D,L-Buthionine-(S,R)-sulfoximine

• CAT Number: R000046
• CAS Number: 5072-26-4
• Molecular Formula: C8H18N2O3S
• Molecular Weight: 222.30
• Purity: ≥95%
• Synonyms: 2-Amino-4-(S-butylsulfonimidoyl)butanoic Acid; S-(3-Amino-3-carboxypropyl)-S-butylsulfoximine; Buthionine Sulfoximine; NSC 381100
• Target: gamma-glutamylcysteine synthetase inhibitor
• Storage: -20°C
• IUPAC Name: 2-amino-4-(butylsulfonimidoyl)butanoic acid
• InChI: 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)
• InChIKey: KJQFBVYMGADDTQ-UHFFFAOYSA-N
• SMILES: CCCCS(=N)(=O)CCC(C(=O)O)N

D,L-Buthionine-(S,R)-sulfoximine (BSO) (Cat No.: R000046) is a synthetic compound that acts as an inhibitor of gamma-glutamylcysteine synthetase (GCL), the rate-limiting enzyme in the synthesis of glutathione. Glutathione is a critical antioxidant in cells, protecting against oxidative stress. By inhibiting its production, BSO reduces cellular glutathione levels, leading to increased oxidative damage. BSO is used in research to study oxidative stress, cancer therapy (by sensitizing tumors to chemotherapies), and neurodegenerative diseases, where oxidative damage plays a key role.