M9503
DL-Methionine DL-sulfoximine
Synonym(s):
DL-(3-Amino-3-carboxypropyl) methyl sulfoximine
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About This Item
Empirical Formula (Hill Notation):
C5H12N2O3S
CAS Number:
Molecular Weight:
180.23
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
217-845-8
MDL number:
storage temp.
2-8°C
SMILES string
CS(=N)(=O)CCC(N)C(O)=O
InChI
1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)
InChI key
SXTAYKAGBXMACB-UHFFFAOYSA-N
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Saverio Tardito et al.
Amino acids, 42(6), 2507-2512 (2011-07-20)
L-Methionine sulfoximine (MSO) and DL-Phosphinothricin (PPT), two non-proteinogenic amino acids known as inhibitors of Glutamine Synthetase, cause a dose-dependent increase in the phosphorylation of the mTOR substrate S6 kinase 1. The effect is particularly evident in glutamine-depleted cells, where mTOR
Edgar L Perez et al.
Neurobiology of disease, 47(3), 331-337 (2012-06-05)
Increased extracellular brain glutamate has been implicated in the pathophysiology of human refractory temporal lobe epilepsy (TLE), but the cause of the excessive glutamate is unknown. Prior studies by us and others have shown that the glutamate degrading enzyme glutamine
Jan Albrecht et al.
Biochemical pharmacology, 80(9), 1303-1308 (2010-07-27)
Ammonia is a major neurotoxin implicated in hepatic encephalopathy (HE). Here we discuss evidence that many aspects of ammonia toxicity in HE-affected brain are mediated by glutamine (Gln), synthesized in excess from ammonia and glutamate by glutamine synthetase (GS), an
Isabelle Georis et al.
The Journal of biological chemistry, 286(52), 44897-44912 (2011-11-01)
Nitrogen availability regulates the transcription of genes required to degrade non-preferentially utilized nitrogen sources by governing the localization and function of transcription activators, Gln3 and Gat1. TorC1 inhibitor, rapamycin (Rap), and glutamine synthetase inhibitor, methionine sulfoximine (Msx), elicit responses grossly
L A Sanderson et al.
The Journal of experimental biology, 213(Pt 13), 2343-2353 (2010-06-15)
Glutamine synthetase (GSase), the enzyme that catalyses the conversion of glutamate and ammonia to glutamine, is present at high levels in vertebrate brain tissue and is thought to protect the brain from elevated ammonia concentrations. We tested the hypothesis that
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