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Merck
CN

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

Key Documents

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Product Name

L-Methionine sulfoxide,

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 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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7736
BCCM7737
BCCM2013
BCCM3767
BCCK2738

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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
Audrey S Vanhove et al.
PLoS pathogens, 13(6), e1006428-e1006428 (2017-06-07)
Vibrio cholerae is a diarrheal pathogen that induces accumulation of lipid droplets in enterocytes, leading to lethal infection of the model host Drosophila melanogaster. Through untargeted lipidomics, we provide evidence that this process is the product of a host phospholipid
Fiona M Sansom et al.
PloS one, 8(2), e56064-e56064 (2013-02-26)
Leishmania are protozoan parasites that proliferate within the phagolysome of mammalian macrophages. While a number of anti-oxidant systems in these parasites have been shown to protect against endogenous as well as host-generated reactive oxygen species, the potential role of enzymes
Vivek Gupta et al.
Scientific reports, 7(1), 8412-8412 (2017-08-23)
Neuroserpin is a serine protease inhibitor that regulates the activity of plasmin and its activators in the neuronal tissues. This study provides novel evidence of regulatory effect of the neuroserpin on plasmin proteolytic activity in the retina in glaucoma. Human
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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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