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Merck

K0629

Sigma-Aldrich

Sodium 4-methyl-2-oxovalerate

leucine metabolite

Sinónimos:

α-Ketoisocaproic acid sodium salt, 4-Methyl-2-oxopentanoic acid sodium salt, 4-Methyl-2-oxovaleric acid sodium salt, Ketoleucine sodium salt

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About This Item

Fórmula lineal:
(CH3)2CHCH2COCOONa
Número de CAS:
Peso molecular:
152.12
Beilstein/REAXYS Number:
4239297
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

>98% (TLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

mp

275 °C (dec.) (lit.)

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

IXFAZKRLPPMQEO-UHFFFAOYSA-M

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Application

Sodium 4-methyl-2-oxovalerate has been used for quantifying branched-chain keto acids from cell extracts by HPLC-fluorescence method.

Biochem/physiol Actions

α-Ketoisocaproic acid is a leucine metabolite that is known to induce insulin secretion from the βcells of pancreas. Enteral infusion of aα-Ketoisocaproate is found to ameliorate, endotoxemic condition. The resulting ketone bodies obtained from its conversion, might serve as an energy source. Accumulation of α-Ketoisocaproic acid is characterized in branched chain ketoaciduria, which is caused due to the lack of branched chain L-2-keto acid dehydrogenase activity. α-Ketoisocaproic acid causes dissociation in the oxidative phosphorylation reaction and acts as a metabolic inhibitor of α-ketoglutarate dehydrogenase. Thus, leads to a defect in the mitochondrial homeostasis, observed in branched chain ketoaciduria.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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Los clientes también vieron

Enteral infusion of sodium 2-ketoisocaproate in endotoxic rats.
Hirokawa M and Walser M
Critical Care Medicine, 27(2), 373-379 (1999)
Effects of L-leucine and alpha-ketoisocaproic acid upon insulin secretion and metabolism of isolated pancreatic islets.
Panten U
Febs Letters, 20(2), 225-228 (1972)
Branched chain a- Keto acid metabolism
JOE A. BOWDEN
The Journal of Biological Chemistry, 243, 3526-3531 (1968)
Analysis of Branched-Chain Keto Acids in Cell Extracts by HPLC-Fluorescence Detention
Ayuna HATTORI
Chromatography, 38, 129-133 (2017)
Benjamin Wax et al.
Journal of dietary supplements, 10(1), 6-16 (2013-01-30)
Glycine-arginine-α-ketoisocaproic acid (GAKIC) has been proposed to increase anaerobic high-intensity exercise performance in male subjects. However, the effects of GAKIC ingestion in female subjects have not been studied. Therefore, the purpose of this study was to investigate the effects of

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