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Merck

B2515

L-Buthionine-sulfoximine

synthetic (organic), ≥97% (TLC), γ-glutamylcysteine synthetase inhibitor, powder

Synonym(s):

L-BSO

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500 MG
1 G
5 G


Estimated to ship onJanuary 19, 2026Details


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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

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Product Name

L-Buthionine-sulfoximine, ≥97% (TLC)

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

SMILES string

CCCCS(=N)(=O)CC[C@H](N)C(O)=O

InChI key

KJQFBVYMGADDTQ-CVSPRKDYSA-N

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

Quality Level

Gene Information

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1 of 4

This Item
19176B2640L9756
biological source

synthetic (organic)

biological source

synthetic

biological source

synthetic (organic)

biological source

synthetic (organic)

assay

≥97% (TLC)

assay

≥99.0% (TLC)

assay

≥98% (TLC)

assay

≥99% (GC)

Gene Information

human ... GCLC(2729), GCLM(2730)

Gene Information

-

Gene Information

-

Gene Information

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

powder or crystals

form

powder

form

powder

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

Application

L-Buthionine-sulfoximine has been used:
  • as a selective activator for the induction of ferroptosis in rat apoptotic cells[1]
  • 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[2]
  • as a glutathione synthesis blocker to study its effects on auranofin (AFN)-mediated interleukin-1β expression in murine alveolar macrophages[3]

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
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
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.
Tatjana Bosnjak et al.
Basic & clinical pharmacology & toxicology, 125(2), 89-99 (2019-03-28)
Proton pump inhibitors (PPIs) are prodrugs used in the treatment of peptic ulcer diseases. Once activated by acidic pH, the PPIs subsequently inhibit the secretion of gastric acid by covalently forming disulphide bonds with the SH groups of the parietal
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

Questions

  1. Hi, I've kept this product (powder) in the fridge for a longer period (Approx. 1 year). Is it still okey to use or should I consider buying another one and keep it in the freezer? 

    1 answer
    1. This product is not assigned an expiration date. When stored appropriately at ?20°C, the material is quite stable. A warranty period of 1 year from the date of shipment applies to this item. Usage beyond that period would be up to the end user.

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