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
Used to induce experimental glutathione deficiency, to investigate roles of glutathione in cellular processes.
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
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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Zur I, et al.
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