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499137

Sigma-Aldrich

Sodium 4-methyl-2-oxovalerate

98%

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
Beilstein/REAXYS Number:
4239297
EC Number:
224-816-3
MDL number:
MFCD00064193
UNSPSC Code:
12352200

assay

98%

mp

275 °C (dec.) (lit.)

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

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Application

Condensation with α-amino ketones and subsequent cyclization provides pyrazinones.[1][2]

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Description
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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
09916KE
15820JS
07914JS

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D A Roberts et al.
Journal of medicinal chemistry, 33(9), 2326-2334 (1990-09-01)
A series of 1,2,4-triazolo[4,3-a]pyrazine derivatives with human renin inhibitory activity, which incorporate (1S,2S)-2-amino-1,3-dicyclohexyl-1-hydroxypropane, statine (Sta), and (3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-pentanoic acid (ACHPA) transition-state mimetics, have been prepared. Structure-activity relationships for renin inhibitory activity in the series are consistent with the 2-[8-isobutyl-6-phenyl-1,2,4-triazolo[4,3-a]pyrazin-3-yl]-3-(3 pyridyl)propionic acid
Heterocycles, 31, 1647-1647 (1990)
Rajavel Elango et al.
The American journal of clinical nutrition, 96(4), 759-767 (2012-09-07)
Leucine has been suggested to improve athletic performance. Therefore, the branched-chain amino acids (BCAAs), especially leucine, are popular as dietary supplements in strength-training athletes; however, the intake of leucine in excess of requirements raises concerns regarding adverse effects. Currently, the
Ignazio Grattagliano et al.
European journal of clinical investigation, 40(9), 843-850 (2010-07-06)
Mitochondria play a major role in cell energetic metabolism; therefore, mitochondrial dysfunction inevitably participates in or even determines the onset and progression of chronic liver diseases. The assessment of mitochondrial function in vivo, by providing more insight into the pathogenesis
Hui You et al.
American journal of physiology. Endocrinology and metabolism, 300(3), E435-E444 (2010-10-21)
Atrial natriuretic peptide (ANP) levels correlate with hyperglycemia in diabetes mellitus, but ANP effects on pancreatic islet β-cell insulin secretion are controversial. ANP was investigated for short- and long-term effects on insulin secretion and mechanisms regulating secretion in isolated rat
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