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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:
2013-26-5
Molecular Weight:
124.07
Beilstein:
3631701
EC Number:
217-937-8
MDL number:
MFCD00064194
UNSPSC Code:
12352100
PubChem Substance ID:
57654312
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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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)
Half-sandwich complexes of (S)-1-amino-2-(methoxymethyl)-pyrrolidine (SAMP).
Hoffmuller W, et al.
Journal of Organometallic Chemistry, 564(1), 179-187 (1998)
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
Asymmetric formal [3+2] cycloaddition reaction of isocyanoesters to 2-oxobutenoate esters by a multifunctional chiral silver catalyst.
Jin Song et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(28), 7786-7790 (2011-05-28)
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