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:
InChI key
QEFRNWWLZKMPFJ-UHFFFAOYSA-N
InChI
1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
SMILES string
CS(=O)CCC(N)C(O)=O
assay
≥98.5% (NT)
reaction suitability
reaction type: solution phase peptide synthesis
mp
~240 °C (dec.)
application(s)
peptide synthesis
Quality Level
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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)
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
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
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)
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
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