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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)
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

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Oxobutanedioic acid Suppliers

Z-trans Biochemistry Technology (Suzhou) Co.,Ltd
Tel
0512-66317708 13372112871
Email
huijuan@zitrans.cn
Country
China
ProdList
1748
Advantage
58
Hubei Enxing Biotechnology Co., Ltd
Tel
16621771607
Email
exbio_tech@163.com
Country
China
ProdList
8210
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Shanghai Longsheng chemical Co.,Ltd.
Tel
021-58099652-8005 13585536065
Fax
021-58099609
Email
bin.wu@shlschem.com
Country
China
ProdList
9809
Advantage
59
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View Lastest Price from Oxobutanedioic acid manufacturers

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
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 Weibang Biotechnology Co., Ltd
Product
Oxobutanedioic acid 328-42-7
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-15

328-42-7, Oxobutanedioic acidRelated Search:


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  • PRT062607 (P505-15
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  • 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
  • Metabolic Pathways