is a key regulator of mitochondrial metabolism.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Slide 1 of 4

1 of 4

Oxaloacetic acid supplementation as a mimic of calorie restriction
Cash A
Open Longevity Science, 3, 2227-2227 (2009)
MitoTALEN: a general approach to reduce mutant mtDNA loads and restore oxidative phosphorylation function in mitochondrial diseases
Hashimoto M, et al.
Molecular Therapy, 23(10), 15921599-15921599 (2015)
Alexander K H Weiss et al.
Bioscience reports, 40(3) (2020-02-19)
FAH domain containing protein 1 (FAHD1) is a mammalian mitochondrial protein, displaying bifunctionality as acylpyruvate hydrolase (ApH) and oxaloacetate decarboxylase (ODx) activity. We report the crystal structure of mouse FAHD1 and structural mapping of the active site of mouse FAHD1.
Synergistic coordination of polyethylene glycol with ClpB/DnaKJE bichaperone for refolding of heat-denatured malate dehydrogenase
Nian R, et al.
Biotechnology Progress, 25(4), 10781085-10781085 (2009)
Improved mitochondrial and methylglyoxal-related metabolisms support hyperproliferation induced by 50 Hz magnetic field in neuroblastoma cells
Falone S, et al.
Journal of Cellular Physiology, 231(9), 20142025-20142025 (2016)

Articles

Sigma-Aldrich presents an article about how proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metabolites away from mitochondrial oxidative phosphorylation, many tumor cells exhibit increased mitochondrial activity.

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

Protocols

Spectrophotometric assay evaluates malic dehydrogenase activity using bovine heart enzyme with critical histidine residue at active site.

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