1. Apoptosis
  2. Ferroptosis
  3. L-Buthionine-(S,R)-sulfoximine hydrochloride

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

Cat. No.: HY-106376C
Handling Instructions

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.

For research use only. We do not sell to patients.

L-Buthionine-(S,R)-sulfoximine hydrochloride Chemical Structure

L-Buthionine-(S,R)-sulfoximine hydrochloride Chemical Structure

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Description

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[1][2].

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].

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].

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

Molecular Weight

258.77

Formula

C₈H₁₉ClN₂O₃S

SMILES

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

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

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Keywords:

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

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Product Name:
L-Buthionine-(S,R)-sulfoximine hydrochloride
Cat. No.:
HY-106376C
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