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B2515

Sigma-Aldrich

L-Buthionine-sulfoximine

≥97% (TLC)

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Synonym(s):
L-BSO
Empirical Formula (Hill Notation):
C8H18N2O3S
CAS Number:
83730-53-4
Molecular Weight:
222.31
Beilstein:
2367136
MDL number:
MFCD00067000
UNSPSC Code:
12352202
PubChem Substance ID:
24278263
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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)

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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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