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64430

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)
Roberta Seraglia et al.
Journal of mass spectrometry : JMS, 48(1), 105-110 (2013-01-11)
Increased oxidation of low density lipoprotein (LDL) is characteristic of atherosclerosis. In this frame, high density lipoproteins (HDL) play an important role, being able to remove lipid peroxides (LPOs) and cholesterol from oxidized LDL, so exhibiting a protective role against
Paul J Beisswenger et al.
Diabetes technology & therapeutics, 14(3), 285-292 (2011-10-26)
Advanced glycation end products (AGEs) and oxidation products (OPs) play an important role in diabetes complications, aging, and damage from sun exposure. Measurement of skin autofluorescence (SAF) has been promoted as a noninvasive technique to measure skin AGEs, but the
John M Ringman et al.
Dementia and geriatric cognitive disorders, 33(4), 219-225 (2012-05-16)
Convergent evidence suggests that oxidative stress plays a central role in the pathology of Alzheimer's disease (AD). We asked if consequently, oxidation of methionine residues to methionine sulfoxide (MetO) was increased in plasma proteins of persons carrying familial AD (FAD)
Alison M Day et al.
Molecular cell, 45(3), 398-408 (2012-01-17)
Eukaryotic 2-Cys peroxiredoxins (Prx) are abundant antioxidant enzymes whose thioredoxin peroxidase activity plays an important role in protecting against oxidative stress, aging, and cancer. Paradoxically, this thioredoxin peroxidase activity is highly sensitive to inactivation by peroxide-induced Prx hyperoxidation. However, any
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