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Merck

64430

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:
Molecular Weight:
165.21
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
EC Number:
263-700-7
Beilstein/REAXYS Number:
1723793
MDL number:
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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

General description

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


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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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
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