α-Ketoglutaric acid
SIGMA/K1128 - BioReagent, suitable for cell culture, suitable for insect cell culture
Synonym: 2-Oxoglutaric acid; 2-Oxopentanedioic acid
CAS Number: 328-50-7
Empirical Formula (Hill Notation): C5H6O5
Molecular Weight: 146.10
EC Number: 206-330-3
MDL Number: MFCD00004165
Linear Formula: HOOCCH2CH2COCOOH
Product Type: Chemical
| assay | ≥98.5% NaOH basis (titration) |
| form | powder or crystals |
| InChI | 1S/C5H6O5/c6-3(5(9)10)1-2 |
| InChI key | KPGXRSRHYNQIFN-UHFFFAOYSA |
| product line | BioReagent |
| Quality Level | 200  |
| SMILES string | OC(=O)CCC(=O)C(O)=O |
| solubility | water: 100 mg/mL, clear to slightly hazy, colorless to almost colorless |
| storage temp. | 2-8°C |
| technique(s) | cell culture | insect: suitable |
| cell culture | mammalian: suitable |
| Application: | α-Ketoglutaric acid has been used: • as a supplement in minimum essential medium α (α-MEM) to culture primary mesenchymal stromal/stem cells (MSCs) to study its effects on age-related osteoporosis • for chemical treatments to compare the treatment effects of several compounds on lifespan between manual and automated lifespan machine (ALM) platforms • as a printed chemotaxis ligand to screen chemotaxis receptors with high-throughput technologies and verify the interactions with surface plasmon resonance (SPR) |
| Biochem/physiol Actions: | Alpha-ketoglutarate (αKG), a nitrogen scavenger, is an important source of glutamate and glutamine. It controls the synthesis of ATP and decreases the generation of equivalent (NAD+/NADH) in the tricarboxylic acid (TCA) cycle. It promotes the synthesis of protein and prevents protein degradation in muscles. This immune nutrient factor participates in the general immune and collagen metabolism. In aged rodents, αKG accelerates the healing of bone defects. It may possess potential anti-aging effects. This Krebs cycle molecule can be used as a supplement in insect and mammalian cell cultures. |
| General description: | Alpha-ketoglutarate (αKG), a vital intermediate in the tricarboxylic acid (TCA)/Krebs cycle, is located between succinyl-CoA and isocitrate. |
| Symbol |  GHS05 |
| Signal word | Danger |
| Hazard statements | H318 |
| Precautionary statements | P280 - P305 + P351 + P338 + P310 |
| Hazard Codes | Xi |
| Risk Statements | 37/38-41 |
| Safety Statements | 26-39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98.5% NaOH basis (titration) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352204 |