DL-Buthionine-[s,r]-sulfoximine

Chemical Properties

White Crystalline Solid

Uses

DL-Buthionine-sulfoximine is suitable for use to:

• examine whether the inhibition of glutathione by BSO enhances the apoptotic effect of estrogen on antihormone-resistant human breast cancer cells
• investigate the effect of BSO on development of bovine embryos
• inhibit GSH in several studies
• investigate the effect of GSH synthesis on oocyte maturation

It may be used to inhibit GSH and evaluate the hepatotoxicity and nephrotoxicity of natural food colorants in the absence of GSH

Uses

A potent and specific inhibitor of alpha-glutamyl cysteine synthetase

Uses

Biological tool for depletion of glutathione.

Definition

ChEBI: A sulfoximide that is the sulfoximine derivative of an analogue of DL-methionine in which the S-methyl group is replaced by S-butyl.

General Description

DL-buthionine-SR-sulfoximine (BSO) is an amino acid analogue, which acts as an inhibitor of γ-glutamylcysteine synthetase. BSO increases the sensitivity of Trypanosoma cruzi to antiparasitic drugs, such as nifurtimox or benznidazole.

Biochem/physiol Actions

DL-Buthionine-sulfoximine inhibits the biosynthesis of Glutathione (GSH) in liver and other peripheral organs. It does not have any effect on GSH in the CNS. It augments the antiproliferative action of reactive oxygen species (e.g., hydrogen peroxide), and agents that indirectly cause accumulation of reactive oxygen species (e.g., 2-methoxyestradiol, which increases intracellular superoxide anion).