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Merck
CN

O7753

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
UNSPSC Code:
12352204
NACRES:
NA.75
PubChem Substance ID:
24898047
EC Number:
206-329-8
Beilstein/REAXYS Number:
1705475
MDL number:
MFCD00002592

Key Documents

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Quality Level

200

InChI key

KHPXUQMNIQBQEV-UHFFFAOYSA-N

InChI

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

SMILES string

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

biological source

synthetic (organic)

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

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000501416
0000501416
0000475265
0000475265
0000308465

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Zhitao Wang et al.
Viruses, 13(6) (2021-07-03)
Gallid alpha-herpesvirus 1, also known as avian infectious laryngotracheitis virus (ILTV), continues to cause huge economic losses to the poultry industry worldwide. Similar to that of other herpesvirus-encoded proteins, the expression of viral genes encoded by ILTV is regulated by
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
E Esenmo et al.
The American journal of physiology, 263(1 Pt 1), E36-E41 (1992-07-01)
Estimating the rate of hepatic gluconeogenesis in vivo from the incorporation of 14C from 14CO2 into glucose requires determination of the rates in liver of equilibration of oxaloacetate with fumarate, conversion of oxaloacetate to phosphoenolpyruvate (PEP), and conversion of PEP
Anthony Gandin et al.
Plant & cell physiology, 53(9), 1627-1637 (2012-08-01)
In higher plants, the mitochondrial electron transport chain has non-phosphorylating alternative pathways that include the alternative terminal oxidase (AOX). This alternative pathway has been suggested to act as a sink for dissipating excess reducing power, minimizing oxidative stress and possibly
Eva Brekke et al.
Glia, 60(1), 147-158 (2011-11-05)
Pyruvate carboxylation (PC) is thought to be the major anaplerotic reaction for the tricarboxylic acid cycle and is necessary for de novo synthesis of amino acid neurotransmitters. In the brain, the main enzyme involved is pyruvate carboxylase, which is predominantly
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