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Key Documents

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:
Molecular Weight:
170.16
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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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Gary W Winston et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 139(4), 281-288 (2005-02-03)
During embryogenesis in grass shrimp the capacity to scavenge oxyradicals increased as measured by the Total Oxyradical Scavenging Capacity (TOSC) assay. The increase in TOSC during embryogenesis was associated with increasing concentrations of a number of antioxidants, including coenzyme Q
Manas K Chattopadhyay et al.
Proceedings of the National Academy of Sciences of the United States of America, 102(45), 16158-16163 (2005-11-02)
Methylthioadenosine is formed during the biosynthesis of spermidine and of spermine and is metabolized by methylthioadenosine phosphorylase, an enzyme missing in several tumor cell lines. In Saccharomyces cerevisiae, this enzyme is coded by the MEU1 gene. We have now studied
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.
Charlotte Sandersen et al.
Veterinary anaesthesia and analgesia, 38(2), 83-93 (2011-02-10)
To investigate the effect of acepromazine (ACP) on reactive oxygen species (ROS) production by stimulated equine neutrophils. Ex vivo biochemical experiments. Isolated neutrophils from healthy untreated horses. Neutrophils were incubated with ACP at concentrations of 10(-4), 10(-5) or 10(-6) M
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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