L-Buthionine-(S,R)-sulfoximine hydrochloride (Synonyms: L-Buthionine sulfoximine hydrochloride; L-BSO hydrochloride)

Name: L-Buthionine-(S,R)-sulfoximine hydrochloride
Brand: MedChemExpress
SKU: HY-106376C
Rating: 5.0 (19 reviews)

Cat. No.: HY-106376C Purity: 98.39%: Data Sheet
COA

SDS
Handling Instructions
FAQs
Technical Support

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

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사이즈	재고	수량
50 mg	해외재고보유	Estimated Time of Arrival: December 31
100 mg	견적 받기
200 mg	견적 받기

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This product is a controlled substance and not for sale in your territory.

고객리뷰

Based on 19 publication(s) in Google Scholar

Other Forms of L-Buthionine-(S,R)-sulfoximine hydrochloride:

DL-Buthionine-(S,R)-sulfoximine In-stock
DL-Buthionine-(S,R)-sulfoximine hydrochloride In-stock
L-Buthionine-(S,R)-sulfoximine In-stock

19 Publications Citing Use of MCE L-Buthionine-(S,R)-sulfoximine hydrochloride

Bio/Physico-chemical Assay

In Vivo Efficacy Study

Cell Imaging/Staining

Histological Imaging/Staining

: L-Buthionine-(S,R)-sulfoximine hydrochloride purchased from MedChemExpress. Usage Cited in: Theranostics. 2024 May 27;14(8):3339-3357. [Abstract]; Macroscopic feature and PASI scores of the back of mice in control, IMQ, IMQ+GSH, and IMQ+BS0(2 mg/kg, s.c., 7 d) groups.

: L-Buthionine-(S,R)-sulfoximine hydrochloride purchased from MedChemExpress. Usage Cited in: Theranostics. 2024 May 27;14(8):3339-3357. [Abstract]; Statistical analysis of representative H&E staining, baker score, and epidermal thickness of the back of mice in control, IMQ, IMQ+GSH, and IMQ+BSO(2 mg/kg, s.c., 7 d) groups. Scale bar, 100 μm.

: L-Buthionine-(S,R)-sulfoximine hydrochloride purchased from MedChemExpress. Usage Cited in: Theranostics. 2024 May 27;14(8):3339-3357. [Abstract]; Immunofluorescence staining of BrdU, and PCNA shows proliferation of epidermal cells in mice in control, IMQ, IMQ+GSH, and IMQ+BSO(2 mg/kg, s.c., 7 d) groups. Scale bar, 100 μm.

: L-Buthionine-(S,R)-sulfoximine hydrochloride purchased from MedChemExpress. Usage Cited in: Acta Pharm Sin B. 2022 Apr;12(4):2074-2088.; GSH levels of A375/DDP cells after incubation with BSO (200 mmol/L), SHMONs (120 mg/mL), and HMONs (120 mg/mL) for 6 h.

: L-Buthionine-(S,R)-sulfoximine hydrochloride purchased from MedChemExpress. Usage Cited in: Acta Pharm Sin B. 2022 Apr;12(4):2074-2088.; CLSM images of A375/DDP cells incubated with DCFH-DA for the observation of ROS generation after incubation with BSO (200 mmol/L), SHMONs (60 mg/mL), and HMONs (60 mg/mL) for 6 h. Scale bar = 50 mm.

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Biological Activity
순도&문서
References
고객리뷰

제품 설명

In Vitro

L-Buthionine-(S,R)-sulfoximine (BSO: 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-π protein and mRNA levels are significantly reduced in both cell lines^[1]. L-Buthionine-(S,R)-sulfoximine (BSO) induces oxidative stress in a cell by irreversibly inhibiting g-glutamylcysteine synthetase, an essential enzyme for the synthesis of glutathione (GSH)^[2].
? L-Buthionine-(S,R)-sulfoximine? (BSO) induces ferroptosis in cancer cells^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

BSO causes an elevated frequency of DNA deletions during mouse development. BSO treatment reduced GSH concentration in mouse fetuses by 55% and 70% at 2 mM and 20 mM BSO doses, respectively, compared to untreated mice. Co-treatment with 2 mM BSO and 20 mM NAC depleted GSH to a similar extent as 2 mM BSO, consistent with the function of BSO to inhibit the g-GCS enzyme indispensable for GSH synthesis. Like GSH, cysteine levels dropped following BSO treatment^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	C57BL/6J pun/pun mice^[2].
Dosage:	2 mM L-Buthionine-(S,R)-sulfoximine (BSO), 20 mM BSO, 2 mM BSO and 20 mM NAC, 20 mM NAC or unsupplemented water for 18 days from 0.5 to 18.5 d.p.c. The pH of supplemented water is as follows: 6.88, 20 mM BSO; 3.37, 2 mM BSO; 2.65, 2 mM BSO plus 20 mM NAC; and 2.58, 20 mM NAC. The pH of regular water used in our facility is ~4.
Administration:	Drinking water.
Result:	The average number of eye-spots (mean±SEM) is 5.36±0.29 (n=46), 7.79±0.45 (n=34) and 8.78±0.61 (n=32) in untreated controls, 2 mM L-Buthionine-(S,R)-sulfoximine (BSO) and 20 mM BSO treated mice, respectively. The 2 mM BSO treatment results in ~30% more eye-spots, and the 20 mM treatment results in 40% more eye-spots compared with untreated mice.

