All Photos(2)

198978

Sigma-Aldrich

3-Methyl-2-oxopentanoic acid sodium salt

≥98%

Synonym(s):
Ketoisoleucine sodium salt, 2-Keto-3-methylvaleric acid sodium salt, 3-Methyl-2-oxopentanoic acid sodium salt
Linear Formula:
C2H5CH(CH3)COCO2Na
CAS Number:
Molecular Weight:
152.12
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98%

form

liquid

mp

204-206 °C (lit.)

SMILES string

[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

InChI key

SMDJDLCNOXJGKC-UHFFFAOYSA-M

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Related Categories

Application

3-Methyl-2-oxopentanoic acid sodium salt may be used in chemical synthesis studies.

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Certificate of Analysis

Certificate of Origin

Analysis of (S)- and (R)-3-methyl-2-oxopentanoate enantiomorphs in body fluids.
P Schadewaldt
Methods in enzymology, 324, 33-39 (2000-09-16)
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
D E Ward et al.
Journal of bacteriology, 182(11), 3239-3246 (2000-05-16)
Recently the bkd gene cluster from Enterococcus faecalis was sequenced, and it was shown that the gene products constitute a pathway for the catabolism of branched-chain alpha-keto acids. We have now investigated the regulation and physiological role of this pathway.
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
N H McClenaghan et al.
Pancreas, 20(1), 38-46 (2000-01-12)
Insulin-releasing effects of 2-ketobutyric acid (KB), 2-ketoisocaproic acid (KIC), 2-keto-3-methylvaleric acid (KMV), and 3-phenylpyruvic acid (PP) were examined by using clonal beta cells. Whereas KIC, KMV, and PP dose-dependently initiated insulin secretion and potentiated the effects of 4.2-16.7 mM glucose

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