CAS 3226-65-1

Methionine sulfoxide

Description:

Methionine sulfoxide is a sulfoxide derivative of the amino acid methionine, characterized by the presence of a sulfoxide functional group (–S(=O)–) attached to the sulfur atom of the methionine side chain. It is a chiral compound, existing in two enantiomeric forms, which can have different biological activities. Methionine sulfoxide is often formed as a result of oxidative stress, where reactive oxygen species oxidize methionine residues in proteins. This modification can affect protein function and is implicated in various biological processes, including aging and cellular signaling. The compound is soluble in water and polar organic solvents, making it suitable for various biochemical applications. Methionine sulfoxide can also be reduced back to methionine by specific enzymes, highlighting its role in redox biology. Its CAS number, 3226-65-1, is used for identification in chemical databases and regulatory contexts. Overall, methionine sulfoxide serves as an important biomarker for oxidative damage and is of interest in studies related to oxidative stress and protein chemistry.

Formula: C₅H₁₁NO₃S

InChI: InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10?/m0/s1

InChI key: InChIKey=QEFRNWWLZKMPFJ-YGVKFDHGSA-N

SMILES: [C@H](CCS(C)=O)(C(O)=O)N

Synonyms:

• (2S)-2-amino-4-(methylsulfinyl)butanoic acid
• 2-Amino-4-(Methylsulfinyl)Butanoic Acid
• 3: PN: WO2011158590 PAGE: 34 claimed protein
• <span class="text-smallcaps">L</span>-Methionine sulfoxide
• <span class="text-smallcaps">L</span>-Methionine, S-oxide
• Butanoic acid, 2-amino-4-(methylsulfinyl)-, (2S)-
• Butyric acid, 2-amino-4-(methylsulfinyl)-, <span class="text-smallcaps">L</span>-
• H-Met(O)-OH
• Methionine sulfoxide
• methionine S-oxide
• L-Methionine, S-oxide
• Butyric acid, 2-amino-4-(methylsulfinyl)-, L-

L-Methionine sulfoxide

CAS: 3226-65-1

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₅H₁₁NO₃S

Color and Shape: Powder, White to pale cream

Molecular weight: 165.21

Ref: 02-J62873

H-Met(O)-OH

CAS: 3226-65-1

(Diastereomeric mixture)

Formula: C₅H₁₁NO₃S

Purity: > 99%

Color and Shape: White Powder

Molecular weight: 165.21

Ref: 01-4014135

L-Methionine sulfoxide

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Purity: 97%

Color and Shape: Solid

Molecular weight: 165.2107

Ref: IN-DA00I649

H-Met(O)-Oh

CAS: 3226-65-1

H-Met(O)-Oh

Formula: C₅H₁₁NO₃S

Purity: 98%

Molecular weight: 165.21

Ref: 54-OR1013521

Methionine EP Impurity A (L-Methionine Sulfoxide)

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Color and Shape: White To Off-White Solid

Molecular weight: 165.21

Ref: 4Z-M-477

L-Methionine sulfoxide

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to light yellow crystalline powder

Molecular weight: 165.21

Ref: 7W-GM1929

(2S)-2-Amino-4-[(RS)-methylsulfinyl]butanoic Acid (L-Methionine Sulfoxide)

Controlled Product

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Color and Shape: Neat

Molecular weight: 165.21

Ref: 86-MM0358.05

L-Methionine Sulfoxide

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Purity: >98.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 165.21

Ref: 3B-M2097

H-Met(O)-OH

CAS: 3226-65-1

(2S)-2-Amino-4-(methylsulfinyl)butanoic acid

Formula: C₅H₁₁NO₃S

Purity: 97%

Molecular weight: 165.21

Ref: IN-DG2486

L-Methionine sulfoxide

CAS: 3226-65-1

L-Methionine sulfoxide (H-Met(O)-OH) is a methionine metabolite affecting oxidative stress, purinergic signaling, and M1 macrophage polarization.

Formula: C₅H₁₁NO₃S

Purity: 99.47% - 99.60%

Color and Shape: Solid

Molecular weight: 165.21

Ref: TM-T19397

Methionine EP Impurity A

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Molecular weight: 165.21

Ref: ST-EA-CP-M105001

L-Methionine Sulfoxide,13C

Controlled Product

CAS: 3226-65-1

Applications L-Methionine Sulfoxide 13C1 is a labelled analogue of L-Methionine Sulfoxide ( M260450). L-Methionine Sulfoxide ( M260450) an intermediate in the synthesis of the acyclic amino carboxylic acid L-Methionine sulfoximine.
References Lee, B., et al.: J. Biol. Chem., 283, 28361 (2008), Nordqvist, A., et al.: Bioorg. Med. Chem., 16, 5501 (2008);Balog, E., et al.: Biochem., 48, 3005 (2009);

Formula: CC₄H₁₁NO₃S

Color and Shape: Neat

Molecular weight: 166.203

Ref: TR-M260448

L-Methionine Sulfoxide

CAS: 3226-65-1

Stability Temperature Sensitive, Hygroscopic
Applications An intermediate in the synthesis of the acyclic amino carboxylic acid L-Methionine sulfoximine.
References Lee, B., et al.: J. Biol. Chem., 283, 28361 (2008), Nordqvist, A., et al.: Bioorg. Med. Chem., 16, 5501 (2008), Balog, E., et al.: Biochem., 48, 3005 (2009),

Formula: C₅H₁₁NO₃S

Color and Shape: Neat

Molecular weight: 165.21

Ref: TR-M260450

(2S)-2-Amino-4-(methylsulfinyl)butanoic acid

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Purity: 95%

Color and Shape: Solid

Molecular weight: 165.21

Ref: 10-F323962

L-Methionine Sulphoxide extrapure, 99%

CAS: 3226-65-1

Formula: C₅H₁₁NO₃S

Purity: min. 99%

Color and Shape: White, Powder

Molecular weight: 165.21

Ref: SR-19485

L-Methionine sulfoxide

CAS: 3226-65-1

Methionine sulfoxide is a methionine that has been oxidized to methionine sulfoxide. Methionine sulfoxides are produced through protein oxidation, which is the chemical process of reacting with oxygen in the air or other compounds to form an organic peroxide and superoxide radical. Methionine sulfoxides are found in proteins and are formed as a result of oxidative stress on cells and tissues. The rate constant for the conversion of methionine to methionine sulfoxide is 0.01983 min-1 at pH 7, 25°C. There are two methods of detection: chemiluminescence method and chromatographic analysis. In addition, methionine sulfoxides have natural antioxidant properties that can be used to treat diseases such as Alzheimer's disease and Parkinson's disease, as well as cancer treatments. Methionine sulfoxides have been shown to have a significant effect on wild-type strains of bacteria, reducing their growth rates

Formula: C₅H₁₁NO₃S

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 165.21 g/mol

Ref: 3D-FM25159