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K7125

Sigma-Aldrich

(±)-3-Methyl-2-oxovaleric acid sodium salt

Synonym(s):

(±)-Sodium 3-methyl-2-oxovalerate, 3-Methyl-2-oxopentanoic acid sodium salt, DL-α-Keto-β-methylvaleric acid sodium salt, Ketoisoleucine sodium salt

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About This Item

Linear Formula:
CH3CH2CH(CH3)COCOONa
CAS Number:
3715-31-9
Molecular Weight:
152.12
Beilstein:
7779663
EC Number:
266-503-4
MDL number:
MFCD00002584
UNSPSC Code:
12352211
PubChem Substance ID:
24896244
NACRES:
NA.25
Pricing and availability is not currently available.

lipid type

saturated FAs

storage temp.

2-8°C

SMILES string

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

InChI

1S/C6H10O3.Na/c1-3-4(2)5(7)6(8)9;/h4H,3H2,1-2H3,(H,8,9);/q;+1/p-1

InChI key

SMDJDLCNOXJGKC-UHFFFAOYSA-M

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Biochem/physiol Actions

(±)-3-Methyl-2-oxovaleric acid sodium salt is a mixture of the D- and L-3-methyl-2-oxovaleric acids. 3-methyl-2-oxovaleric acid is used as a substrate to study the specificity, distribution and kinetics of α-keto acid dehydrogenases. α-keto-β-methylvaleric acid is used to inhibit the mitochondrial α-ketoglutarate dehydrogenase complex (KGDHC) to induce and study nerve cell death. α-keto-β-methylvaleric acid may be studied as a reactive oxygen scavenger.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000408015
0000404623
0000394974
0000389477
0000362558

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F Lahnsteiner
Journal of fish biology, 75(4), 816-833 (2010-08-27)
The present study investigated (1) the free amino acid (FAA) composition in semen of rainbow trout Oncorhynchus mykiss and carp Cyprinus carpio, (2) enzyme systems involved in amino acid metabolism and (3) the effect of amino acids on sperm viability
Cláudia Funchal et al.
Journal of the neurological sciences, 260(1-2), 87-94 (2007-05-15)
Accumulation of the branched-chain alpha-keto acids (BCKA), alpha-ketoisocaproic acid (KIC), alpha-keto-beta-methylvaleric acid (KMV) and alpha-ketoisovaleric acid (KIV) and their respective branched-chain alpha-amino acids (BCAA) occurs in tissues and biological fluids of patients affected by the neurometabolic disorder maple syrup urine
Carmen Martínez-Cuesta et al.
Biotechnology letters, 25(8), 599-602 (2003-07-29)
The bacteriocin, lacticin 3147, increased isoleucine transamination by Lactococcus lactis IFPL359 in a cheese model system. The formation of alpha-keto-beta-methyl-n-valeric acid and 2-hydroxy-3-methyl-valeric acid increased by three times in cheese slurries at 12 degrees C and cheese aroma intensity increased
Maritrini Colón et al.
PloS one, 6(1), e16099-e16099 (2011-01-27)
Gene duplication is a key evolutionary mechanism providing material for the generation of genes with new or modified functions. The fate of duplicated gene copies has been amply discussed and several models have been put forward to account for duplicate
Jorge Andrade et al.
Nature cell biology, 23(4), 413-423 (2021-04-03)
Endothelial cells (ECs) adapt their metabolism to enable the growth of new blood vessels, but little is known how ECs regulate metabolism to adopt a quiescent state. Here, we show that the metabolite S-2-hydroxyglutarate (S-2HG) plays a crucial role in
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