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Submit ReviewL-Buthionine sulfoximine
Description: Irreversible γ-glutamylcysteine synthetase (γ-GCS) inhibitor; induces ferroptosis
Chemical Name: (2S)-2-Amino-4-(S-butylsulfonimidoyl)butanoic acid
Purity: ≥98% (HPLC)
Biological Activity for L-Buthionine sulfoximine
L-Buthionine sulfoximine is an irreversible γ-glutamylcysteine synthetase (γ-GCS) inhibitor; depletes glutathione levels by inhibiting synthesis. Induces ferroptosis in vitro.
Technical Data for L-Buthionine sulfoximine
| M. Wt | 222.3 |
| Formula | C8H18N2O3S |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 83730-53-4 |
| PubChem ID | 119565 |
| InChI Key | KJQFBVYMGADDTQ-CVSPRKDYSA-N |
| Smiles | CCCC[S](=N)(=O)CC[C@H](N)C(O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for L-Buthionine sulfoximine
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 22.23 | 100 | |
| DMSO | 22.23 | 100 |
Preparing Stock Solutions for L-Buthionine sulfoximine
The following data is based on the product molecular weight 222.3. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 4.5 mL | 22.49 mL | 44.98 mL |
| 5 mM | 0.9 mL | 4.5 mL | 9 mL |
| 10 mM | 0.45 mL | 2.25 mL | 4.5 mL |
| 50 mM | 0.09 mL | 0.45 mL | 0.9 mL |
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Product Datasheets for L-Buthionine sulfoximine
References for L-Buthionine sulfoximine
References are publications that support the biological activity of the product.
Griffith & Meister (1979) Potent and specific inhibition of glutathione synthesis by buthionine sulfoximine (S-n-butyl homocysteine sulfoximine) J.Biol.Chem. 254 7558 PMID: 38242
Griffith et al (1982) Mechanism of action, metabolism, and toxicity of buthionine sulfoximine and its higher homologs, potent inhibitors of glutathione synthesis. J.Biol.Chem. 257 13704 PMID: 6128339
Yang et al (2014) Regulation of ferroptotic cancer cell death by GPX4. Cell. 156 317 PMID: 24439385
If you know of a relevant reference for L-Buthionine sulfoximine, please let us know.
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Keywords: L-Buthionine sulfoximine, L-Buthionine sulfoximine supplier, Buthionine, sulfoximine, BSO, L-BSO, gamma, glutamylcysteine, synthetase, inhibitors, inhibits, induces, ferroptosis, activiators, activates, g-GCS, glutamate, cysteine, ligase, GSL, Other, Synthases/Synthetases, Ferroptosis, 6954, Tocris Bioscience
1 Citation for L-Buthionine sulfoximine
Citations are publications that use Tocris products. Selected citations for L-Buthionine sulfoximine include:
Gregory H et al (2021) Glucose metabolism and pyruvate carboxylase enhance glutathione synthesis and restrict oxidative stress in pancreatic islets. Cell Rep 37 110037 PMID: 34818536
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