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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:
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 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

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
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
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
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
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