Skip to Content
Merck
All Photos(1)

Key Documents

SMB00908

Sigma-Aldrich

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

greener alternative

95-105% (titration)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C6H6K2O6
CAS Number:
Molecular Weight:
252.30
UNSPSC Code:
12352106
NACRES:
NA.25

Assay

95-105% (titration)

form

powder

greener alternative product score

old score: 46
new score: 35
Find out more about DOZN™ Scoring

greener alternative product characteristics

Safer Solvents and Auxiliaries
Design for Energy Efficiency
Design for Degradation
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

color

white to beige

solubility

water: soluble 10 mg/mL

greener alternative category

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.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Safer Solvents and Auxiliaries”, "Energy Efficiency", and “Design for Degradation”. Click here to view its DOZN scorecard.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service