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
- Molecular Weight:
- 146.1
- MOL File:
- 328-50-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/24 19:19:26
| Melting point | 113-115 °C |
|---|---|
| Boiling point | 185.67°C (rough estimate) |
| Density | 1.2821 (rough estimate) |
| vapor pressure | 0.01Pa at 25℃ |
| 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 |
| PH | 3.09(1 mM solution);2.36(10 mM solution);1.77(100 mM solution) |
| Odor | Odorless |
| 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H318 | |||||||||
| Precautionary statements | P280-P305+P351+P338+P310 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
2-Ketoglutaric acid price More Price(25)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | K1750 | α-Ketoglutaric acid ≥98.5% (NaOH, titration) | 328-50-7 | 100G | ₹5520.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | K1128 | α-Ketoglutaric acid BioReagent, suitable for cell culture, suitable for insect cell culture | 328-50-7 | 5G | ₹2911.93 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | K1750 | α-Ketoglutaric acid ≥98.5% (NaOH, titration) | 328-50-7 | 1KG | ₹22234.55 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | K1128 | α-Ketoglutaric acid BioReagent, suitable for cell culture, suitable for insect cell culture | 328-50-7 | 25G | ₹5022.8 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | K1128 | α-Ketoglutaric acid BioReagent, suitable for cell culture, suitable for insect cell culture | 328-50-7 | 100G | ₹11810.08 | 2022-06-14 | Buy |
2-Ketoglutaric acid Chemical Properties,Uses,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.
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
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| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| SYNOVA CHEMICALS | +91-9920741772 +91-9920741772 | Mumbai, India | 428 | 58 | Inquiry |
| JIVICHEM SYNTHESIS PVT LTD | +91-7028392790 +91-7028392790 | Maharashtra, India | 337 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| S D Fine Chem Limited | +91-9323715856 +91-9323715856 | Maharashtra, India | 368 | 58 | Inquiry |
| ALPHA CHEMIKA | +91-22-22061123 +91-22-66382501 | Mumbai, India | 1681 | 43 | Inquiry |
| Scientific OEM | +91-22- 2343 7546 / 2341 3094 | New Delhi, India | 1996 | 38 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| FINAR LTD | +91 - 2717 - 616717 | New Delhi, India | 660 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| SYNOVA CHEMICALS | 58 |
| JIVICHEM SYNTHESIS PVT LTD | 58 |
| JSK Chemicals | 58 |
| S D Fine Chem Limited | 58 |
| ALPHA CHEMIKA | 43 |
| Scientific OEM | 38 |
| CHEMSWORTH | 30 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| FINAR LTD | 58 |
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