68255

4-Methyl-2-oxovaleric acid

≥98.0% (T)

• Synonym(s): α-Ketoisocaproic acid, 2-Oxoisocaproic acid, 4-Methyl-2-oxopentanoic acid, Ketoleucine
• Linear Formula: (CH₃)₂CHCH₂COCOOH
• CAS Number: 816-66-0
• Molecular Weight: 130.14
• Beilstein/REAXYS Number: 1701823
• EC Number: 212-435-5
• MDL number: MFCD00066204
• UNSPSC Code: 12352100
• PubChem Substance ID: 57652142
• NACRES: NA.22

Properties

• assay: ≥98.0% (T)
• refractive index: n20/D 1.431
• bp: 82-83 °C/11 mmHg (lit.)
• mp: 8-10 °C
• density: 1.055 g/mL at 20 °C (lit.)
• functional group: carboxylic acid; ketone
• storage temp.: 2-8°C
• SMILES string: CC(C)CC(=O)C(O)=O
• InChI: 1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
• InChI key: BKAJNAXTPSGJCU-UHFFFAOYSA-N

Description

General description

4-Methyl-2-oxovaleric acid, also known as α-ketoisocaproic acid (KIC), is a metabolite of leucine. It is commonly used as a building block in the synthesis of leucine and its derivatives, and it plays a role in amination reactions and asymmetric synthesis. Additionally, KIC serves as an intermediate in the formation of Strecker aldehydes.

Application

• Role in Human Brain Ketometabolism: 4-Methyl-2-oxovaleric acid has been implicated in the temporal patterns of ketometabolism in cerebral microdialysis fluids of patients with traumatic brain injury, underscoring its significance in biochemical pathways within the brain (Eiden et al., 2019).

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Skin Corr. 1B
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter