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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

Quality Level

100

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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Related Categories

General description

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

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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The replaceability of dl-methionine in the diet of the albino rat with dl-methionine sulfone and dl-methionine methylsulfonium chloride.
Bennet AM, et al.
The Journal of Biological Chemistry, 141(4), 573-578 (1941)
Bart Ghesquière et al.
Molecular & cellular proteomics : MCP, 10(5), M110-M110 (2011-03-17)
We here present a new method to measure the degree of protein-bound methionine sulfoxide formation at a proteome-wide scale. In human Jurkat cells that were stressed with hydrogen peroxide, over 2000 oxidation-sensitive methionines in more than 1600 different proteins were
Jackob Moskovitz et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 161(4), 406-414 (2012-01-11)
The blind subterranean mole rat (Spalax ehrenbergi) exhibits a relatively long life span, which is attributed to an efficient antioxidant defense affording protection against accumulation of oxidative modifications of proteins. Methionine residues can be oxidized to methionine sulfoxide (MetO) and
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
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