B2515

L-Buthionine-sulfoximine

≥97% (TLC)

• Synonym(s): L-BSO
• Empirical Formula (Hill Notation): C₈H₁₈N₂O₃S
• CAS Number: 83730-53-4
• Molecular Weight: 222.31
• Beilstein/REAXYS Number: 2367136
• MDL number: MFCD00067000
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278263
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• assay: ≥97% (TLC)
• form: powder
• mp: 224-226 °C
• solubility: water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCS(=N)(=O)CC[C@H](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)/t7-,14?/m0/s1
• InChI key: KJQFBVYMGADDTQ-CVSPRKDYSA-N
• Gene Information: human ... GCLC(2729) , GCLM(2730)

Description

Application

L-Buthionine-sulfoximine has been used:

• as a selective activator for the induction of ferroptosis in rat apoptotic cells
• as an inhibitor of γ-glutamylcysteine synthetase to study its effects on the viability and effectiveness of microspore embryogenesis (ME) induction in triticale and barley
• as a glutathione synthesis blocker to study its effects on auranofin (AFN)-mediated interleukin-1β expression in murine alveolar macrophages

Used to induce experimental glutathione deficiency, to investigate roles of glutathione in cellular processes.

Biochem/physiol Actions

Blocks cellular resistance to chemotherapy by inhibiting γ-glutamylcysteine synthetase, a key enzyme in glutathione biosynthesis. Used to induce experimental glutathione deficiency, to investigate roles of glutathione in cellular processes.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)