Key Documents

Sodium 4-methyl-2-oxovalerate

Name: Sodium 4-methyl-2-oxovalerate
Brand: SIGMA

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

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About This Item

Linear Formula:

(CH₃)₂CHCH₂COCOONa

CAS Number:

4502-00-5

Molecular Weight:

152.12

UNSPSC Code:

12352107

NACRES:

NA.25

PubChem Substance ID:

24896196

EC Number:

224-816-3

Beilstein/REAXYS Number:

4239297

MDL number:

MFCD00064193

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Properties

Quality Segment

100

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.

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This Item	L7022	198978	616621
Sigma-Aldrich K0629 Sodium 4-methyl-2-oxovalerate	Sigma-Aldrich L7022 Sodium L-lactate	Sigma-Aldrich 198978 3-Methyl-2-oxopentanoic acid sodium salt	Sigma-Aldrich 616621 2-Keto-4-methyl-d₃-pentanoic acid sodium salt
description leucine metabolite	description ~98%	description ≥98%	description 98 atom % D
form powder	form powder or crystals	form powder	form solid
assay >98% (TLC)	assay ~98%	assay ≥98%	assay -
technique(s) HPLC: suitable	technique(s) -	technique(s) -	technique(s) bio NMR: suitable
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. -	storage temp. -
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 200
mp 275 °C (dec.) (lit.)	mp 163-165 °C (lit.)	mp 204-206 °C (lit.)	mp 280 °C (dec.) (lit.)

Pictograms

GHS07

Signal Word

Warning

Hazard Codes

H319

Precautionary Statements

P264 - P280 - P305 + P351 + P338 - P337 + P313

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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