분자량

258.77

화학식

C₈H₁₉ClN₂O₃S

Appearance

Solid

Color

White to off-white

SMILES

N[C@H](C(O)=O)CCS(CCCC)(=O)=N.[H]Cl

선적

Room temperature in continental US; may vary elsewhere.

보관

-20°C, sealed storage, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

용액&용해도

In Vitro:

H₂O : 70 mg/mL (270.51 mM; Need ultrasonic)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.8644 mL	19.3222 mL	38.6444 mL
5 mM	0.7729 mL	3.8644 mL	7.7289 mL
10 mM	0.3864 mL	1.9322 mL	3.8644 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

몰농도 계산기
농도 희석 계산기

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.08 mg/mL (8.04 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.08 mg/mL (8.04 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.08 mg/mL (8.04 mM); Clear solution

This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

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(per animal)

Dosing volume
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μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).

순도&문서

Purity: 98.39%

Select Batch:

Data Sheet (275 KB) SDS (252 KB)

COA (246 KB) HNMR (260 KB) RP-HPLC (256 KB)

Handling Instructions (2659 KB)

References

[1]. Fruehauf JP, et al. Selective and synergistic activity of L-S,R-buthionine sulfoximine on malignant melanoma is accompanied by decreased expression of glutathione-S-transferase. Pigment Cell Res. 1997 Aug;10(4):236-49. [Content Brief]

[2]. Reliene R, et al. Glutathione depletion by buthionine sulfoximine induces DNA deletions in mice. Carcinogenesis. 2006 Feb;27(2):240-4. [Content Brief]

[3]. Satoru Nishizawa, et al. Low tumor glutathione level as a sensitivity marker for glutamate-cysteine ligase inhibitors. Oncol Lett. 2018 Jun;15(6):8735-8743. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

H₂O	1 mM	3.8644 mL	19.3222 mL	38.6444 mL	96.6109 mL
	5 mM	0.7729 mL	3.8644 mL	7.7289 mL	19.3222 mL
	10 mM	0.3864 mL	1.9322 mL	3.8644 mL	9.6611 mL
	15 mM	0.2576 mL	1.2881 mL	2.5763 mL	6.4407 mL
	20 mM	0.1932 mL	0.9661 mL	1.9322 mL	4.8305 mL
	25 mM	0.1546 mL	0.7729 mL	1.5458 mL	3.8644 mL
	30 mM	0.1288 mL	0.6441 mL	1.2881 mL	3.2204 mL
	40 mM	0.0966 mL	0.4831 mL	0.9661 mL	2.4153 mL
	50 mM	0.0773 mL	0.3864 mL	0.7729 mL	1.9322 mL
	60 mM	0.0644 mL	0.3220 mL	0.6441 mL	1.6102 mL
	80 mM	0.0483 mL	0.2415 mL	0.4831 mL	1.2076 mL
	100 mM	0.0386 mL	0.1932 mL	0.3864 mL	0.9661 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

L-Buthionine-(S,R)-sulfoximine hydrochloride Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

L-Buthionine-(S,R)-sulfoximineL-Buthionine sulfoximineL-BSOFerroptosisBSOeye-spotGSHoxidativestressglutamylcysteineInhibitorinhibitorinhibit

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L-Buthionine-(S,R)-sulfoximine hydrochloride (Synonyms: L-Buthionine sulfoximine hydrochloride; L-BSO hydrochloride)

고객리뷰

Other Forms of L-Buthionine-(S,R)-sulfoximine hydrochloride:

L-Buthionine-(S,R)-sulfoximine hydrochloride Related Antibodies

19 Publications Citing Use of MCE L-Buthionine-(S,R)-sulfoximine hydrochloride

Featured Recommendations

•Related Screening Libraries:

•Related Small Molecules:

•Related Proteins:

Biological Activity

순도&문서

References

고객리뷰

L-Buthionine-(S,R)-sulfoximine hydrochloride Related Antibodies

몰농도 계산기

농도 희석 계산기

Complete Stock Solution Preparation Table

L-Buthionine-(S,R)-sulfoximine hydrochloride Related Classifications

Keywords:

최근 본 상품:

고객리뷰

Request for HNMR Report

SAFETY DATA SHEET (SDS)

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