B2640

DL-Buthionine-(S,R)-sulfoximine

• Formule linéaire : CH₃(CH₂)₃S(O)(=NH)CH₂CH₂CH(NH₂)CO₂H
• Numéro CAS: 5072-26-4
• Poids moléculaire : 222.31
• Numéro MDL: MFCD00070309
• Code UNSPSC : 12161501
• ID de substance PubChem : 24278264
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic (organic)
• Niveau de qualité: 200
• Pureté: ≥98% (TLC)
• Forme: powder
• Pf: 215 °C (dec.) (lit.)
• Solubilité: water: 50 mg/mL, clear to very slightly hazy, colorless to yellow
• Température de stockage: 2-8°C
• Chaîne SMILES: CCCCS(=N)(=O)CCC(N)C(O)=O
• InChI: 1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)
• Clé InChI: KJQFBVYMGADDTQ-UHFFFAOYSA-N

Description

Description générale

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.

Application

DL-Buthionine-(S,R)-sulfoximine has also been used:

• to induce oxidative stress in Starlings
• to deplete choroidal glutathione (GSH) in two-day-old rat pups
• to test its inhibitory effect on the enzymes, γ-glutamylcysteine synthetase and trypanothione synthetase (TryS) from T. cruzi

DL-Buthionine-(S,R)-sulfoximine has been used to deplete cellular glutathione levels in retinal ganglion cell 5 (RGC-5) cell line.

Actions biochimiques/physiologiques

Depletes cellular glutathione and downregulates GST level.

Caractéristiques et avantages

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves