5.08228
L- Buthionine Sulfoximine
≥97% (TLC), g-glutamylcysteine synthetase inhibitor, powder
Synonym(s):
L- Buthionine Sulfoximine
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About This Item
Empirical Formula (Hill Notation):
C8H18N2O3S
CAS Number:
Molecular Weight:
222.31
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥97% (TLC)
Form:
powder
Quality level:
Storage condition:
OK to freeze, protect from light
Product Name
L- Buthionine Sulfoximine,
Quality Level
assay
≥97% (TLC)
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).
Biochem/physiol Actions
Primary Target
gamma-glutamylcysteine synthetase
gamma-glutamylcysteine synthetase
Packaging
Packaged under inert gas
Preparation Note
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
Disclaimer
Toxicity: Standard Handling (A)
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 5082280001 | 04055977261790 |