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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

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About This Item

Linear Formula:
HOOCCH2CH2COCOONa
CAS Number:
Molecular Weight:
168.08
Beilstein/REAXYS Number:
4597521
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product line

BioUltra

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

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

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Amino Acids in Therapy: A Guide to the Therapeutic Application of Protein Constituents, 34-34 (1985)
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)
Sylwia Magiera et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 919-920, 20-29 (2013-02-16)
A simple, accurate and sensitive liquid chromatography tandem mass spectrometry (LC-MS/MS) method was developed and validated for the quantitation of α-ketoglutaric acid (α-KG), L-carnitine (L-CAR) and acetyl-L-carnitine (acetyl-L-CAR) in human urine as potential biomarkers of cardiovascular disease. The separation was
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
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

Articles

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

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

Protocols

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

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