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M1126

Sigma-Aldrich

L-Methionine sulfoxide

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/REAXYS Number:
4129939
EC Number:
221-758-0
MDL number:
MFCD00063093
UNSPSC Code:
12352209
PubChem Substance ID:
24896617
NACRES:
NA.26

assay

≥98% (TLC)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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L-Methionine sulfoximine EMPROVE® ESSENTIAL

SAFC

104309

L-Methionine sulfoximine

L-Methionine reagent grade, ≥98% (HPLC)

Sigma-Aldrich

M9625

L-Methionine

Glycine anhydride cyclic dipeptide

Sigma-Aldrich

G7251

Glycine anhydride

Luke Carroll et al.
Chemical research in toxicology, 32(3), 513-525 (2019-01-30)
Hypochlorous acid (HOCl) is a highly reactive, toxic species generated by neutrophils via the action of myeloperoxidase in order to destroy invading pathogens. However, when HOCl is produced inappropriately, it can damage host tissue and proteins and plays a role
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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)
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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
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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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