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Merck
CN

198994

Sodium 3-methyl-2-oxobutyrate

greener alternative

95%

Synonym(s):

α-Ketoisovaleric acid sodium salt, 2-Keto-3-methylbutyric acid sodium salt, 3-Methyl-2-oxobutanoic acid sodium salt, 3-Methyl-2-oxobutyric acid sodium salt, Ketovaline sodium salt

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About This Item

Linear Formula:
(CH3)2CHCOCOONa
CAS Number:
3715-29-5
Molecular Weight:
138.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851887
EC Number:
223-062-2
Beilstein/REAXYS Number:
4334552
MDL number:
MFCD00002581

Key Documents

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Product Name

Sodium 3-methyl-2-oxobutyrate, 95%

InChI key

WIQBZDCJCRFGKA-UHFFFAOYSA-M

InChI

1S/C5H8O3.Na/c1-3(2)4(6)5(7)8;/h3H,1-2H3,(H,7,8);/q;+1/p-1

SMILES string

[Na+].CC(C)C(=O)C([O-])=O

assay

95%

form

solid

greener alternative product score

old score: 14
new score: 9
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greener alternative product characteristics

Waste Prevention
Atom Economy
Safer Solvents and Auxiliaries
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sustainability

Greener Alternative Product

mp

220-230 °C (dec.) (lit.)

solubility

water: soluble 100 mg/mL, clear, colorless

functional group

ketone

greener alternative category

, Re-engineered

Quality Level

200

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Application

Sodium 3-methyl-2-oxobutyrate (3-Methyl-2-oxobutanoic acid sodium salt) was used in the synthesis of (S)-2-hydroxy-3-methylbutanoic acid.

Storage Class

11 - Combustible Solids

wgk

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
0000523826
0000523826
0000510150
0000510150
0000501519

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An evaluation of the substrate specificity and asymmetric synthesis potential of the cloned L-lactate dehydrogenase from Bacillus stearothermophilus.
Canadian Journal of Chemistry, 67(6), 1065-1070 (1989)
Isabel Ayala et al.
Journal of biomolecular NMR, 43(2), 111-119 (2008-12-31)
A strategy for the introduction of ((1)H,(13)C-methyl)-alanine into perdeuterated proteins is described. Specific protonation of alanine methyl groups to a level of 95% can be achieved by overexpressing proteins in M9/D(2)O based bacterial growth medium supplemented with 800 mg/l of
Marta de la Plaza et al.
Journal of molecular microbiology and biotechnology, 17(2), 96-100 (2008-11-27)
The alpha-ketoisovalerate decarboxylase (Kivd) is a unique lactococcal key enzyme in the decarboxylation of branched-chain alpha-keto acids derived from branched-chain amino acids transamination into aldehydes. These products are important aroma compounds produced during cheese ripening. In this study, the Kivd
Taro Murakami et al.
Journal of nutritional science and vitaminology, 51(1), 48-50 (2005-05-27)
Branched-chain alpha-keto acid dehydrogenase kinase (BDK) phosphorylates and inactivates the branched-chain alpha-keto acid dehydrogenase complex (BCKDC), which is the rate-limiting enzyme in the branched-chain amino acid catabolism. BDK has been believed to be bound to the BCKDC. However, recent our
Frances H A Huisman et al.
Biochemistry, 51(11), 2289-2297 (2012-02-23)
α-Isopropylmalate synthase (α-IPMS) catalyzes the metal-dependent aldol reaction between α-ketoisovalerate (α-KIV) and acetyl-coenzyme A (AcCoA) to give α-isopropylmalate (α-IPM). This reaction is the first committed step in the biosynthesis of leucine in bacteria. α-IPMS is homodimeric, with monomers consisting of
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