Cas no 5072-26-4 (DL-Buthionine-(S,R)-sulfoximine)

DL-Buthionine-(S,R)-sulfoximine (BSO) is a competitive inhibitor of gamma-glutamylcysteine synthetase (γ-GCS), the rate-limiting enzyme in glutathione biosynthesis. This compound is widely utilized in biochemical and pharmacological research to deplete intracellular glutathione levels, enabling studies on oxidative stress, apoptosis, and drug resistance mechanisms. BSO's ability to selectively inhibit γ-GCS makes it a valuable tool for investigating the role of glutathione in cellular redox regulation and detoxification pathways. It is particularly useful in cancer research, where glutathione depletion can sensitize tumor cells to chemotherapy and radiation. The racemic mixture (DL-form) ensures broad applicability across experimental models. BSO is characterized by its high purity, stability, and reproducibility in research settings.
DL-Buthionine-(S,R)-sulfoximine structure
5072-26-4 structure
Product Name:DL-Buthionine-(S,R)-sulfoximine
CAS No:5072-26-4
MF:C8H18N2O3S
MW:222.305120944977
MDL:MFCD00070309
CID:371810
PubChem ID:57647786
Update Time:2025-05-19

DL-Buthionine-(S,R)-sulfoximine Chemical and Physical Properties

Names and Identifiers

    • Butanoic acid,2-amino-4-(S-butylsulfonimidoyl)-
    • DL-Buthionine-[S,R]-Sulfoximine
    • 2-amino-4-(butylsulfonimidoyl)butanoic acid
    • D,L-Buthionine-(S,R)-sulfoximine
    • DL -BUTHIONINE-S,R-SULFOXIMINE
    • DL-Buthionine (S,R)-sulfoximine
    • DL-Buthionine-(S,R)-sulfoximine
    • Buthionine sulfoximine
    • BSO
    • l-buthionine (s,r)-sulfoximine
    • Sulfoximine, S-(3-amino-3-carboxypropyl)-S-butyl-
    • CS-0025687
    • FT-0627738
    • CHEBI:28714
    • SDCCGSBI-0050219.P003
    • CHEMBL1627290
    • NCI60_002827
    • BSPBio_002464
    • S-butyl-DL-homocysteine (S,R)-sulfoximine
    • SY350404
    • FT-0624379
    • DTXSID6044434
    • NSC326231
    • NCGC00015148-07
    • NSC381100
    • LP00231
    • DL-Buthionine-(S,R)-sulfoximine;BSO
    • dl-Buthionine(S,R)-sulfoximine (H-DL-Hcy(O,NH,Bu)-OH)
    • NCGC00093696-03
    • Butionine sulfoximine
    • CHEMBL1256575
    • MFCD00070309
    • 2-Amino-4-(S-butylsulfonimidoyl)butanoic acid
    • Buthionine-S,R-sulfoximine
    • NCGC00093696-02
    • NCGC00093696-01
    • DL-Buthionine-sulfoximine
    • NCGC00015148-05
    • HMS3260P03
    • AKOS022106364
    • BRD-A04020513-001-01-9
    • 5072-26-4
    • Lopac0_000231
    • BRN 2367136
    • NSC 381100
    • Buthionine sulphoximine
    • SCHEMBL62033
    • S-Butyl-DL-homocysteine-[S,R]-sulfoximine
    • CCG-204326
    • Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-
    • DB12870
    • Buthione sulfoximine
    • NSC 326231
    • CHEBI:176510
    • LW4108Q0BV
    • BCP24029
    • NSC-381100
    • NCGC00015148-04
    • AS-67962
    • BUTHIONINE SULFOXIMINE [MI]
    • DL-Buthionine-sulfoximine, >=99.0% (TLC)
    • DL-Buthionine-S,R-sulfoximine
    • Tox21_500231
    • NCGC00015148-13
    • SR-01000075713-1
    • C04543
    • Buthionine sulfoxamine
    • FT-0663956
    • BCP27775
    • UNII-LW4108Q0BV
    • NCGC00015148-03
    • 2-Amino-4-(butylsulfonimidoyl)butanoic acid #
    • SR-01000075713
    • EU-0100231
    • 2-amino-4-[butyl(imino)oxo-??-sulfanyl]butanoic acid
    • 71765-30-5
    • 2-azaniumyl-4-(butylsulfonimidoyl)butanoate
    • NCGC00260916-01
    • Q5002519
    • HY-106376
    • NCGC00015148-06
    • KJQFBVYMGADDTQ-UHFFFAOYSA-N
    • B 2640
    • DL-butathionine-(S,R)-sulfoximine
    • 2-Amino-4-(butylsulfonimidoyl)butanoicacid
    • 2-amino-4-(S-butylsulfonimidoyl)butyric acid
    • s2433
    • BUTHIONINE SULFOXIMINE [WHO-DD]
    • SPECTRUM1505108
    • G12194
    • D,L-Buthionine-(S,R)-sulfoximine?
    • DA-72523
    • STL328818
    • MDL: MFCD00070309
    • 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
    • SMILES: S(CCCC)(CCC(C(=O)O)N)(=N)=O

