Superiority:
PRODUCT DETAILS
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2-Ketoglutaric acid Chemical Properties |
Melting point |
113-115 °C |
Boiling point |
185.67°C (rough estimate) |
density |
1.2821 (rough estimate) |
FEMA |
3891 | 2-OXOPENTANEDIOIC ACID |
refractive index |
1.3920 (estimate) |
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 |
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) |
Provider |
Language |
alpha-Ketoglutaric acid |
English |
SigmaAldrich |
English |
ACROS |
English |
ALFA |
English |
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2-Ketoglutaric acid Usage And Synthesis |
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. |
References |
[1] //www.webmd.com
[2] # |
Chemical Properties |
Crystalline |
Uses |
A derivative of glutaric acid. |
Uses |
2-Ketoglutaric acid 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. |
Uses |
α-ketoglutaric acid along with L-arginine can undergo reduction with sodium cyanoborohydride to form the diastereomers, nopaline and isonopaline.
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Definition |
ChEBI: An oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle. |
General Description |
for biochemistry
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Biochem/physiol Actions |
α-Ketoglutaric acid (α-KG) has a wide range of applications in the animal feed, food, pharmaceutical and fine chemistry industries. |
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).
Thiamine deficiency is a critical factor in the formation of a-ketoglutaric acid by Y. lipolytica. The yeast strain is unable to synthesize the pyrimidine structure of the thiamine molecule, or a medium with thiamine deficiency required for production of a-ketoglutaric acid. The a-ketoglutaric acid excretion was triggered after logarithmic growth phase when the yeast was grown on a medium containing hexadecane or other alkanes with low thiamine concentration (0.7 lg/L). The biosynthesis of the acid continued in the stationary phase. It was possible to increase the concentration of a-ketoglutaric acid to 108.7 g/L on petrolatum with a substrate-related yield of 120 % (Finogenova et al. 2005).
The hyper-producing strain H355 produced highest amounts of a-ketoglutaric acid up to 195 g/L with a mixture of n-paraffins (C12–C18). Vegetable oils (olive, canola, sunflower, linseed, and rapeseed oil), ethanol, and glycerol were used as substrate for production of a-ketoglutaric acid by Y. lipolytica (Chernyavskaya et al. 1997, 2000; Il’chenko et al. 2001, 2002, 2003; Finogenova et al. 2002; Otto et al. 2013; Kamzolova and Morgunov 2013).
The effects of different conditions on production a-ketoglutaric acid, including initial substrate concentration, nitrogen source, exogenous vitamins, and calcium carbonate are investigated in some studies. The influence of thiamine limitation and excess of carbon and nitrogen source as well as a low pH on the intensive aketoglutaric acid production are revealed in the previous work. Thiamine and calcium ion concentration had the greatest effect on this organic acid accumulation when glycerol was used as carbon source (Zhou et al. 2010). An increased amount of zinc and iron ions is required for the a-ketoglutaric acid production from ethanol (Kamzolova et al. 2012a). |
Purification Methods |
Crystallise the keto-acid repeatedly from Me2CO/*benzene, EtOAc or ethyl propionate. Dry it in vacuo.[Beilstein 3 IV 1813.] |
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2-Ketoglutaric acid Preparation Products And Raw materials |
Raw materials |
Succinic acid-->Pentanedioic acid, 2-oxo-, 1-ethyl ester-->L-Glutamic acid, N-[(2S)-2-amino-2-carboxyethyl]--->(1R,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid-->Butanoic acid, 2-amino-4-(hydroxymethylphosphinyl)-, (2S)--->4-Hydroxyphenylpyruvic acid-->3-Phenylpyruvic acid-->SUCCINALDEHYDIC ACID-->2,5-Furandicarboxylic acid-->pyridoxal-->D(-)-Glutamic acid-->DL-Glutamic acid-->L-Tyrosine-->2-AMINOPHENOL HYDROCHLORIDE |
Preparation Products |
L-GLUTAMIC-2,3,3,4,4-D5 ACID-->ALPHA-KETOGLUTARIC ACID MONOSODIUM SALT-->4-Carbethoxybutyrolactone,γ-Carboethoxy-γ-butyrolactone-->6-Chloro-pyridazine-3-carboxylic acid ethyl ester |
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Group profiles
Leader Biochemical Group is a large leader incorporated industry manufacturers and suppliers of advanced refined raw materials From the year of 1996 when our factory was put into production to year of 2020, our group has successively invested in more than 52 factories with shares and subordinates.We focus on manufacture Pharm & chemicals, functional active ingredients, nutritional Ingredients, health care products, cosmetics, pharmaceutical and refined feed, oil, natural plant ingredients industries to provide top quality of GMP standards products.All the invested factories' product lines cover API and intermediates, vitamins, amino acids, plant extracts, daily chemical products, cosmetics raw materials, nutrition and health care products, food additives, feed additives, essential oil products, fine chemical products and agricultural chemical raw materials And flavors and fragrances. Especially in the field of vitamins, amino acids, pharmaceutical raw materials and cosmetic raw materials, we have more than 20 years of production and sales experience. All products meet the requirements of high international export standards and have been recognized by customers all over the world. Our manufacture basement & R&D center located in National Aerospace Economic & Technical Development Zone Xi`an Shaanxi China. Now not only relying on self-cultivation and development as well as maintains good cooperative relations with many famous research institutes and universities in China. Now, we have closely cooperation with Shanghai Institute of Organic Chemistry of Chinese Academy of Science, Beijing Institute of Material Medical of Chinese Academy of Medical Science, China Pharmaceutical University, Zhejiang University. Closely cooperation with them not only integrating Science and technology resources, but also increasing the R&D speed and improving our R&D power. Offering Powerful Tech supporting Platform for group development. Keep serve the manufacture and the market as the R&D central task, focus on the technical research. Now there are 3 technology R & D platforms including biological extract, microorganism fermentation and chemical synthesis, and can independently research and develop kinds of difficult APIs and pharmaceutical intermediates. With the strong support of China State Institute of Pharmaceutical Industry (hereinafter short for CSIPI), earlier known as Shanghai Institute of Pharmaceutical Industry (SIPI), we have unique advantages in the R & D and industrialization of high-grade, precision and advanced products. Now our Group technical force is abundant, existing staff more that 1000 people, senior professional and technical staff accounted for more than 50% of the total number of employees, including 15 PhD research and development personnel, 5 master′ S degree in technical and management personnel 9 people. We have advanced equipment like fermentation equipment and technology also extraction, isolation, purification, synthesis with rich production experience and strict quality control system, According to the GMP required, quickly transforming the R&D results to industrial production in time, it is our advantages and our products are exported to North and South America, Europe, Middle East, Africa, and other five continents and scale the forefront in the nation, won good international reputation. We believe only good quality can bring good cooperation, quality is our key spirit during our production, we are warmly welcome clients and partner from all over the world contact us for everlasting cooperation, Leader will be your strong, sincere and reliable partner in China.
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