DL-BUTHIONINE-[S,R]-SULFOXIMINE

DL-BUTHIONINE-[S,R]-SULFOXIMINE
  • CAS No.:5072-26-4
Other grades of this product :
DL-BUTHIONINE-[S,R]-SULFOXIMINE Basic information
Product Name:DL-BUTHIONINE-[S,R]-SULFOXIMINE
Synonyms:DL-BUTHIONINE (R,S)-SULFOXIMINE;DL-BUTHIONINE-[S,R]-SULFOXIMINE;DL-BUTHIONINE (S,R)-SULPHOXIME;DL-BUTHIONINE-SULFOXIMINE;2-amino-4-(s-butylsulfonimidoyl)-butanoicaci;2-amino-4-(s-butylsulfonimidoyl)butanoicacid;buthioninesulfoxamine;buthioninesulfoximine
CAS:5072-26-4
MF:C8H18N2O3S
MW:222.31
EINECS:628-045-7
Product Categories:Glutathione S-Transferase Agents;Sulfur & Selenium Compounds;D to;Drug and Xenobiotic Metabolism;Enzyme Inhibitors by Enzyme;Fusarinine -C OrnithinesteraseMulti-Drug Resistance and Drug Metabolism;Substrates, Inducers, Inhibitors
Mol File:5072-26-4.mol
DL-BUTHIONINE-[S,R]-SULFOXIMINE Chemical Properties
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 Reference5072-26-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS EK7713435
10
HS Code 29309090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
DL-BUTHIONINE-[S,R]-SULFOXIMINE Usage And Synthesis
Chemical PropertiesWhite Crystalline Solid
UsesA potent and specific inhibitor of alpha-glutamyl cysteine synthetase
UsesBiological tool for depletion of glutathione.
UsesDL-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
DefinitionChEBI: 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 DescriptionDL-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 ActionsDL-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).
DL-BUTHIONINE-[S,R]-SULFOXIMINE Preparation Products And Raw materials
Preparation ProductsEthyl 5-[3-(4,6-dimethoxy pyrimidyl-2-yl)ureido]methylpyrazolyl-4-carboxylic ester

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