19176

DL-Buthionine-sulfoximine

synthetic, ≥99.0% (TLC), glutathione biosynthesis inhibitor, powder or crystals

• Synonym(s): DL-Buthionine (S,R)-sulfoximine, BSO, Buthionine sulfoximine, Butionine sulfoximine
• Empirical Formula (Hill Notation): C₈H₁₈N₂O₃S
• CAS Number: 5072-26-4
• Molecular Weight: 222.31
• NACRES: NA.77
• PubChem Substance ID: 57647786
• UNSPSC Code: 12352202
• MDL number: MFCD00070309
• Beilstein/REAXYS Number: 2367136

Properties

• Product Name: DL-Buthionine-sulfoximine, ≥99.0% (TLC)
• biological source: synthetic
• Quality Segment: 100
• assay: ≥99.0% (TLC)
• form: powder or crystals
• mp: 215 °C
• solubility: H₂O: 50 mg/mL, clear to almost clear, colorless
• storage temp.: 2-8°C
• SMILES string: CCCCS(=N)(=O)CCC(N)C(O)=O
• InChI: 1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)
• InChI key: KJQFBVYMGADDTQ-UHFFFAOYSA-N

Description

Application

DL-Buthionine-sulfoximine is suitable for use to:

• examine whether the inhibition of glutathione by BSO enhances the apoptotic effect of estrogen on antihormone-resistant human breast cancer cells
• investigate the effect of BSO on development of bovine embryos
• inhibit GSH in several studies
• investigate the effect of GSH synthesis on oocyte maturation

It may be used to inhibit GSH and evaluate the hepatotoxicity and nephrotoxicity of natural food colorants in the absence of GSH

Biochem/physiol Actions

DL-Buthionine-sulfoximine inhibits the biosynthesis of Glutathione (GSH) in liver and other peripheral organs. It does not have any effect on GSH in the CNS. It augments the antiproliferative action of reactive oxygen species (e.g., hydrogen peroxide), and agents that indirectly cause accumulation of reactive oxygen species (e.g., 2-methoxyestradiol, which increases intracellular superoxide anion).

Other Notes

Depletes glutathionine in isolated cells

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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