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2-Ketoglutaric acid

Product Name
2-Ketoglutaric acid
CAS No.
328-50-7
Chemical Name
2-Ketoglutaric acid
Synonyms
Oxoglutaric acid;α-Ketoglutaric acid;ALPHA-KETOGLUTARIC ACID;2-OXOGLUTARIC ACID;2-OXOPENTANEDIOIC ACID;A-KETOGLUTARIC ACID;α-KG;2-ketoglutarate;KETO-GLU;Oxoglurate
CBNumber
CB1371815
Molecular Formula
C5H6O5
Formula Weight
146.1
MOL File
328-50-7.mol
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2-Ketoglutaric acid Property

Melting point:
113-115 °C
Boiling point:
185.67°C (rough estimate)
Density 
1.2821 (rough estimate)
vapor pressure 
0.01Pa at 25℃
refractive index 
1.3920 (estimate)
FEMA 
3891 | 2-OXOPENTANEDIOIC ACID
storage temp. 
2-8°C
solubility 
H2O: soluble0.1g/mL, clear, colorless
form 
Crystalline Powder
pka
2.47(at 25℃)
color 
White to slightly yellow
Odor
Odorless
PH
3.09(1 mM solution);2.36(10 mM solution);1.77(100 mM solution)
Water Solubility 
Soluble in water, methanol and dimethyl sulfoxide.
Merck 
14,5303
JECFA Number
634
BRN 
1705689
InChIKey
KPGXRSRHYNQIFN-UHFFFAOYSA-N
LogP
-2.08 at 25℃
CAS DataBase Reference
328-50-7(CAS DataBase Reference)
NIST Chemistry Reference
2-Oxopentanedioic acid(328-50-7)
EPA Substance Registry System
Pentanedioic acid, 2-oxo- (328-50-7)
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Safety

Hazard Codes 
Xi,T
Risk Statements 
37/38-41-36/37/38-23/24/25
Safety Statements 
26-39-45-36/37/39
WGK Germany 
3
TSCA 
Yes
HS Code 
29183000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
75890
Product name
α-Ketoglutaric acid
Purity
≥99.0% (T)
Packaging
25g
Price
$43.2
Updated
2024/03/01
Sigma-Aldrich
Product number
75890
Product name
α-Ketoglutaric acid
Purity
≥99.0% (T)
Packaging
100g
Price
$103
Updated
2024/03/01
Sigma-Aldrich
Product number
61234
Product name
α-Ketoglutaric acid
Purity
analytical standard
Packaging
10MG
Price
$80.9
Updated
2022/05/15
Sigma-Aldrich
Product number
61234
Product name
α-Ketoglutaric acid
Purity
analytical standard
Packaging
50MG
Price
$198
Updated
2022/05/15
TCI Chemical
Product number
K0005
Product name
2-Oxoglutaric Acid
Purity
>99.0%(T)
Packaging
25g
Price
$53
Updated
2024/03/01
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2-Ketoglutaric acid Chemical Properties,Usage,Production

Description

2-Ketoglutaric acid also known as α-Ketoglutaric acid (AKG) is a chemical found in the body. It is a ketone derivative of the organic compound glutaric acid. It is important for the proper metabolism of all essential amino acids and the transfer of cellular energy in the citric acid or Krebs cycle. In combination with L-glutamate, AKG can reduce levels of ammonia formed in the brain, muscles, and kidneys, as well as help balance the body’s nitrogen chemistry and prevent nitrogen excess in body tissues and fluids.
α-Ketoglutaric acid is used for kidney disease; intestinal and stomach disorders, including bacterial infections; liver problems; cataracts; and recurring yeast infections. It is also used for improving the way kidney patients receiving hemodialysis treatments process protein.

Chemical Properties

2-Ketoglutaric acid is a white to yellowish crystalline powder. It is easily soluble in water, alcohol, and extremely insoluble in ether. It becomes light gray-yellow when stored for a long time, and is easy to deliquescence.

Uses

2-Ketoglutaric acid has a wide range of applications in the animal feed, food, pharmaceutical and fine chemistry industries. It is used as an intermediate in the kreb's cycle catalyzed by glutamate dehydrogenase enzyme on glutamate. It is also used in dietary supplements to improve protein synthesis.

Definition

ChEBI: 2-oxoglutaric acid is an oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle. It has a role as a fundamental metabolite. It derives from a glutaric acid. It is a conjugate acid of a 2-oxoglutarate(1-).

Application

2-Ketoglutaric acid is a derivative of glutaric acid. It plays an important role in the metabolism of microbial cells and It acts as precursor for the synthesis of amino acids and nucleotides. α-ketoglutaric acid along with L-arginine can undergo reduction with sodium cyanoborohydride to form the diastereomers, nopaline and isonopaline. α-ketoglutaric acid can be prepared in 1:1 and 2:1 L-arginine alpha-ketoglutarate for sports nutrition. mainly as an ingredient in sports nutrition drinks.

Preparation

Synthesis of α-ketoglutaric acid: 225 g of triethyl nitrilotricarboxylate and 600 ml of concentrated hydrochloric acid were mixed and left to pass through. It was concentrated by distillation to 140°C, and the residue was crystallized by cooling to obtain 110-112 g of α-ketoglutaric acid with a yield of 92-93%.

General Description

2-Ketoglutaric acid is a 2-oxocarboxylic acid (2-OCA), one of the important intermediates in the Krebs cycle, after isocitrate and before succinyl CoA. It is an important nitrogen transporter and is transaminate along with glutamine to form glutamate. It can be used to differentiate microorganisms based on metabolic properties. It also possesses metabolic properties, decreasing the level of hydrogen peroxide in cell culture.

Flammability and Explosibility

Not classified

Biotechnological Applications

a-Ketoglutaric acid is an intermediate of the tricarboxylic acid cycle and the main compound of amino acid and protein metabolism. This organic acid could be used as building-block chemical for the chemical synthesis of heterocycles, dietary supplement, component of infusion solutions, and wound healing compounds (Otto et al. 2013).

Purification Methods

Crystallise the keto-acid repeatedly from Me2CO/*benzene, EtOAc or ethyl propionate. Dry it in vacuo.[Beilstein 3 IV 1813.]

2-Ketoglutaric acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Ketoglutaric acid Suppliers

CMS Chemicals Limited
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MDA Chemicals Ltd.
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View Lastest Price from 2-Ketoglutaric acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Ketoglutaric acid 328-50-7
Price
US $1.00/KG
Min. Order
1KG
Purity
≥90.00%
Supply Ability
100kg/month
Release date
2021-06-08
WUHAN FORTUNA CHEMICAL CO., LTD
Product
alpha-Ketoglutaric acid 328-50-7
Price
US $0.00/Kg/Drum
Min. Order
25KG
Purity
99.0~101.0%
Supply Ability
40tons/month
Release date
2021-06-04
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
2-Ketoglutaric acid 328-50-7
Price
US $99.00-66.00/kg
Min. Order
0.0010000000474974513kg
Purity
99%
Supply Ability
5000
Release date
2024-08-19

328-50-7, 2-Ketoglutaric acidRelated Search:


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