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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

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

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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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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