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19176

Sigma-Aldrich

DL-Buthionine-sulfoximine

≥99.0% (TLC)

Sinônimo(s):

DL-Buthionine (S,R)-sulfoximine, BSO, Buthionine sulfoximine, Butionine sulfoximine

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250 MG
R$ 743,00
1 G
R$ 2.299,00
5 G
R$ 8.347,00

R$ 743,00


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250 MG
R$ 743,00
1 G
R$ 2.299,00
5 G
R$ 8.347,00

About This Item

Fórmula empírica (Notação de Hill):
C8H18N2O3S
Número CAS:
Peso molecular:
222.31
Beilstein:
2367136
Número MDL:
Código UNSPSC:
12352202
ID de substância PubChem:
NACRES:
NA.77

R$ 743,00


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fonte biológica

synthetic

Ensaio

≥99.0% (TLC)

Formulário

powder or crystals

pf

215 °C

solubilidade

H2O: 50 mg/mL, clear to almost clear, colorless

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CCCCS(=N)(=O)CCC(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)

chave InChI

KJQFBVYMGADDTQ-UHFFFAOYSA-N

Aplicação

DL-Buthionine-sulfoximine is suitable for use to:
  • examine whether the inhibition of glutathione by BSO enhances the apoptotic effect of estrogen on antihormone-resistant human breast cancer cells[1]
  • investigate the effect of BSO on development of bovine embryos[2]
  • inhibit GSH in several studies[3][4]
  • investigate the effect of GSH synthesis on oocyte maturation[5]
It may be used to inhibit GSH and evaluate the hepatotoxicity and nephrotoxicity of natural food colorants in the absence of GSH[6]

Ações bioquímicas/fisiológicas

DL-Buthionine-sulfoximine inhibits the biosynthesis of Glutathione (GSH) in liver and other peripheral organs. It does not have any effect on GSH in the CNS.[7] It augments the antiproliferative action of reactive oxygen species (e.g., hydrogen peroxide), and agents that indirectly cause accumulation of reactive oxygen species (e.g., 2-methoxyestradiol, which increases intracellular superoxide anion).[8]

Outras notas

Depletes glutathionine in isolated cells[9][10]

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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M Takahashi et al.
Biology of reproduction, 49(2), 228-232 (1993-08-01)
The purpose of this investigation was to determine the effect of beta-mercaptoethanol (beta-ME) and cysteamine, low-molecular-weight thiol compounds, on the development and intracellular glutathione content of bovine embryos obtained by in vitro fertilization of in vitro-matured oocytes. Embryos developed to
Jong-Shyan Wang et al.
European journal of applied physiology, 95(4), 290-297 (2005-08-13)
Exercise is linked with intensity-dependent immune response. Intracellular redox status is important in programmed cell death. This study, by closely examining 18 sedentary men who exercised moderately and severely (ie. 60% and 80% VO2max, respectively) for 40 min, investigated how
N Yamauchi et al.
Biology of reproduction, 61(3), 828-833 (1999-08-24)
The present study was conducted to examine effects of cysteamine in culture medium on progression of meiosis, glutathione (GSH) content, kinase activities (histone H1 kinase and mitogen-activated protein kinase), and male pronuclear formation after in vitro insemination of cumulus-denuded oocytes
A Slivka et al.
Journal of neurochemistry, 50(5), 1391-1393 (1988-05-01)
Previous studies indicated that DL-buthionine sulfoximine (DL-BSO), an agent that inhibits the biosynthesis of GSH in liver and other peripheral organs, fails to suppress levels of GSH in the CNS. In the current study, preweanling mice responded to repeated injections
Joan S Lewis-Wambi et al.
Breast cancer research : BCR, 10(6), R104-R104 (2008-12-09)
Estrogen deprivation using aromatase inhibitors is one of the standard treatments for postmenopausal women with estrogen receptor (ER)-positive breast cancer. However, one of the consequences of prolonged estrogen suppression is acquired drug resistance. Our group is interested in studying antihormone

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