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Merck

SMB00908

Sigma-Aldrich

4-Hydroxy-4-methyl-2-oxoglutaric acid dipotassium salt

95-105% (titration)

Sinónimos:

4-Hydroxy-4-methyl-2-oxoglutaric acid dipotassium salt, Parapyruvate

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About This Item

Fórmula lineal:
C6H6K2O6
Número de CAS:
Peso molecular:
252.30
UNSPSC Code:
12352106
NACRES:
NA.25

assay

95-105% (titration)

form

powder

color

white to beige

solubility

water: soluble 10 mg/mL

General description

Parapyruvate, also known as 4-hydroxy-4-methyl-2-oxoglutarate (HMOG), is a compound formed through the polymerization of two molecules of pyruvate via aldol condensation. It is closely related to α-ketoglutarate and is believed to act as a competitive inhibitor of the α-Ketoglutarate dehydrogenase complex (KGDHC) to form succinyl coenzyme A, impacting fibroblast senescence. A decrease in KGDHC activity is also associated with neurodegenerative disorders such as Alzheimer′s and Parkinson′s diseases. The precise mechanism of parapyruvate′s inhibition of KGDHC is complex, but it interferes with the activity of this rate-limiting enzyme in the tricarboxylic acid (TCA) cycle, ultimately affecting mitochondrial function. KGDHC is crucial for oxidative decarboxylation within the TCA cycle. Parapyruvate′s potential to inhibit KGDHC paves the way for research in cell biology and biochemistry, covering cell senescence, mitochondrial dysfunction, metabolic regulation, and aging-related diseases.

Application

Parapyruvate can be used
  • to study mitochondrial metabolomics
  • to study age related disorders (Alzheimer′s and Parkinson′s research)

Biochem/physiol Actions

Parapyruvate is formed via an adol condensation reaction of pyruvate

Features and Benefits

High quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Visite la Librería de documentos

Using Taguchi Method to Determine the Optimum Conditions for Synthesizing Parapyruvate
Lee et al.
Molecules (Basel), 27, 1870-1870 (2022)
Parapyruvate, an Impurity in Pyruvate Supplements, Induces Senescence in Human Fibroblastic Hs68 Cells via Inhibition of the ?-Ketoglutarate Dehydrogenase Complex
Chang SC et al.
Journal of Agricultural and Food Chemistry, 66, 7504-7513 (2018)

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