Computed Properties

  • Exact Mass: 222.10400
  • Monoisotopic Mass: 222.104
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 7
  • Complexity: 284
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 113A^2

Experimental Properties

  • Color/Form: Uncertain
  • Density: 1.3±0.1 g/cm3
  • Melting Point: 215?°C (dec.) (lit.)
  • Boiling Point: 382.3±52.0 °C at 760 mmHg
  • Flash Point: 185.0±30.7 °C
  • Refractive Index: 1.537
  • Solubility: H2O: 50?mg/mL, clear, colorless
  • PSA: 112.62000
  • LogP: 2.30100
  • Merck: 13,1520
  • Solubility: dissolve in water
  • Vapor Pressure: 0.0±1.9 mmHg at 25°C

DL-Buthionine-(S,R)-sulfoximine Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26; S36
  • FLUKA BRAND F CODES:10
  • RTECS:EK7713435
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C
  • Risk Phrases:R36/37/38
  • Safety Term:S26-S36

DL-Buthionine-(S,R)-sulfoximine Pricemore >>

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DL-Buthionine-(S,R)-sulfoximine Suppliers

Amadis Chemical Company Limited
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(CAS:5072-26-4)DL-Buthionine-(S,R)-sulfoximine
Order Number:A948591
Stock Status:in Stock
Quantity:10g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:01
Price ($):995.0

Additional information on DL-Buthionine-(S,R)-sulfoximine

DL-Buthionine-(S,R)-sulfoximine and Its Significance in Modern Chemical Biology

The compound with the CAS number 5072-26-4 is known as DL-Buthionine-(S,R)-sulfoximine, a molecule that has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This compound, characterized by its sulfoximine moiety, plays a crucial role in various biological processes and has been extensively studied for its potential therapeutic applications.

DL-Buthionine-(S,R)-sulfoximine is an interesting derivative of buthionine, a well-known amino acid that is involved in numerous metabolic pathways. The sulfoximine group introduces a high degree of specificity to the molecule, making it a valuable tool in the development of targeted therapies. Recent studies have highlighted its role in modulating redox signaling pathways, which are critical for maintaining cellular homeostasis.

The structural uniqueness of DL-Buthionine-(S,R)-sulfoximine lies in its ability to interact with specific biological targets. This interaction is mediated by the sulfoximine group, which exhibits both electrophilic and nucleophilic characteristics, allowing it to participate in diverse chemical reactions within the cell. Such properties make it an attractive candidate for drug development, particularly in the context of diseases where redox imbalances are prevalent.

In recent years, research has focused on harnessing the potential of DL-Buthionine-(S,R)-sulfoximine in the treatment of various neurological and inflammatory disorders. Studies have demonstrated its ability to inhibit key enzymes involved in oxidative stress pathways, thereby protecting against neuronal damage. For instance, research published in leading journals has shown that this compound can attenuate neuroinflammation and reduce oxidative damage in models of Alzheimer's disease and Parkinson's disease.

The therapeutic potential of DL-Buthionine-(S,R)-sulfoximine extends beyond neurological disorders. Emerging evidence suggests that it may also play a role in combating cancer by modulating key signaling pathways that drive tumor growth. In preclinical studies, this compound has been shown to induce apoptosis in cancer cells while sparing healthy cells, making it a promising candidate for further clinical investigation.

The synthesis of DL-Buthionine-(S,R)-sulfoximine is a complex process that requires precise control over reaction conditions to ensure high yield and purity. Advanced synthetic methodologies have been developed to optimize this process, enabling the production of sufficient quantities for both research and clinical purposes. These methodologies often involve multi-step reactions and require careful optimization to achieve the desired stereoselectivity.

The pharmacokinetic properties of DL-Buthionine-(S,R)-sulfoximine are another area of active investigation. Understanding how this compound is absorbed, distributed, metabolized, and excreted is crucial for determining its therapeutic efficacy and safety profile. Studies have shown that it exhibits moderate bioavailability and a relatively long half-life, suggesting that it may be suitable for once-daily dosing regimens.

In conclusion, DL-Buthionine-(S,R)-sulfoximine, with its CAS number 5072-26-4, represents a significant advancement in the field of chemical biology. Its unique structure and functional properties make it a valuable tool for investigating various biological processes and developing new therapies. As research continues to uncover its potential applications, this compound is poised to play a crucial role in addressing some of the most challenging diseases faced by humanity today.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:5072-26-4)DL-Buthionine-(S,R)-sulfoximine
A948591
Purity:99%
Quantity:10g
Price ($):995.0
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