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Key Documents

K0875

Sigma-Aldrich

Sodium 2-oxobutyrate

powder

Synonym(s):

2-Oxobutanoic acid sodium salt, 2-Oxobutyric acid sodium salt, Sodium α-ketobutyrate

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About This Item

Linear Formula:
CH3CH2COCOONa
CAS Number:
Molecular Weight:
124.07
Beilstein:
3631701
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

color

white

storage temp.

2-8°C

SMILES string

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

InChI

1S/C4H6O3.Na/c1-2-3(5)4(6)7;/h2H2,1H3,(H,6,7);/q;+1/p-1

InChI key

SUAMAHKUSIHRMR-UHFFFAOYSA-M

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Application

Sodium 2-oxobutyrate can be used in the preparation of metal complexes such as lanthanide poly(imino carboxylate) complexes and half-sandwich complexes of (S)-1-amino-2-(methoxymethyl)-pyrrolidine. It can also be used in the synthesis of antiviral agents, 6-azapyrimidine-2′-deoxy-4′-thionucleosides.
Substrate for the determination of lactate dehydrogenase isoenzymes.

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

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Half-sandwich complexes of (S)-1-amino-2-(methoxymethyl)-pyrrolidine (SAMP).
Hoffmuller W, et al.
Journal of Organometallic Chemistry, 564(1), 179-187 (1998)
Pei-Hsuan Chen et al.
Molecular cell, 76(5), 838-851 (2019-10-01)
Intermediary metabolism in cancer cells is regulated by diverse cell-autonomous processes, including signal transduction and gene expression patterns, arising from specific oncogenotypes and cell lineages. Although it is well established that metabolic reprogramming is a hallmark of cancer, we lack
6-Azapyrimidine-2`-deoxy-4`-thionucleosides: Antiviral Agents against TK+ and TK? HSV and VZV Strains.
Maslen H L, et al.
Journal of Medicinal Chemistry, 47(22), 5482-5491 (2004)
Formation of oligomeric lanthanide complexes with new tripodal poly (imino carboxylate) ligands.
Blake A J, et al.
J. Chem. Soc., Dalton Trans., 20, 3655-3658 (1997)
Sergey V Smirnov et al.
FEMS microbiology letters, 273(1), 70-77 (2007-06-15)
A two-step enzymatic synthesis process of 4-hydroxyisoleucine is suggested. In the first step, the aldol condensation of acetaldehyde and alpha-ketobutyrate catalyzed by specific aldolase results in the formation of 4-hydroxy-3-methyl-2-keto-pentanoate (HMKP). In the second step, amination of HMKP by the

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