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198978

Sigma-Aldrich

3-Methyl-2-oxopentanoic acid sodium salt

≥98%

Synonym(s):

2-Keto-3-methylvaleric acid sodium salt, 3-Methyl-2-oxopentanoic acid sodium salt, Ketoisoleucine sodium salt

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About This Item

Linear Formula:
C2H5CH(CH3)COCO2Na
CAS Number:
3715-31-9
Molecular Weight:
152.12
EC Number:
266-503-4
MDL number:
MFCD00002584
UNSPSC Code:
12352100
PubChem Substance ID:
24851884
NACRES:
NA.22

Quality Level

100

Assay

≥98%

form

powder

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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Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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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
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
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
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