L-Buthionine- (S, R) -sulfoximine (hydrochloride)

L-Buthionine- (S, R) -sulfoximine hydrochloride is a cell-permeable, potent, fast acting, orally active 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[1][2].

Product Specifications

Product Name Alternative

L-Buthionine sulfoximine (hydrochloride) ; L-BSO (hydrochloride)

UNSPSC

12352211

Target

Ferroptosis

Type

Reference compound

Related Pathways

Apoptosis

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer; Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/l-buthionine-s-r-sulfoximine-hydrochloride.html

Purity

98.39

Solubility

H2O : 70 mg/mL (ultrasonic)

Smiles

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

Molecular Formula

C8H19ClN2O3S

Molecular Weight

258.77

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.