Skip to Content
Merck
CN

75890

α-Ketoglutaric acid

99.0-101.0% (T)

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
HOOCCH2CH2COCOOH
CAS Number:
328-50-7
Molecular Weight:
146.10
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
329766750
EC Number:
206-330-3
Beilstein/REAXYS Number:
1705689
MDL number:
MFCD00004165
Assay:
99.0-101.0% (T)
Form:
crystals

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

KPGXRSRHYNQIFN-UHFFFAOYSA-N

InChI

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

SMILES string

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

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

Quality Level

300

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

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCP1526
BCCP1524
BCCP1527
BCCP1525
BCCP0943

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.

Search for a COA

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)
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
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
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