K0629

Sodium 4-methyl-2-oxovalerate

leucine metabolite

• Synonym(s): α-Ketoisocaproic acid sodium salt, 4-Methyl-2-oxopentanoic acid sodium salt, 4-Methyl-2-oxovaleric acid sodium salt, Ketoleucine sodium salt
• Linear Formula: (CH₃)₂CHCH₂COCOONa
• CAS Number: 4502-00-5
• Molecular Weight: 152.12
• Beilstein: 4239297
• EC Number: 224-816-3
• MDL number: MFCD00064193
• UNSPSC Code: 12352107
• PubChem Substance ID: 24896196
• NACRES: NA.25

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319
• Precautionary Statements: P264 - P280 - P305 + P351 + P338 - P337 + P313
• 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