B2515
L-Buthionine-sulfoximine
synthetic (organic), ≥97% (TLC), γ-glutamylcysteine synthetase inhibitor, powder
Synonym(s):
L-BSO
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About This Item
Empirical Formula (Hill Notation):
C8H18N2O3S
CAS Number:
Molecular Weight:
222.31
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
Beilstein/REAXYS Number:
2367136
Product Name
L-Buthionine-sulfoximine, ≥97% (TLC)
biological source
synthetic (organic)
Quality Level
assay
≥97% (TLC)
form
powder
mp
224-226 °C
solubility
water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
shipped in
wet ice
storage temp.
−20°C
SMILES string
CCCCS(=N)(=O)CC[C@H](N)C(O)=O
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
KJQFBVYMGADDTQ-CVSPRKDYSA-N
Gene Information
human ... GCLC(2729), GCLM(2730)
Application
L-Buthionine-sulfoximine has been used:
- as a selective activator for the induction of ferroptosis in rat apoptotic cells
- as an inhibitor of γ-glutamylcysteine synthetase to study its effects on the viability and effectiveness of microspore embryogenesis (ME) induction in triticale and barley
- as a glutathione synthesis blocker to study its effects on auranofin (AFN)-mediated interleukin-1β expression in murine alveolar macrophages
Used to induce experimental glutathione deficiency, to investigate roles of glutathione in cellular processes.
Biochem/physiol Actions
Blocks cellular resistance to chemotherapy by inhibiting γ-glutamylcysteine synthetase, a key enzyme in glutathione biosynthesis. Used to induce experimental glutathione deficiency, to investigate roles of glutathione in cellular processes.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Kondareddy Cherukula et al.
Theranostics, 9(9), 2505-2525 (2019-05-28)
The delivery of therapeutics into tumors remains a challenge in nanoparticle-mediated drug delivery. However, effective therapies such as photothermal therapy (PTT) are limited by quick systemic clearance and non-specific biodistribution. Anti-tumor strategies tailored to accommodate both tumor accumulation/retention and cellular
Zeyu Cao et al.
Scientific reports, 7(1), 16278-16278 (2017-11-28)
Enterovirus 71 (EV71) is a key pathogen of hand, foot and mouth disease (HFMD) in children under 6 years of age. The antiviral potency of antioxidant isochlorogenic acid C (ICAC) extracted from foods was evaluated in cellular and animal models.
Hilaire C Lam et al.
Cancer research, 77(12), 3255-3267 (2017-05-18)
p62/sequestosome-1 (SQSTM1) is a multifunctional adaptor protein and autophagic substrate that accumulates in cells with hyperactive mTORC1, such as kidney cells with mutations in the tumor suppressor genes tuberous sclerosis complex (TSC)1 or TSC2. Here we report that p62 is
Global Trade Item Number
| SKU | GTIN |
|---|---|
| B2515-1G | 04061833426821 |
| B2515-500MG | 04061833426838 |
| B2515-5G | 04061833426845 |