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Merck

K7125

(±)-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
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24896244
EC Number:
266-503-4
Beilstein/REAXYS Number:
7779663
MDL number:
MFCD00002584

InChI key

SMDJDLCNOXJGKC-UHFFFAOYSA-M

InChI

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

SMILES string

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

lipid type

saturated FAs

storage temp.

2-8°C

Quality Level

200

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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

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000511452
0000511452
0000480086
0000480086
0000461960

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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
Hsueh-Meei Huang et al.
Annals of the New York Academy of Sciences, 1042, 272-278 (2005-06-21)
The alpha-ketoglutarate dehydrogenase complex (KGDHC) is a mitochondrial enzyme in the TCA cycle. Inhibition of KGDHC activity by alpha-keto-beta-methyl-n-valeric acid (KMV) is associated with neuron death. However, the effect of KMV in microglia is unclear. Therefore, we investigated the effect
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
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