D,L-Buthionine-(S,R)-Sulfoximine

D,L-Buthionine-(S,R)-sulfoximine is an inhibitor of gamma-glutamylcysteine synthetase that induces 100% inhibition at a concentration of 10 µM in an enzyme assay. It is selective for gamma-glutamylcysteine synthetase, lacking activity at glutamine synthetase at concentrations up to 500 µM. D,L-Buthionine-(S,R)-sulfoximine (32 mmol/kg, i.p.) reduces renal glutathione in mice without inducing abnormal behavior or convulsions. It has antiparasitic activity, eliminating T. brucei from the bloodstream of infected mice via depletion of intratrypanosomal glutathione and induction of oxidative stress at a dose of 4 mmol/kg. D,L-Buthionine-(S,R)-sulfoximine is an isomeric mixture of L-buthionine-S-sulfoxime, L-buthionine-R-sulfoxime, D-buthionine-S-sulfoxime, and D-buthionine-R-sulfoxime.Formal Name: 2-amino-4-(S-butylsulfonimidoyl)-butanoic acid. CAS Number: 5072-26-4. Synonyms: NSC 381100. Molecular Formula: C8H18N2O3S. Formula Weight: 222.3. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Water: Slightly Soluble. SMILES: O=S(CCCC)(CCC(N)C(O)=O)=N. InChi Code: 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). InChi Key: KJQFBVYMGADDTQ-UHFFFAOYSA-N.