ChemicalBook > CAS DataBase List > Oxobutanedioic acid

Oxobutanedioic acid

Product Name
Oxobutanedioic acid
CAS No.
328-42-7
Chemical Name
Oxobutanedioic acid
Synonyms
OXALOACETIC ACID;OXALACETIC ACID;2-OXOSUCCINIC ACID;OAA;oxalacetic;NSC 77688;NSC 284205;2-OXOSUCCINIC;OXLACETIC ACID;oxaloaceticaci
CBNumber
CB0271682
Molecular Formula
C4H4O5
Formula Weight
132.07
MOL File
328-42-7.mol
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Oxobutanedioic acid Property

Melting point:
161 °C (dec.)(lit.)
Boiling point:
163.94°C (rough estimate)
Density 
1.3067 (rough estimate)
vapor pressure 
0.003Pa at 20℃
refractive index 
1.4000 (estimate)
Flash point:
88°C
storage temp. 
-20°C
solubility 
H2O: 100 mg/mL
form 
powder
pka
2.22(at 25℃)
color 
White to off-white
PH
3.05(1 mM solution);2.29(10 mM solution);1.68(100 mM solution)
biological source
synthetic (organic)
Water Solubility 
soluble
Merck 
14,6909
BRN 
1705475
Stability:
Stable. Incompatible with strong oxidizing agents. Keep refrigerated.
LogP
-1.04 at 20℃
CAS DataBase Reference
328-42-7(CAS DataBase Reference)
NIST Chemistry Reference
Oxalacetic acid(328-42-7)
EPA Substance Registry System
Oxalacetic acetic (328-42-7)
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Safety

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29183000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
O4126
Product name
Oxaloacetic acid
Purity
≥97% (HPLC)
Packaging
1g
Price
$61.8
Updated
2024/03/01
TCI Chemical
Product number
O0072
Product name
Oxalacetic Acid
Purity
>97.0%(T)
Packaging
5g
Price
$58
Updated
2024/03/01
TCI Chemical
Product number
O0072
Product name
Oxalacetic Acid
Purity
>97.0%(T)
Packaging
25g
Price
$168
Updated
2024/03/01
Alfa Aesar
Product number
015789
Product name
Oxalacetic acid, 98+%
Packaging
2g
Price
$31.65
Updated
2024/03/01
Alfa Aesar
Product number
015789
Product name
Oxalacetic acid, 98+%
Packaging
10g
Price
$127
Updated
2023/06/20
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Oxobutanedioic acid Chemical Properties,Usage,Production

Description

Oxaloacetic acid is an α-keto acid and a key component of cellular metabolism in its conjugate base form, oxaloacetate. Oxaloacetate reacts with acetyl-coenzyme A (acetyl-CoA; ) and water to form citrate in the first step of the citric acid cycle and is regenerated by oxidation of L-malate in the final step. It is an intermediate in gluconeogenesis that is formed in mitochondria via carboxylation of pyruvate and subsequently decarboxylated and phosphorylated to form phosphoenolpyruvate. It can be converted to aspartate via addition of an amino group from glutamate. Oxaloacetate (30 μmol/min per 100 g for 30 minutes, i.v.) reduces blood glutamate levels, severity of neurological dysfunction, and brain edema in a rat model of closed head injury.

Chemical Properties

off-white crystals

Uses

A four carbon dicarboxylic acid that is an intermediate in the citric acid cycle and glucogenesis. It has been shown to inhibit succinate dehydrogenase.

Uses

Use as a TCA (Krebs cycle) intermediate supplement in hybridoma cell culture applications. Enhances hybridoma growth and productivity.

Uses

Oxaloacetic acid is a substrate for malate dehydrogenase and oxaloacetate decarboxylase. It is an inhibitor of succinic dehydrogenase. It is an intermediate in the citric acid cycle and glucogenesis.

Definition

ChEBI: An oxodicarboxylic acid that is succinic acid bearing a single oxo group.

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.

Flammability and Explosibility

Not classified

Biological Activity

Oxalacetic acid (Oxaloacetic acid, 2-Oxosuccinic acid, Ketosuccinic acid) is an intermediate of the citric acid cycle, where it reacts with acetyl-CoA to form citrate, catalysed by citrate synthase. It is also involved in gluconeogenesis, urea cycle, glyoxylate cycle, amino acid synthesis, and fatty acid synthesis. Oxaloacetate is also a potent inhibitor of Complex II.

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.

Purification Methods

Crystallise it from boiling EtOAc, or from hot Me2CO/hot *C6H6. [Beilstein 3 IV 1808.]

Oxobutanedioic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Diethyl oxalacetate Citric acid
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View Lastest Price from Oxobutanedioic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Oxobutanedioic acid 328-42-7
Price
US $75.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-28
Hebei Mujin Biotechnology Co.,Ltd
Product
Oxobutanedioic acid 328-42-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-31
Watson Biotechnology Co.,Ltd
Product
Oxalacetic acid 328-42-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20MT
Release date
2024-11-14

328-42-7, Oxobutanedioic acidRelated Search:

L-Malic acid Glycolic acid L-Lysine 4-Aminophenol 3,4-dihydroxybutanoic acid Malic acid 4-Me ester 2-HYDROXYSUCCINIC ACID METHYL ESTER D(+)-Malic acid Oxalic acid Oxalic acid dihydrate Oxalyl dihydrazide OXALIC ACID Oxalyl chloride Succinic acid DIETHYL OXALPROPIONATE Diethyl oxalacetate sodium salt Diethyl oxalacetate Aspartate aminotransferase

  • OXOBUTANEDIOIC ACID
  • OXOBUTANEDIOTIC ACID
  • OXOSUCCINIC ACID
  • OXLACETIC ACID
  • OXALACETIC ACID
  • OXALEACETIC ACID
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  • 2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxobutanedioic acid
  • Oxaloacetic Acid - CAS 328-42-7 - Calbiochem
  • 2-Ketosuccinic acid
  • Butanedioic acid, oxo-
  • 2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxaloacetic acid, Oxobutanedioic acid
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  • 2-OXOSUCCINIC
  • 2-OXOSUCCINIC ACID
  • NSC 284205
  • NSC 77688
  • Oxaloethanoic Acid
  • Oxalacetic acid, 98% 5GR
  • Butanedioic acid,2-oxo-
  • Oxalacetic acid SynonyMs 2-Oxosuccinic acid
  • oxalacetic
  • Oxalacetic acid,cis form
  • OXALOACETIC ACID, >=97% (HPLC)
  • OxalaceticAcid&gt
  • Malic Acid Impurity 5
  • oxaloaceticaci
  • Oxalacetic Acid for cell culture, 98%
  • PRT062607 (P505-15
  • Oxaloacetic acid, 10 mM in DMSO
  • 328-42-7
  • HOOCCOCH2COOH
  • C4H4O5
  • HOOCCH2COCOOH
  • HO2CCH2COCO2H
  • C1 to C5
  • Carboxylic Acids
  • Carbonyl Compounds
  • BioChemical
  • Biochemicals and Reagents
  • Building Blocks
  • Enzymes, Inhibitors, and Substrates
  • Enzyme Substrates
  • Substrates by Enzyme
  • Oxaloacetate decarboxylase
  • Organic Building Blocks
  • Metabolomics
  • Metabolites and Cofactors on the Metabolic Pathways Chart