All Photos(2)
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
Linear Formula:
CH3CH2CH(CH3)COCOONa
CAS Number:
Molecular Weight:
152.12
Beilstein:
7779663
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
Quality Level
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
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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The role of free amino acids in semen of rainbow trout Oncorhynchus mykiss and carp Cyprinus carpio.
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
Hsueh-Meei Huang et al.
Biochimica et biophysica acta, 1637(1), 119-126 (2003-01-16)
Mitochondrial dysfunction occurs in many neurodegenerative diseases. The alpha-ketoglutarate dehydrogenase complex (KGDHC) catalyzes a key and arguably rate-limiting step of the tricarboxylic acid cycle (TCA). A reduction in the activity of the KGDHC occurs in brains and cells of patients
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
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
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