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Sigma-Aldrich

DL-Methionine sulfoxide

≥98.5% (NT)

Synonym(s):

dl-Methionine sulfoxide

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About This Item

Linear Formula:
CH3SOCH2CH2CH(NH2)COOH
CAS Number:
62697-73-8
Molecular Weight:
165.21
Beilstein/REAXYS Number:
1723793
EC Number:
263-700-7
MDL number:
MFCD00002620
UNSPSC Code:
12352209
PubChem Substance ID:
57651983
NACRES:
NA.22

assay

≥98.5% (NT)

reaction suitability

reaction type: solution phase peptide synthesis

mp

~240 °C (dec.)

application(s)

peptide synthesis

SMILES string

CS(=O)CCC(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)

InChI key

QEFRNWWLZKMPFJ-UHFFFAOYSA-N

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General description

DL-Methionine sulfoxide is an oxidation product of DL-methionine.

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)

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Christopher C Saunders et al.
Analytical biochemistry, 421(2), 767-769 (2012-01-11)
Study of the posttranslational modification of methionine to its sulfoxide has been receiving increasing attention because of its implication in regulation of protein activity, but techniques for the detection of this modification remain limited. In particular, there has been no
Noelle Callizot et al.
Journal of neuroscience research, 91(5), 706-716 (2013-02-14)
Alzheimer disease (AD) affects mainly people over the age of 65 years, suffering from different clinical symptoms such as progressive decline in memory, thinking, language, and learning capacity. The toxic role of β-amyloid peptide (Aβ) has now shifted from insoluble
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
Edward Pelle et al.
Journal of cosmetic science, 63(6), 359-364 (2013-01-05)
Environmental trauma to human skin can lead to oxidative damage of proteins and affect their activity and structure. When methionine becomes oxidized to its sulfoxide form, methionine sulfoxide reductase A (MSRA) reduces it back to methionine. We report here the
Jesse J Robinet et al.
The journal of physical chemistry. B, 115(29), 9202-9212 (2011-07-05)
The hybrid density functional theory method B3LYP in combination with three systematically larger active site models has been used to investigate the substrate binding and catalytic mechanism by which Neisseria gonorrhoeae methionine sulfoxide reductase B (MsrB) reduces methionine-R-sulfoxide (Met-R-SO) to
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