Sigma-Aldrich L- Buthionine Sulfoximine

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

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