Home Metabolism inhibitor - γGCS inhibitor L-BSO (L-Buthionine-(S,R)-sulfoximine)

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L-BSO (L-Buthionine-(S,R)-sulfoximine) inhibitor

Cat.No.S9728

BSO is a cell-permeable, potent, fast acting and irreversible inhibitor of g-glutamylcysteine synthetase (γ-glutamylcysteine synthetase, γ-GCS) and depletes cellular glutathione levels. The IC50 of BSO on melanoma, breast and ovarian tumor specimens are 1.9 μM, 8.6 μM, and 29 μM, respectively.
L-BSO (L-Buthionine-(S,R)-sulfoximine) inhibitor Chemical Structure

Chemical Structure

Molecular Weight: 222.31

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Quality Control

Chemical Information, Storage & Stability

Molecular Weight 222.31 Formula

C8H18N2O3S

 Storage (From the date of receipt) 3 years -20°C powder
CAS No. 83730-53-4 -- Storage of Stock Solutions

Synonyms L-Buthionine sulfoximine, l-BSO Smiles CCCC[S](=N)(=O)CCC(N)C(O)=O

Solubility

In vitro
Batch:

Water : 44 mg/mL

DMSO : Insoluble
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Ethanol : Insoluble

Molarity Calculator

Mass Concentration Volume Molecular Weight

In vivo
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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Mechanism of Action

In vitro

BSO (L-Buthionine-(S,R)-sulfoximine) synergistically enhanced BCNU activity against melanoma cell lines and human tumors. This compound (50 μM) treatment for 48 hr results in a 95% decrease in ZAZ and M14 melanoma cell line GSH levels, and a 60% decrease in GST enzyme activity. GST-μ protein and mRNA levels are significantly reduced in both cell lines. GST-π expression is unaffected. This chemical enhancement of alkylator action may be related in part to down regulation of GST.[1]
In vivo

LButhionine-S,R-sulfoximine (L-S,R-BSO) substantially inhibits GSH production at a greater degree and causes a higher toxicity to guinea pigs than mice, implying that mice may have an additional protective mechanism against oxidative stress injury. Indeed, administration of this compound to mice inhibits tissue GSH production while increasing ascorbate levels. This chemical also increases tissue ascorbate levels in mice fed a ascorbate and dehydroascorbatefree diet suggesting activation of ascorbate synthesis, which is further confirmed by increased urinary ascorbate excretion.[2]
References

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