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Assay
≥97% (TLC)
Quality Level
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 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).
Biochem/physiol Actions
Primary Target
gamma-glutamylcysteine synthetase
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.
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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