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Sigma-Aldrich

α-Ketoglutaric acid sodium salt

BioUltra

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Synonym(s):
2-Oxoglutaric acid monosodium salt, 2-Oxopentanedioic acid monosodium salt, Sodium 2-oxoglutarate monobasic
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

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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.

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)

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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
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
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
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