| Identification | Back Directory | [Name]
Succinyl phosphonate | [CAS]
26647-82-5 | [Synonyms]
Butanoic acid, 4-oxo-4-phosphono- | [Molecular Formula]
C4H7O6P | [MDL Number]
MFCD28900668 | [MOL File]
26647-82-5.mol | [Molecular Weight]
182.07 |
| Chemical Properties | Back Directory | [Boiling point ]
501.1±52.0 °C(Predicted) | [density ]
1.726±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [form ]
Oil | [pka]
0.65±0.10(Predicted) | [color ]
Colorless to light yellow | [Water Solubility ]
Water : ≥ 50 mg/mL (274.62 mM) |
| Hazard Information | Back Directory | [Uses]
Succinyl phosphonate 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]. | [References]
[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. DOI:10.1016/0014-5793(96)00166-4
[2] Bunik VI, et al. Phosphonate analogues of alpha-ketoglutarate inhibit the activity of the alpha-ketoglutaratedehydrogenase complex isolated from brain and in cultured cells. Biochemistry. 2005 Aug 9;44(31):10552-61. DOI:10.1021/bi0503100
[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. DOI:10.1016/j.neuroscience.2008.10.015
[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. DOI:10.1021/bi0503100 |
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