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B2515

Sigma-Aldrich

L-Buthionine-sulfoximine

≥97% (TLC)

Synonym(s):

L-BSO

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About This Item

Empirical Formula (Hill Notation):
C8H18N2O3S
CAS Number:
83730-53-4
Molecular Weight:
222.31
Beilstein/REAXYS Number:
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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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