| Identification | Back Directory | [Name]
TRISODIUM 2-METHYLCITRATE, RACEMIC MIXTURE OF DIASTEREOMERS | [CAS]
117041-96-0 | [Synonyms]
Methylcitric acid trisodium
2-Methylcitric acid trisodium
2-hydroxy-butane-1,2,3-tricarbonoic acid
TRISODIUM 2-METHYLCITRATE, RACEMIC MIXTURE OF DIASTEREOMERS
Trisodium 2-methylcitrate, racemic mixture of diastereomers >=85% (mixture of diastereomers, NMR) | [Molecular Formula]
C7H7O7*3Na | [MDL Number]
MFCD16875437 | [MOL File]
117041-96-0.mol | [Molecular Weight]
230.15 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [form ]
Solid | [color ]
White to off-white | [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]
[Na+].[Na+].[Na+].CC(C([O-])=O)C(O)(CC([O-])=O)C([O-])=O |
| Hazard Information | Back Directory | [Uses]
2-Methylcitrate is a component of the 2-methylcitric acid (2-MCA) cycle th at utilizes propionate as a source of carbon and energy in bacteria. Trisodium 2-methylcitrate may be used to study this pathway | [Biological Activity]
Trisodium (2RS,3RS)-2-methylcitrate is an endogenous metabolite of the 2-methylcitric acid cycle. It accumulates in methylmalonic acidemia and malonic acidemia and can serve as a metabolic marker. And it significantly inhibits ADP-stimulated and uncoupled respiration in glutamate-supported mitochondria. | [in vitro]
Trisodium (2RS,3RS)-2-methylcitrate impairs glutamate metabolism and induces permeability transition in brain mitochondria.
2-Methylcitric acid trisodium inhibits glutamate dehydrogenase (GDH) activity at concentrations as low as 0.5 mM.
2-Methylcitric acid trisodium (1 mM, 3 mM; 150 seconds) provokes a significant decrease in mitochondrial membrane potential and induced swelling in Ca 2+ -loaded mitochondria supported by different substrates.
It behaves as a potent inhibitor of glutamate oxidation by inhibiting glutamate dehydrogenase activity and as a permeability transition inducer, disturbing mitochondrial energy homeostasis.
It trisodium does not significantly impair mitochondrial glutamate transport.
2-Methylcitric acid trisodium does not significantly impair glutamate mitochondrial transport in liver mitochondria. | [target]
| Human Endogenous Metabolite < span> | | [IC 50]
Human Endogenous Metabolite | [storage]
Store at -20°C |
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