DL-BUTHIONINE-[S,R]-SULFOXIMINE Property

Melting point:

215 °C (dec.)(lit.)

Boiling point:

382.3±52.0 °C(Predicted)

Density 

1.29±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

H₂O: 50 mg/mL, clear, colorless

form 

Fluffy Powder

color 

White

Merck 

13,1520

BRN 

2367136

CAS DataBase Reference

5072-26-4(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

EK7713435

F 

10

HS Code 

29309090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

DL-BUTHIONINE-[S,R]-SULFOXIMINE Chemical Properties,Usage,Production

Chemical Properties

White Crystalline Solid

Uses

A potent and specific inhibitor of alpha-glutamyl cysteine synthetase

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

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).