L-Methionine [R,S]-Sulfoximine

CAS: 15985-39-4

Ref. TR-M260500

Product Information

• Name: L-Methionine [R,S]-Sulfoximine
• Synonyms: (2S)-2-amino-4-(methylsulfonimidoyl)butanoic acid, (2S)-2-Amino-4-(S-methylsulfonimidosyl)butanoic acid, (2S)-2-Amino-4-[imino(methyl)oxo-λ6-sulfanyl]butanoic acid, (2S)-2-amino-4-(S-methylsulfonimidoyl)butanoic acid, 2-Amino-4-(S-Methylsulfonimidosyl)Butanoic Acid, <span class="text-smallcaps">L</smallcap>-Methionine-<smallcap>DL</span>-sulfoximine, <span class="text-smallcaps">L</span>-Methionine (SR)-sulfoximine, <span class="text-smallcaps">L</span>-Methionine dl-sulfoximine, <span class="text-smallcaps">L</span>-Methionine sulfoximine, Butanoic acid, 2-amino-4-(S-methylsulfonimidoyl)-, (2S)-, Glabrin, Glabrin (acyclic amino acid), L-Methionine sulfoximine, 98+%, L-Methionine-Dl-Sulfoximine, L-S-[3-Amino-3-Carboxypropyl]-S-Methylsulfoximine, L-S-[3-Amino-3-carboxypropyl]-S-methyl-[R,S]-sulfoximine, MSX (L-Methionine sulfoximine), Methionine-dl-sulfoximine, Sulfoximine, S-(3-amino-3-carboxypropyl)-S-methyl-, <span class="text-smallcaps">L</span>-(±)-, Sulfoximine, S-(3-amino-3-carboxypropyl)-S-methyl-, L-(±)-, L-Methionine sulfoximine

Description

Applications Methionine sulfoximine inhibits both glutamine synthetase and g-glutamylcysteine synthetase. Working concentrations for inhibition of g-glutamylcysteine synthetase are 0.2-2.0 mM (52% inhibition occured at 100 mM).Methionine sulfoximine is also a toxic byproduct of nitrogen trichloride, a compound that was used to bleach unprocessed wheat flour prior to 1968. The compound has been investigated as a potential neurotoxin linked to diseases such as amyotrophic lateral sclerosis (ALS) and Parkinson’s disease.
References Griffith, O.W., and Meister, A.: J. Biol. Chem. 254, 7558 (1979), Willard-Mack, C.L., et al: Neuroscience, 71, 2, 589 (1996)

• Brand: TRC

Chemical properties

• Molecular weight: 180.23
• Formula: C₅H₁₂N₂O₃S
• Color/Form: Neat
• InChI: InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1
• InChI key: InChIKey=SXTAYKAGBXMACB-DPVSGNNYSA-N
• SMILES: CS(=N)(=O)CC[C@H](N)C(=O)O