Skip to Content
Merck
All Photos(4)

Documents

Safety Information

B2515

Sigma-Aldrich

L-Buthionine-sulfoximine

≥97% (TLC)

Synonym(s):

L-BSO

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

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)

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)

Looking for similar products? Visit Product Comparison Guide

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

B2515-5G:
B2515-1G:
B2515-500MG:
B2515-VAR:
B2515-BULK:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Boris Epel et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 276, 31-36 (2017-01-17)
Thiol redox status is an important physiologic parameter that affects the success or failure of cancer treatment. Rapid scan electron paramagnetic resonance (RS EPR) is a novel technique that has shown higher signal-to-noise ratio than conventional continuous-wave EPR in in
Triticale and barley microspore embryogenesis induction requires both reactive oxygen species generation and efficient system of antioxidative defence
Zur I, et al.
Plant Cell, Tissue and Organ Culture, 145(2), 347-366 (2021)
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
S Busker et al.
Science advances, 6(12), eaax7945-eaax7945 (2020-03-29)
Because of its key role in cancer development and progression, STAT3 has become an attractive target for developing new cancer therapeutics. While several STAT3 inhibitors have progressed to advanced stages of development, their underlying biology and mechanisms of action are
Ajeya Nandi et al.
Immunology letters, 190, 93-107 (2017-07-25)
Macrophages are remarkably versatile in their ability to recognize and respond to a wide range of stimuli by expressing a variety of surface and intracellular receptors and triggering multiple signal transduction pathways. The onset of microbial infection is primarily determined
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service