Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

K2010

Sigma-Aldrich

α-Ketoglutaric acid sodium salt

BioUltra

Synonym(s):

2-Oxoglutaric acid monosodium salt, 2-Oxopentanedioic acid monosodium salt, Sodium 2-oxoglutarate monobasic

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
HOOCCH2CH2COCOONa
CAS Number:
22202-68-2
Molecular Weight:
168.08
Beilstein:
4597521
EC Number:
244-836-6
MDL number:
MFCD00064196
UNSPSC Code:
12352204
PubChem Substance ID:
24896216
NACRES:
NA.32

product line

BioUltra

Quality Level

200

Assay

≥98% (perchloric acid titration)

form

powder

impurities

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

solubility

H2O: 0.5 M, clear, colorless

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.001%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Pb: ≤0.001%
Zn: ≤0.0005%

storage temp.

2-8°C

SMILES string

[Na+].OC(=O)CCC(=O)C([O-])=O

InChI

1S/C5H6O5.Na/c6-3(5(9)10)1-2-4(7)8;/h1-2H2,(H,7,8)(H,9,10);/q;+1/p-1

InChI key

MOTOGHHLNTXPTI-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Application

α-Ketoglutaric acid sodium salt has been used in the human kynurenine amino transferase II (KAT II) inhibition spectra assay.

Biochem/physiol Actions

α-Ketoglutaric acid is a key intermediate in the TCA Cycle. It also plays an important role in preventing nitrogen overload by combining with nitrogen released within the cell.
α-Ketoglutaric acid is the precursor for L-glutamic acid.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Structure-based design of irreversible human KAT II inhibitors: Discovery of new potency-enhancing interactions
Tuttle JB, et al.
ACS Medicinal Chemistry Letters, 4(1), 37-40 (2012)
Amino Acids in Therapy: A Guide to the Therapeutic Application of Protein Constituents, 34-34 (1985)
Piotr Dobrowolski et al.
Nutrition (Burbank, Los Angeles County, Calif.), 29(3), 556-561 (2012-12-12)
Proton-pump inhibitors, such as omeprazole, are widely used in the prevention and treatment of gastroesophageal diseases. However, an association between proton-pump inhibitors and the increased risk of bone fractures has been observed, especially in patients treated for extended periods. Conversely
Michael E Jung et al.
The Journal of organic chemistry, 77(23), 11002-11005 (2012-11-21)
Oxidative cleavage of cycloalkene-1-carboxylates, made from the corresponding carboxylic acids, and subsequent oxidation of the resulting ketoaldehyde afforded the important 1-monoesters of 2-ketoalkanedioic acids. Thus ozonolysis of octyl cyclobutene-1-carboxylate followed by sodium chlorite oxidation afforded the 1-monooctyl 2-ketoglutarate. This is
N A Smirnova et al.
Biochemistry. Biokhimiia, 77(10), 1108-1119 (2012-11-20)
This review describes the catalytic mechanism, substrate specificity, and structural peculiarities of alpha-ketoglutarate dependent nonheme iron dioxygenases catalyzing prolyl hydroxylation of hypoxia-inducible factor (HIF). Distinct localization and regulation of three isoforms of HIF prolyl hydroxylases suggest their different roles in
View All Related Papers

Articles

Glutamine Metabolism in Cancer Cells

Sigma article discusses tumor cell metabolic pathways, focusing on aerobic glycolysis and mitochondrial activity.

Fatty Acid Synthesis in Cancer Cells

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

Protocols

Chiral LC-MS/MS of D- and L-2-Hydroxyglutaric Acid Biomarkers

We describe here a rapid and sensitive method to separate and measure D-2-OHG and L-2-OHG enantiomers using high-resolution mass spectrometry (HRMS) detection.

Chromatograms

application for HPLC

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