Succinyl phosphonate trisodium salt

• CAT Number: I018677
• CAS Number: 864167-45-3
• Molecular Formula: C4H4Na3O6P
• Molecular Weight: 248.01
• Purity: ≥95%
• Synonyms: trisodium;4-oxo-4-phosphonatobutanoate
• InChI: InChI=1S/C4H7O6P.3Na/c5-3(6)1-2-4(7)11(8,9)10;;;/h1-2H2,(H,5,6)(H2,8,9,10);;;/q;3*+1/p-3
• InChIKey: QHBOYEUINLIJDF-UHFFFAOYSA-K
• SMILES: C(CC(=O)P(=O)([O-])[O-])C(=O)[O-].[Na+].[Na+].[Na+]

Succinyl phosphonate trisodium salt is an α-ketoglutarate dehydrogenase (KGDHC) inhibitor, effective inhibits (KGDHC) in muscle, bacterial, brain, and cultured human fibroblasts[1][4]. Succinyl phosphonate trisodium salt is an 2-oxoglutarate dehydrogenase (OGDH) inhibitor, impairs viability of cancer cells in a cell-specific metabolism-dependent manner[2]. Succinyl phosphonate trisodium salt inhibits the glutamate-induced ROS production in glutamate-stimulated hippocampal neurons in situ[3].
Succinyl phosphonate trisodium salt (0.02 mmol/kg, nasal administration) inhibits 2-oxogglutarate dehydrogenase in rats to reduce the low valley tathione redoxic state, and increases anxiety and interfered with stress adaption[5].

Reference

[1]. Biryukov AI, et al. Succinyl phosphonate inhibits alpha-ketoglutarate oxidative decarboxylation, catalyzed by alpha-ketoglutarate dehydrogenase complexes from E. coli and pigeon breast muscle. FEBS Lett. 1996 Mar 11;382(1-2):167-70.
 [Content Brief]

[2]. Bunik VI, et al. Inhibition of mitochondrial 2-oxoglutarate dehydrogenase impairs viability of cancer cells in a cell-specific metabolism-dependent manner. Oncotarget. 2016 May 3;7(18):26400-21.
 [Content Brief]

[3]. Zündorf G, et al. alpha-Ketoglutarate dehydrogenase contributes to production of reactive oxygen species in glutamate-stimulated hippocampal neurons in situ. Neuroscience. 2009 Jan 23;158(2):610-6.
 [Content Brief]

[4]. Bunik VI, et al. Phosphonate analogues of alpha-ketoglutarate inhibit the activity of the alpha-ketoglutarate dehydrogenase complex isolated from brain and in cultured cells. Biochemistry. 2005 Aug 9;44(31):10552-61.
 [Content Brief]

[5]. Artiukhov AV, et al. Increasing Inhibition of the Rat Brain 2-Oxoglutarate Dehydrogenase Decreases Glutathione Redox State, Elevating Anxiety and Perturbing Stress Adaptation. Pharmaceuticals (Basel). 2022 Jan 31;15(2):182.
 [Content Brief]