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L-BUTHIONINE-(S,R)-SULFOXIMINE

CAS No.
83730-53-4
Chemical Name:
L-BUTHIONINE-(S,R)-SULFOXIMINE
Synonyms
L-BSO;nsc326231;L-Butionine sulfoximine;L-BUTHIONINESULPHOXIMINE;L-BUTHIONINE-SULFOXIMINE;D-Buthionine Sulfoximine;L-BUTHIONINE-[S,R]-SULFOXIME;Buthionine - sulfoxide iMine;L-BUTHIONINE-S,R-SULPHOXIMINE;L-BUTHIONINE-(S,R)-SULFOXIMINE
CBNumber:
CB1150667
Molecular Formula:
C8H18N2O3S
Molecular Weight:
222.31
MDL Number:
MFCD00067000
MOL File:
83730-53-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

L-BUTHIONINE-(S,R)-SULFOXIMINE Properties

Melting point 224-228 °C (dec.)
Boiling point 382.3±52.0 °C(Predicted)
Density 1.29
refractive index 1.6300 (estimate)
storage temp. -20°C
solubility H2O: 50 mg/mL, clear, colorless to faintly yellow
form Fine Powder
color White
BRN 2367136
Stability Stable for 2 years from date of purchase as supplied. Solutions are not stable and must be prepared fresh daily.
CAS DataBase Reference 83730-53-4
FDA UNII EEY8DZS103

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25
WGK Germany  3
RTECS  EK7713440
10
HS Code  29309090
NFPA 704
0
2 0

L-BUTHIONINE-(S,R)-SULFOXIMINE price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B2515 L-Buthionine-sulfoximine ≥97% (TLC) 83730-53-4 1g $444 2024-03-01 Buy
Sigma-Aldrich B2515 L-Buthionine-sulfoximine ≥97% (TLC) 83730-53-4 5g $1560 2024-03-01 Buy
Sigma-Aldrich 5.08228 L-ButhionineSulfoximine-CAS83730-53-4-Calbiochem 83730-53-4 100mg $142 2024-03-01 Buy
Cayman Chemical 14484 Buthionine Sulfoximine ≥98% 83730-53-4 250mg $81 2024-03-01 Buy
Cayman Chemical 14484 Buthionine Sulfoximine ≥98% 83730-53-4 1g $286 2024-03-01 Buy
Product number Packaging Price Buy
B2515 1g $444 Buy
B2515 5g $1560 Buy
5.08228 100mg $142 Buy
14484 250mg $81 Buy
14484 1g $286 Buy

L-BUTHIONINE-(S,R)-SULFOXIMINE Chemical Properties,Uses,Production

Description

L-Buthionine-(S,R)-sulfoximine is an irreversible inhibitor of γ-glutamylcysteine synthetase (Ki <100 μM), the rate-limiting enzyme for L-glutathione (GSH) synthesis, that induces oxidative stress in cells by depleting GSH. Administration of L-buthionine-(S,R)-sulfoximine leads to decreased GSH levels in virtually all tissues and is associated with tissue damage and apoptosis. Whereas elevated glutathione levels are associated with tumor cell resistance, L-buthionine-(S,R)-sulfoximine has been shown to enhance the toxicity of various chemotherapeutic agents in drug-resistant tumors.

Chemical Properties

White Crystalline Solid

Uses

L-Buthionine-(S,R)-sulfoximine is a potent and specific inhibitor of alpha-glutamylcysteine synthetase.

Uses

Buthionine sulfoximine (BSO) is an irreversible inhibitor of γ-glutamylcysteine synthetase (Ki <100 μM), the rate-limiting enzyme for L-glutathione (GSH) synthesis, that induces oxidative stress in cells by depleting GSH. Administration of BSO leads to decreased GSH levels in virtually all tissues and is associated with tissue damage and apoptosis. Whereas elevated glutathione levels are associated with tumor cell resistance, BSO has been shown to enhance the toxicity of various chemotherapeutic agents in drug-resistant tumors.

Uses

inhibitor of gamma-glutamylcysteine synthetase

Definition

ChEBI: L-buthionine-(S,R)-sulfoximine is a 2-amino-4-(S-butylsulfonimidoyl)butanoic acid which has S-configuration. It is a inhibitor of gamma-glutamylcysteine synthetase and glutathione (GSH) biosynthesis and is capable of enhancing the apoptotic effects of several chemotherapeutic agents. It has a role as a ferroptosis inducer and an EC 6.3.2.2 (glutamate--cysteine ligase) inhibitor.

Hazard

A reproductive hazard.

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

Store at -20°C

References

1) Lu?et al.?(2009),?Regulation of glutathione synthesis; Mol. Aspects Med.?30?42 2) Lee?et al.?(2008),?Adaptive response to GSH depletion and resistance to L-buthionine-(S,R)-sulfoximine; Mol. Cell Biochem.?12?174 3) Qiwei et al. (2016),?The effects of buthionine sulfoximine on the proliferation and apoptosis of biliary tract cancer cells induced by cisplatin and gemcitabine; Oncol. Lett.?11?474 4) Glasuer and Chandel (2014),?Targeting antioxidants for cancer therapy; Biochem. Pharmacol.?92?90

L-BUTHIONINE-(S,R)-SULFOXIMINE Preparation Products And Raw materials

Raw materials

Preparation Products

L-BUTHIONINE-(S,R)-SULFOXIMINE Suppliers

Global( 134)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Henan Alfa Chemical Co., Ltd
+8618339805032 alfa4@alfachem.cn China 12755 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19915 58
Hangzhou MolCore BioPharmatech Co.,Ltd.
+86-057181025280; +8617767106207 sales@molcore.com China 49739 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503259 +86-19930503259 cherry@crovellbio.com China 18457 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33349 58

View Lastest Price from L-BUTHIONINE-(S,R)-SULFOXIMINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-BUTHIONINE-(S,R)-SULFOXIMINE pictures 2020-01-13 L-BUTHIONINE-(S,R)-SULFOXIMINE
83730-53-4
US $9.80 / KG 1KG ≥98% 20 tons Career Henan Chemical Co

L-BUTHIONINE-(S,R)-SULFOXIMINE Spectrum

L-BUTHIONINE-SULFOXIMINE L-BUTHIONINE (R,S)-SULFOXIMINE L-BUTHIONINE-[S,R]-SULFOXIME L-BUTHIONINE-(S,R)-SULFOXIMINE nsc326231 L-BUTHIONINESULPHOXIMINE L-BUTHIONINE-S,R-SULPHOXIMINE (2S)-2-Amino-4-(S-butylsulfonimidoyl)butanoic Acid D-Buthionine Sulfoximine Buthionine - sulfoxide iMine -2-Amino-4-(butylsulfonimidoyl) L-Buthionine-(S,R)-sulfoxiMine, 99% 1GR (S)-2-Amino-4-(S-butylsulfonimidoyl)butyric acid L-Buthionine-(S,R)-sulfoximine,99% Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-, (2S)- L-Butionine sulfoximine L-BSO 83730-53-4 Organic Covalent Modifiers Glutathione biosynthesis and Glu-Cys Ligase Enzymes, Inhibitors, and Substrates Enzyme Inhibitors by Type Enzyme Inhibitors by Enzyme Enzyme Inhibitors D to K Biochemicals and Reagents BioChemical Core Bioreagents D to Enzyme InhibitorsEnzyme Inhibitors by Enzyme Sulfur & Selenium Compounds Enzyme InhibitorsResearch Essentials Glutathione biosynthesis and Glu-Cys Ligase Cancer Research Chemopreventive Agents Glutathione S-Transferase Agents