L-Buthionine- (S, R) -sulfoximine

L-Buthionine- (S, R) -sulfoximine is a cell-permeable, potent, fast acting and irreversible inhibitor of g-glutamylcysteine synthetase and depletes cellular glutathione levels. The IC50 value of L-Buthionine- (S, R) -sulfoximine on melanoma, breast and ovarian tumor specimens are 1.9 μM, 8.6 μM, and 29 μM, respectively.

Product Specifications

CAS Number

[83730-53-4]

Product Name Alternative

L-Buthionine sulfoximine; L-BSO

UNSPSC

12352211

Hazard Statement

H302, H315, H319, H335

Target

Ferroptosis

Type

Reference compound

Related Pathways

Apoptosis

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/L-Buthionine-_S,R_-sulfoximine.html

Purity

99.35

Solubility

DMSO : < 1 mg/mL (ultrasonic) |H2O : 18.33 mg/mL (ultrasonic)

Smiles

N[C@H](C(O)=O)CCS(CCCC)(=O)=N

Molecular Formula

C8H18N2O3S

Molecular Weight

222.31

Precautions

H302, H315, H319, H335

References & Citations

[1]Fruehauf JP, et al. Selective and synergistic activity of L-S, R-buthionine sulfoximine on malignant melanoma is accompanied by decreased expression of glutathione-S-transferase. Pigment Cell Res. 1997 Aug;10 (4) :236-49.|[2]Reliene R, et al. Glutathione depletion by buthionine sulfoximine induces DNA deletions in mice. Carcinogenesis. 2006 Feb;27 (2) :240-4.|[3]Satoru Nishizawa, et al. Low tumor glutathione level as a sensitivity marker for glutamate-cysteine ligase inhibitors. Oncol Lett. 2018 Jun;15 (6) :8735-8743.