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Merck
CN

M1126

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

Key Documents

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Product Name

L-Methionine sulfoxide,

InChI key

QEFRNWWLZKMPFJ-YGVKFDHGSA-N

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

SMILES string

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

assay

≥98% (TLC)

form

powder

color

white to off-white

mp

255 °C

application(s)

detection
peptide synthesis

Quality Level

200

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1743
BCCM7736
BCCM7737
BCCM2013
BCCM3767

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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
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
Alison M Day et al.
Molecular cell, 45(3), 398-408 (2012-01-17)
Eukaryotic 2-Cys peroxiredoxins (Prx) are abundant antioxidant enzymes whose thioredoxin peroxidase activity plays an important role in protecting against oxidative stress, aging, and cancer. Paradoxically, this thioredoxin peroxidase activity is highly sensitive to inactivation by peroxide-induced Prx hyperoxidation. However, any
Naif Jalal et al.
PloS one, 15(2), e0229375-e0229375 (2020-02-23)
The ability of Streptococcus gordonii to cope with oxidative stress is important for survival and persistence in dental plaque. In this study, we used mutational, phenotypic, and biochemical approaches to characterize the role of a methionine sulfoxide reductase (MsrAB) and
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

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