L-Buthionine sulfoximine

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Description: Irreversible γ-glutamylcysteine synthetase (γ-GCS) inhibitor; induces ferroptosis
Chemical Name: (2S)-2-Amino-4-(S-butylsulfonimidoyl)butanoic acid
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Reviews

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.

Select a batch to recalculate based on the batch molecular weight:
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


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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


Do you know of a great paper that uses L-Buthionine sulfoximine from Tocris? Please let us know.

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