α-KGA

• CAT Number: I038798
• CAS Number: 22202-68-2
• Molecular Formula: C5H6NaO5
• Molecular Weight: 169.0878
• Purity: 98%
• Solubility: To be determined
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 2-oxopentanedioic acid, sodium salt
• InChI: InChI=1S/C5H6O5.Na/c6-3(5(9)10)1-2-4(7)8;/h1-2H2,(H,7,8)(H,9,10)
• InChIKey: GPRYXSKURSLOCH-UHFFFAOYSA-N
• SMILES: O=C(O)C(CCC(O)=O)=O.[Na]

α-Ketoglutaric acid is an α-keto acid and a rate-determining metabolic intermediate in the citric acid cycle in its conjugate base form, α-ketoglutarate. It is formed via oxidative decarboxylation of isocitrate by isocitrate dehydrogenase (IDH), oxidative deamination of glutamate by glutamate dehydrogenase, or by pyridoxal phosphate-dependent transamination. α-Ketoglutaric acid is decarboxylated to succinyl-CoA by α-ketoglutarate dehydrogenase, a rate limiting step in the citric acid cycle. It is a precursor of glutamine and glutamate, energy sources for enterocytes and various immune cells, and an antioxidant with roles in immune homeostasis, aging, protein synthesis, and bone development.

Reference

1: Zhang C, Ma J, Li Z, Liang Y, Xu Q, Xie X, Chen N. A strategy for L-isoleucine dioxygenase screening and 4-hydroxyisoleucine production by resting cells. Bioengineered. 2018 Jan 1;9(1):72-79. doi: 10.1080/21655979.2017.1304872. Epub 2017 Apr 28. Erratum in: Bioengineered. 2017 Nov 2;8(6):759. PMID: 28430004; PMCID: PMC5972919.
2: Nordgren A, Karlsson T, Wiklund L. Ammonium chloride and alpha-ketoglutaric acid increase glutamine availability in the early phase of induced acute metabolic acidosis. Acta Anaesthesiol Scand. 2006 Aug;50(7):840-7. doi: 10.1111/j.1399-6576.2006.01071.x. PMID: 16879467.
3: Wakayama M, Tsutsumi T, Yada H, Sakai K, Moriguchi M. Chemical modification of histidine residue of N-acyl-D-Glutamate amidohydrolase from Pseudomonas sp. 5f-1. Biosci Biotechnol Biochem. 1996 Apr;60(4):650-3. doi: 10.1271/bbb.60.650. PMID: 8829533.
4: Mitz SV, Giesy JP. Sewage effluent biomonitoring. II. Biochemical indicators of ammonia exposure in channel catfish. Ecotoxicol Environ Saf. 1985 Aug;10(1):40-52. doi: 10.1016/0147-6513(85)90005-3. PMID: 2863128.
5: Kretovich WL, Kariakina TI, Kazakova OV, Sidelnikova LI, Kaloshina GS, Shaposhnikov GL. Biosynthesis of amino acids from sucrose and Krebs cycle metabolites by Rhizobium lupini bacteroids. Mol Cell Biochem. 1983;51(1):61-6. doi: 10.1007/BF00215586. PMID: 6855750.
6: Mukherjee D, Laloraya MM. Keto acids and free amino acids during leaf growth in Bauhinia purpurea L. Experientia. 1977 Mar 15;33(3):304-5. doi: 10.1007/BF02002793. PMID: 858351.