2-Methylcitric acid trisodium

• CAT Number: I017444
• CAS Number: 117041-96-0
• Molecular Formula: C7H7Na3O7
• Molecular Weight: 272.10
• Purity: ≥95%
• Synonyms: trisodium;2-hydroxybutane-1,2,3-tricarboxylate
• InChI: InChI=1S/C7H10O7.3Na/c1-3(5(10)11)7(14,6(12)13)2-4(8)9;;;/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13);;;/q;3*+1/p-3
• InChIKey: HPLKAWNRQOHUKD-UHFFFAOYSA-K
• SMILES: CC(C(=O)[O-])C(CC(=O)[O-])(C(=O)[O-])O.[Na+].[Na+].[Na+]

2-Methylcitric acid trisodium (Methylcitric acid trisodium) is an endogenous metabolite in the 2-methylcitric acid cycle. 2-Methylcitric acid trisodium accumulates in methylmalonic and propionic acidemias and acts as a marker metabolite. 2-Methylcitric acid trisodium markedly inhibits ADP-stimulated and uncoupled respiration in mitochondria supported by glutamate[1].
2-Methylcitric acid trisodium impairs glutamate metabolism and induces permeability transition in brain mitochondria[1].
2-Methylcitric acid trisodium inhibits glutamate dehydrogenase (GDH) activity at concentrations as low as 0.5 mM[1].
2-Methylcitric acid trisodium (1 mM, 3 mM; 150 seconds) provokes a significant decrease in mitochondrial membrane potential and induced swelling in Ca2+-loaded mitochondria supported by different substrates[1].
2-Methylcitric acid trisodium behaves as a potent inhibitor of glutamate oxidation by inhibiting glutamate dehydrogenase activity and as a permeability transition inducer, disturbing mitochondrial energy homeostasis[1].
2-Methylcitric acid trisodium does not significantly impair mitochondrial glutamate transport[1].
2-Methylcitric acid trisodium does not significantly impair glutamate mitochondrial transport in liver mitochondria[1].

Reference

[1]. Palacios S, et al. Propionyl Coenzyme A Is a Common Intermediate in the 1,2-Propanediol and Propionate Catabolic Pathways Needed for Expression of the prpBCDE Operon during Growth of Salmonella enterica on 1,2-Propanediol. J Bacteriol. 2003 May;185(9):2802-10.
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