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Merck

19176

DL-Buthionine-sulfoximine

synthetic, ≥99.0% (TLC), glutathione biosynthesis inhibitor, powder or crystals

Synonim(y):

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

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Wybierz wielkość

250 MG

438,00 zł

1 G

1370,00 zł

5 G

4770,00 zł

438,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C8H18N2O3S
Numer CAS:
5072-26-4
Masa cząsteczkowa:
222.31
NACRES:
NA.77
PubChem Substance ID:
57647786
UNSPSC Code:
12352202
MDL number:
MFCD00070309
Beilstein/REAXYS Number:
2367136

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Nazwa produktu

DL-Buthionine-sulfoximine, ≥99.0% (TLC)

biological source

synthetic

Quality Level

100

assay

≥99.0% (TLC)

form

powder or crystals

mp

215 °C

solubility

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

storage temp.

2-8°C

SMILES string

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)

InChI key

KJQFBVYMGADDTQ-UHFFFAOYSA-N

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Ta pozycja
B25156443047634
DL-Buthionine-sulfoximine ≥99.0% (TLC)

Sigma-Aldrich

19176

DL-Buthionine-sulfoximine

L-Buthionine-sulfoximine ≥97% (TLC)

Sigma-Aldrich

B2515

L-Buthionine-sulfoximine

DL-Methionine sulfoxide ≥98.5% (NT)

Sigma-Aldrich

64430

DL-Methionine sulfoxide

Fmoc-Met-OH ≥98.0% (HPLC)

Sigma-Aldrich

47634

Fmoc-Met-OH

assay

≥99.0% (TLC)

assay

≥97% (TLC)

assay

≥98.5% (NT)

assay

≥98.0% (HPLC)

biological source

synthetic

biological source

synthetic (organic)

biological source

-

biological source

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

form

powder or crystals

form

powder

form

-

form

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

solubility

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

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

-

solubility

-

Application

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

Biochem/physiol Actions

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.[6] 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).[7]

Other Notes

Depletes glutathionine in isolated cells[8][9]
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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Wybierz jedną z najnowszych wersji:

Certyfikaty analizy (CoA)

Lot/Batch Number
BCCP4287
BCCN4733
BCCN4732
BCCN1185
BCCK0388

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
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
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
Christine Syng-Ai et al.
Molecular cancer therapeutics, 3(9), 1101-1108 (2004-09-16)
Curcumin, a well-known dietary pigment derived from Curcuma longa, inhibited growth of several types of malignant cells both in vivo and in vitro. However, its mechanism of action still remains unclear. In this study, we have focused primarily on the
Sophia Fried et al.
Scientific reports, 10(1), 7599-7599 (2020-05-07)
Biliary atresia is a neonatal liver disease with extrahepatic bile duct obstruction and progressive liver fibrosis. The etiology and pathogenesis of the disease are unknown. We previously identified a plant toxin, biliatresone, responsible for biliary atresia in naturally-occurring animal models
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Numer pozycji handlu globalnego

SKUNUMER GTIN
19176-1G04061826660966
19176-250MG04061838760319
19176-5G04061833353950

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