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K6000

Sigma-Aldrich

α-Keto-γ-(methylthio)butyric acid sodium salt

≥97%

Synonym(s):

4-Methylthio-2-oxobutanoic acid sodium salt, 4-Methylthio-2-oxobutyric acid sodium salt, KMBA

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About This Item

Linear Formula:
C5H7O3SNa
CAS Number:
51828-97-8
Molecular Weight:
170.16
MDL number:
MFCD00010511
UNSPSC Code:
12352100
PubChem Substance ID:
57654320
NACRES:
NA.22

assay

≥97%

storage temp.

2-8°C

SMILES string

[Na].CSCCC(=O)C(O)=O

InChI

1S/C5H8O3S.Na/c1-9-3-2-4(6)5(7)8;/h2-3H2,1H3,(H,7,8);/q;+1/p-1

InChI key

IFSCKRWNXKWTLR-UHFFFAOYSA-M

Related Categories

General description

α-Keto-γ-methylthiobutyric acid (KMTB) is a keto derivative of L-methionine that shows considerable potential as a substitute for L-methionine. The sodium salt of KMTB can be employed in nucleophilic substitution reactions. Additionally, it acts as a building block for the synthesis of amino acids, peptides, and other complex organic compounds.

Application


  • Measuring antioxidant capacity using the ORAC and TOSC assays.: This study details the use of α-Keto-γ-(methylthio)butyric acid sodium salt in assessing antioxidant capacity through ORAC and TOSC assays, emphasizing its utility in metabolic and chemical synthesis research (Garrett AR et al., 2010).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000421762
0000421760
0000421760
0000421762
0000324854

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Z Findrik et al.
Biotechnology and bioengineering, 98(5), 956-967 (2007-05-31)
D-Methionine was converted to L-methionine in a reaction system where four enzymes were used. D-amino acid oxidase (D-AAO) from Arthrobacter protophormiae was used for the complete conversion of D-methionine to 2-oxo-4-methylthiobutyric acid. Catalase was added to prevent 2-oxo-4-methylthiobutyric acid decarboxylation.
D R Livingstone et al.
Marine environmental research, 50(1-5), 57-60 (2001-07-20)
The present study investigated the proposed involvement of contaminant-stimulated reactive oxygen species (ROS) production in disease processes in fish. NAD(P)H-dependent ROS production of subcellular fractions was determined by the iron/EDTA-mediated oxidation of 2-keto-4-methiolbutyric acid. Hepatic cytosolic NADPH-dependent and microsomal NAD(P)H-dependent
Baiqing Tang et al.
Biochemical pharmacology, 72(7), 806-815 (2006-07-28)
4-Methylthio-2-oxobutanoic acid (MTOB) is the final compound of the methionine salvage pathway that converts the polyamine byproduct methylthioadenosine to adenine and methionine. Here we find that MTOB inhibits growth of several human cell lines in a dose-dependent manner. Growth inhibition
F Regoli et al.
Toxicology and applied pharmacology, 156(2), 96-105 (1999-04-13)
We have extended the application of our previously reported total oxidant scavenging capacity (TOSC) assay (Winston et al., Free Radical Biol. Med. 24, 480-493, 1998) to permit facile quantification of the absorbance capacity of antioxidants toward three potent oxidants, i.e.
Michael W Straza et al.
Cell cycle (Georgetown, Tex.), 9(18), 3740-3750 (2010-10-12)
The CtBP transcriptional corepressors promote cancer cell survival and migration/invasion. CtBP senses cellular metabolism via a regulatory dehydrogenase domain, and is antagonized by p14/p19(ARF) tumor suppressors. The CtBP dehydrogenase substrate 4-methylthio-2-oxobutyric acid (MTOB) can act as a CtBP inhibitor at
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