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M1126

Sigma-Aldrich

L-Methionine sulfoxide

≥98% (TLC)

Synonym(s):

L-2-Amino-4-(methylsulfinyl)butanoic acid

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About This Item

Empirical Formula (Hill Notation):
C5H11NO3S
CAS Number:
3226-65-1
Molecular Weight:
165.21
Beilstein:
4129939
EC Number:
221-758-0
MDL number:
MFCD00063093
UNSPSC Code:
12352209
PubChem Substance ID:
24896617
NACRES:
NA.26

product name

L-Methionine sulfoxide,

Assay

≥98% (TLC)

form

powder

color

white to off-white

mp

255 °C

application(s)

detection
peptide synthesis

SMILES string

CS(=O)CC[C@H](N)C(O)=O

InChI

1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10?/m0/s1

InChI key

QEFRNWWLZKMPFJ-YGVKFDHGSA-N

Gene Information

rat ... Ggt1(116568)

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Application

  • The DmsABC S-oxide reductase is an essential component of a novel, hypochlorite-inducible system of extracellular stress defense in Haemophilus influenzae: This study illustrates the enzymatic action of L-Methionine sulfoxide reductase in bacterial defense systems, underscoring its biotechnological applications in developing antimicrobial strategies (Nasreen et al., 2024).

Biochem/physiol Actions

L-Methionine sulfoxide, a structural analog of glutamate, may be used as a substrate to study the specificity and kinetics of various methionine sulfoxide reductase(s).

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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Sofia Lourenço Dos Santos et al.
Antioxidants (Basel, Switzerland), 7(12) (2018-12-14)
Cysteine and methionine residues are the amino acids most sensitive to oxidation by reactive oxygen species. However, in contrast to other amino acids, certain cysteine and methionine oxidation products can be reduced within proteins by dedicated enzymatic repair systems. Oxidation
Benjamin P Barré et al.
Genome research, 30(5), 697-710 (2020-04-12)
Aging varies among individuals due to both genetics and environment, but the underlying molecular mechanisms remain largely unknown. Using a highly recombined Saccharomyces cerevisiae population, we found 30 distinct quantitative trait loci (QTLs) that control chronological life span (CLS) in
Jung Min Kim et al.
Scientific reports, 7(1), 11642-11642 (2017-09-16)
Despite significant advances on fluorescent labeling of target proteins to study their structural dynamics and function, there has been need for labeling with high quantum yield ensuring high sensitivity and selectivity without sacrificing the biological function of the protein. Here
Gabriel Javitt et al.
Antioxidants & redox signaling, 33(10), 665-678 (2020-06-11)
Aims: The post-translational oxidation of methionine to methionine sulfoxide (MetSO) is a reversible process, enabling the repair of oxidative damage to proteins and the use of sulfoxidation as a regulatory switch. MetSO reductases catalyze the stereospecific reduction of MetSO. One
Martina I Boxler et al.
Journal of proteome research, 16(9), 3310-3320 (2017-07-20)
3,4-Methylenedioxymethamphetamine (MDMA; "ecstasy") is widely consumed recreationally. Little is known about its effects on the human metabolome. Mapping biochemical changes after drug exposure can complement traditional approaches by revealing potential biomarkers of organ toxicity or discovering new metabolomic features in
View All Related Papers

Protocols

LC/MS Analysis of L-Methionine Sulfoximine, Sulfone and Sulfoxide on Ascentis® Express HILIC

Separation of L-Methionine sulfone; L-Methionine sulfoximine; L-Methionine sulfoxide

Chromatograms

application for HPLC

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