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DL-Buthionine-[S,R]-SULFOXIMINE (BSO) is an amino acid analogue that serves as a potent and specific inhibitor of γ-glutamylcysteine synthetase, an enzyme involved in the synthesis of glutathione. It is a white crystalline solid and is used as a biological tool for the depletion of glutathione, which is essential for cellular functions such as detoxification and immune response.

5072-26-4

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5072-26-4 Usage

Uses

1. Used in Pharmaceutical Research:
DL-Buthionine-[S,R]-SULFOXIMINE is used as a potent and specific inhibitor of alpha-glutamyl cysteine synthetase for studying the role of glutathione in various biological processes and its involvement in diseases.
2. Used in Cancer Research:
DL-Buthionine-[S,R]-SULFOXIMINE is used as a biological tool for depletion of glutathione to examine the apoptotic effects of estrogen on antihormone-resistant human breast cancer cells, enhancing the sensitivity of cancer cells to chemotherapy.
3. Used in Embryonic Development Studies:
DL-Buthionine-[S,R]-SULFOXIMINE is used to investigate the effect of BSO on the development of bovine embryos, providing insights into the role of glutathione in early embryonic development.
4. Used in Toxicology Studies:
DL-Buthionine-[S,R]-SULFOXIMINE is used to inhibit glutathione in several studies, allowing researchers to evaluate the hepatotoxicity and nephrotoxicity of natural food colorants in the absence of glutathione.
5. Used in Oocyte Maturation Research:
DL-Buthionine-[S,R]-SULFOXIMINE is used to investigate the effect of glutathione synthesis on oocyte maturation, contributing to a better understanding of the role of glutathione in reproductive biology.
6. Used in Parasitology:
DL-Buthionine-[S,R]-SULFOXIMINE is used to increase the sensitivity of Trypanosoma cruzi, the parasite responsible for Chagas disease, to antiparasitic drugs such as nifurtimox or benznidazole, potentially improving treatment outcomes for patients.

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. 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).

Check Digit Verification of cas no

The CAS Registry Mumber 5072-26-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,0,7 and 2 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5072-26:
(6*5)+(5*0)+(4*7)+(3*2)+(2*2)+(1*6)=74
74 % 10 = 4
So 5072-26-4 is a valid CAS Registry Number.
InChI:InChI=1/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?/m1/s1

5072-26-4 Well-known Company Product Price

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  • (Code)Product description
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  • Sigma

  • (B2640)  DL-Buthionine-(S,R)-sulfoximine  

  • 5072-26-4

  • B2640-500MG

  • 1,129.05CNY

  • Detail
  • Sigma

  • (B2640)  DL-Buthionine-(S,R)-sulfoximine  

  • 5072-26-4

  • B2640-1G

  • 1,948.05CNY

  • Detail
  • Sigma

  • (B2640)  DL-Buthionine-(S,R)-sulfoximine  

  • 5072-26-4

  • B2640-5G

  • 7,768.80CNY

  • Detail

5072-26-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name S-butyl-DL-homocysteine (S,R)-sulfoximine

1.2 Other means of identification

Product number -
Other names 2-amino-4-(butylsulfonimidoyl)butanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5072-26-4 SDS

5072-26-4Downstream Products

5072-26-4Relevant academic research and scientific papers

Methionine and buthionine sulfoximines: Syntheses under mild and safe imidation/oxidation conditions

Buglioni, Laura,Bizet, Vincent,Bolm, Carsten

supporting information, p. 2209 - 2213 (2014/07/21)

Methionine and buthionine sulfoximines (MSO and BSO) are non-natural amino acids known to inhibit the biosynthesis of glutathione (GSH). The current syntheses of these biologically active molecules involve harsh reaction conditions and the use of hazardou

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