All Photos(1)
Synonym(s):
dl-Methionine sulfoxide
Linear Formula:
CH3SOCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
165.21
Beilstein:
1723793
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
Jérémy Couturier et al.
FEBS letters, 586(21), 3894-3899 (2012-10-02)
A natural fusion occurring between two tandemly repeated glutaredoxin (Grx) modules and a methionine sulfoxide reductase A (MsrA) has been detected in Gracilaria gracilis. Using an in vivo yeast complementation assay and in vitro activity measurements, we demonstrated that this
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
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