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

Name: L-Buthionine-(S,R)-sulfoximine (L-BSO)
Brand: Selleck Chemicals
SKU: S9728
Rating: 5 (13 reviews)

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 tumour specimens are 1.9 μM, 8.6 μM, and 29 μM, respectively.

Chemical Structure

Molecular Weight: 222.31

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Quality Control

Batch: Purity: 99.97%

99.97

Related Targets	Dehydrogenase HSP Transferase P450 (e.g. CYP17) PDE phosphatase PPAR Vitamin Carbohydrate Metabolism Mitochondrial Metabolism
Other Inhibitors	ISX-9 (Isoxazole 9) Concanamycin A YAP-TEAD Inhibitor 1 (Peptide 17) NSC 23766 PF-3644022 GW3965 WAY-641966 WAY-320461 Vaborbactam Maribavir

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	1 year-80°Cin solvent 1 month-20°Cin solvent
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

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In vivo
Batch:

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Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

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.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.

Mechanism of Action

In vitro	BSO (L-Buthionine-(S,R)-sulfoximine) synergistically enhanced BCNU activity against melanoma cell lines and human tumours. 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.
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 an ascorbate and dehydroascorbate-free diet suggesting activation of ascorbate synthesis, which is further confirmed by increased urinary ascorbate excretion.
References	[1] https://pubmed.ncbi.nlm.nih.gov/9263331/ [2] https://pubmed.ncbi.nlm.nih.gov/28115164/

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