Chemical Property of 2-amino-4-(S-butylsulfonimidoyl)butanoate
Chemical Property:
- Appearance/Colour:white fine powder
- Vapor Pressure:6.64E-07mmHg at 25°C
- Melting Point:224-228 °C (dec.)
- Refractive Index:1.6300 (estimate)
- Boiling Point:382.3 °C at 760 mmHg
- Flash Point:185 °C
- PSA：112.62000
- Density:1.29 g/cm3
- LogP:2.30100
- Storage Temp.:2-8°C
- Solubility.:H2O: 50 mg/mL, clear, colorless to faintly yellow
- XLogP3:-0.4
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:4
- Rotatable Bond Count:6
- Exact Mass:222.10381361
- Heavy Atom Count:14
- Complexity:279
- Purity/Quality:
-
97% *data from raw suppliers
L-Buthionine-[S,R]-Sulfoximine *data from reagent suppliers
Safty Information:
- Pictogram(s):
A reproductive hazard.
- Hazard Codes:Xi
- Statements:
36/37/38
- Safety Statements:
22-24/25
- MSDS Files:
-
SDS file from LookChem
Total 1 MSDS from other Authors
Useful:
- Canonical SMILES:CCCCS(=N)(=O)CCC(C(=O)[O-])[NH3+]
- Isomeric SMILES:CCCCS(=N)(=O)CC[C@@H](C(=O)[O-])[NH3+]
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Description
L-Buthionine-(S,R)-sulfoximine is an irreversible inhibitor of γ-glutamylcysteine synthetase (Ki <100 μM), the rate-limiting enzyme for L-glutathione (GSH) synthesis, that induces oxidative stress in cells by depleting GSH. Administration of L-buthionine-(S,R)-sulfoximine leads to decreased GSH levels in virtually all tissues and is associated with tissue damage and apoptosis. Whereas elevated glutathione levels are associated with tumor cell resistance, L-buthionine-(S,R)-sulfoximine has been shown to enhance the toxicity of various chemotherapeutic agents in drug-resistant tumors.
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Uses
A potent and specific inhibitor of alpha-glutamylcysteine synthetase inhibitor of gamma-glutamylcysteine synthetase Buthionine sulfoximine (BSO) is an irreversible inhibitor of γ-glutamylcysteine synthetase (Ki <100 μM), the rate-limiting enzyme for L-glutathione (GSH) synthesis, that induces oxidative stress in cells by depleting GSH. Administration of BSO leads to decreased GSH levels in virtually all tissues and is associated with tissue damage and apoptosis. Whereas elevated glutathione levels are associated with tumor cell resistance, BSO has been shown to enhance the toxicity of various chemotherapeutic agents in drug-resistant tumors. L-Buthionine-(S,R)-sulfoximine is a potent and specific inhibitor of alpha-glutamylcysteine synthetase.
