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Succinyl phosphonate

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].

Product Specifications

CAS Number

[26647-82-5]

UNSPSC

12352211

Hazard Statement

H302, H312, H332

Target

Endogenous Metabolite; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/Succinyl-phosphonate.html

Purity

98.0

Solubility

10 mM in DMSO

Smiles

O=C(O)CCC(P(O)(O)=O)=O

Molecular Formula

C4H7O6P

Molecular Weight

182.07

Precautions

H302, H312, H332

References & Citations

[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.|[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.|[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.|[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.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Citation 01

ACS Chem Biol. 2020 Aug 21;15 (8) :2041-2047.|Cancer Res. 2019 Jul 1;79 (13) :3281-3293. |Cell Death Dis. 2021 Oct 25;12 (11) :999.|Exp Cell Res. 2019 Sep 15;382 (2) :111483.|Free Radic Biol Med. 2016 Jul:96:22-33.|Plant Signal Behav. 2019;14 (7) :1604015.|Planta. 2018 Oct;248 (4) :963-979.|Redox Biol. 2023 Jun:62:102669.|bioRxiv. 2024 Jan 15.|Clin Rheumatol. 2025 Nov 20.|Research Square Preprint. 2022.|Research Square Print. 2022 May.
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