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K7125

Sigma-Aldrich

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

Sinônimo(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

Fórmula linear:
CH3CH2CH(CH3)COCOONa
Número CAS:
3715-31-9
Peso molecular:
152.12
Beilstein:
7779663
Número CE:
266-503-4
Número MDL:
MFCD00002584
Código UNSPSC:
12352211
ID de substância PubChem:
24896244
NACRES:
NA.25

Nível de qualidade

200

tipo de lipídio

saturated FAs

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[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

chave InChI

SMDJDLCNOXJGKC-UHFFFAOYSA-M

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Ações bioquímicas/fisiológicas

(±)-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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H319

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
SLCL3160
SLCK0293
SLCF2380
SLCC4645
SLBX2557

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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
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
Hsueh-Meei Huang et al.
Journal of neuroscience research, 74(2), 309-317 (2003-09-30)
Mitochondrial dysfunction has been implicated in cell death in many neurodegenerative diseases. Diminished activity of the alpha-ketoglutarate dehydrogenase complex (KGDHC), a key and arguably rate-limiting enzyme of the Krebs cycle, occurs in these disorders and may underlie decreased brain metabolism.
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
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