Skip to Content
Merck
CN
All Photos(1)

Documents

75890

Sigma-Aldrich

α-Ketoglutaric acid

99.0-101.0% (T)

Synonym(s):

alpha-Ketoglutarate, alpha-Ketoglutaric acid, 2-Oxoglutaric acid, 2-Oxopentanedioic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HOOCCH2CH2COCOOH
CAS Number:
328-50-7
Molecular Weight:
146.10
Beilstein:
1705689
EC Number:
206-330-3
MDL number:
MFCD00004165
UNSPSC Code:
12352115
PubChem Substance ID:
329766750
NACRES:
NA.22

Quality Level

300

Assay

99.0-101.0% (T)

form

crystals

mp

114-118 °C

solubility

H2O: 1 g/10 mL, clear to slightly hazy, colorless to almost colorless

storage temp.

2-8°C

SMILES string

OC(=O)CCC(=O)C(O)=O

InChI

1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)

InChI key

KPGXRSRHYNQIFN-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

α-Ketoglutaric acid is a 2-oxocarboxylic acid (2-OCA) that is formed as a metabolite in the Kreb′s cycle.

Application

α-ketoglutaric acid along with L-arginine can undergo reduction with sodium cyanoborohydride to form the diastereomers, nopaline and isonopaline.

Other Notes

Reagent for the analysis of tryptophan; Substrate for glutamate dehydrogenase

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

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

Visit the Document Library

A useful synthesis of nopaline, a crown gall tumor metabolite
Jensen RE, et al.
Biochemical and Biophysical Research Communications, 75(4), 1066-1070 (1977)
White biotechnology for green chemistry: fermentative 2-oxocarboxylic acids as novel building blocks for subsequent chemical syntheses
Stottmeister U, et al.
Journal of Industrial Microbiology & Biotechnology, 32(11-12), 651-664 (2005)
N. Anderson et al.
Journal of Food Science, 43, 1595-1595 (1978)
Ewa Tomaszewska et al.
Animals : an open access journal from MDPI, 10(12) (2020-12-23)
The aim of the experiment was to assess the effect of dietary alpha-ketoglutarate (AKG) supplementation on performance, serum hormonal indices, duodenum and jejunum histomorphometry, meat quality characteristics, bone quality traits and cartilage degradation in laying hens with a mature skeletal
J Kitaura et al.
European journal of pediatrics, 158(5), 410-413 (1999-05-20)
Two cases of hyperinsulinaemic hypoglycaemia associated with persistent hyperammonaemia in unrelated infants of 7 days and 4 months of age are reported. Blood ammonia levels were 100-300 micromol/l (normal values <40 micromol/l). The hyperammonaemia was asymptomatic and not associated with
View All Related Papers

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