CAS 83730-53-4

L-Buthionine-S,R-sulfoximine

Description:

L-Buthionine-S,R-sulfoximine (BSO) is a synthetic compound primarily known for its role as a selective inhibitor of the enzyme gamma-glutamylcysteine synthetase, which is crucial in the synthesis of glutathione, a vital antioxidant in cells. BSO is characterized by its ability to deplete intracellular glutathione levels, thereby increasing cellular susceptibility to oxidative stress and enhancing the efficacy of certain chemotherapeutic agents. It is often utilized in research settings to study the role of glutathione in cellular processes and to investigate potential therapeutic strategies in cancer treatment. The compound is typically a white to off-white solid and is soluble in water and various organic solvents. BSO's mechanism of action and its effects on cellular redox status make it a valuable tool in pharmacological and biochemical studies, particularly in understanding the interplay between oxidative stress and cellular defense mechanisms. However, due to its potent effects on glutathione metabolism, careful handling and consideration of its biological implications are essential in experimental applications.

Formula: C₈H₁₈N₂O₃S

InChI: 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)/t7-,14?/m0/s1

InChI key: InChIKey=KJQFBVYMGADDTQ-CVSPRKDYSA-N

SMILES: S(CC[C@@H](C(O)=O)N)(CCCC)(=N)=O

Synonyms:

• L-Buthionine-S,R-sulfoximine
• NSC 326231
• Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-, (2S)-
• L-Buthionine sulfoximine
• (2S)-2-Amino-4-(S-butylsulfonimidoyl)butanoic acid

Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-, (2S)-

CAS: 83730-53-4

Formula: C₈H₁₈N₂O₃S

Purity: 98%

Color and Shape: Solid

Molecular weight: 222.3051

Ref: IN-DA00IDBJ

(2S)-2-Amino-4-(Butylsulfonimidoyl)Butanoic Acid

CAS: 83730-53-4

(2S)-2-Amino-4-(Butylsulfonimidoyl)Butanoic Acid

Purity: 98%

Molecular weight: 222.31g/mol

Ref: 54-OR1008009

L-BUTHIONINE-(S,R)-SULFOXIMINE

CAS: 83730-53-4

L-BUTHIONINE-(S,R)-SULFOXIMINE

Purity: ≥95%

Molecular weight: 222.31g/mol

Ref: 54-BUP13839

L-Buthionine-sulfoximine

CAS: 83730-53-4

Formula: C₈H₁₈N₂O₃S

Purity: ≥ 97%

Color and Shape: White to off-white powder

Molecular weight: 222.31

Ref: 7W-GL6062

L-BUTHIONINE-(S,R)-SULFOXIMINE

CAS: 83730-53-4

L-Buthionine-(S,R)-sulfoximine is a cell-permeable and irreversible inhibitor of γ-glutamylcysteine synthetase that induces oxidative stress by depleting GSH.

Formula: C₈H₁₈N₂O₃S

Purity: 97.07% - ≥98%

Color and Shape: White Fine Powder

Molecular weight: 222.31

Ref: TM-T5371

L-Buthionine-(S,R)-sulfoximine

Controlled Product

CAS: 83730-53-4

Applications A potent and specific inhibitor of alpha-glutamylcysteine synthetase.
References Griffith, O.W., et al.: J. Biol. Chem., 254, 16, 7558 (1979), Griffith, O.W., Methods in Enzymology, 77, 59 (1981), Slivka, A., et al.: J. of Neurochemistry, 50, 5, 1391 (1988), Du, D-L, et al.: Cancer Research, 50, 4038 (1990), Sandor, V., et al.: J. of Chromatography B, 673, 123 91995)

Formula: C₈H₁₈N₂O₃S

Color and Shape: White To Off-White

Molecular weight: 222.31

Ref: TR-B690270

L-Buthionine-(S,R)-sulfoximine

CAS: 83730-53-4

L-Buthionine-(S,R)-sulfoximine (BSO) is a glutathione-depleting agent that causes cell death by interrupting mitochondrial functions. BSO has been shown to be reactive with covalent linkages in polymer compositions and enzyme activities, which results in the inhibition of human osteosarcoma cells. It also has pro-apoptotic properties that have been demonstrated using multivariate logistic regression on taxol toxicity studies. Resistance to BSO is rare, but has been observed in breast cancer cells. The synergistic effect of BSO and other drugs, such as chemotherapeutic agents, is not well understood.

Formula: C₈H₁₈N₂O₃S

Purity: Min. 97 Area-%

Color and Shape: White Powder

Molecular weight: 222.31 g/mol

Ref: 3D-FB19391