5.08228

L- Buthionine Sulfoximine

• Sinónimos: L- Buthionine Sulfoximine
• Fórmula empírica (notación de Hill): C₈H₁₈N₂O₃S
• Número de CAS: 83730-53-4
• Peso molecular: 222.31
• MDL number: MFCD00067000
• UNSPSC Code: 12352200
• NACRES: NA.77

Propiedades

• assay: ≥97% (TLC)
• Quality Level: 100
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: water: 50 mg/mL
• storage temp.: 2-8°C
• 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

Descripción

General description

A cell-permeable, sulfoximine based compound that acts a potent, fast acting, irreversible inhibitor of g-glutamylcysteine synthetase and depletes cellular glutathione levels. Closely resembles the structure of g-glutamylphosphate cysteine adduct. The inhibition follows the first order kinetics with t1/2 = ~ 11 sec at saturating inhibitor concentration. Does not affect the activity of glutamine synthetase. Shown to improve the outcome of chemotherapy by lowering the levels of glutathione in cancer cells (IC₅₀ = 1.9, 8.6, and 29 µM in melanoma, breast, and ovarian tumor cells, respectively).

A cell-permeable, sulfoximine based compound that acts a potent, fast acting, irreversible inhibitor of g-glutamylcysteine synthetase and depletes cellular glutathione levels. Closely resembles the structure of g-glutamylphosphate cysteine adduct. The inhibition follows the first order kinetics with t_1/2 = ~ 11 sec at saturating inhibitor concentration. Does not affect the activity of glutamine synthetase. Shown to improve the outcome of chemotherapy by lowering the levels of glutathione in cancer cells (IC₅₀ = 1.9, 8.6, and 29 µM in melanoma, breast, and ovarian tumor cells, respectively).

Biochem/physiol Actions

Primary Target
gamma-glutamylcysteine synthetase

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Fruehauf, J.P., et al. 1997. Pigment Cell Res.10, 236.
OʹDwyer, P.J., et al. 1996. J. Clin. Oncol.14, 249.
Griffith, O. W., 1982. J. Biol. Chem.257, 13704.

Griffith, O. W., et al. 1979. J. Biol. Chem.254, 7558.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable