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83730-53-4,MFCD00067000
Catalog No.:AA00ID8R

83730-53-4 | L-Buthionine-(s,r)-sulfoximine

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1mg
98%
in stock  
$6.00   $4.00
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100mg
97%
in stock  
$50.00   $35.00
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250mg
≥98%
in stock  
$116.00   $81.00
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500mg
≥98%
in stock  
$218.00   $152.00
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1g
≥98%
in stock  
$409.00   $286.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00ID8R
Chemical Name:
L-Buthionine-(s,r)-sulfoximine
CAS Number:
83730-53-4
Molecular Formula:
C8H18N2O3S
Molecular Weight:
222.3051
MDL Number:
MFCD00067000
SMILES:
CCCCS(=O)(=N)CC[C@@H](C(=O)O)N
NSC Number:
326231
Properties
Computed Properties
 
Complexity:
284  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
7  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-0.6  

Downstream Synthesis Route

[1]Chemicalandpharmaceuticalbulletin,1960,vol.8,p.177-182

83730-53-4    1027093-02-2   
Pr-L-Ala-ambo-buthioninesulfoximine 

[1]EuropeanJournalofMedicinalChemistry,1992,vol.27,p.899-907

[1]JournalofMedicinalChemistry,1992,vol.35,p.1227-1233

83730-53-4    71-36-3   
Buthioninesulfoximinebutylester 

[1]PesticideScience,1996,vol.47,p.181-184

83730-53-4   
Pr-L-Ala-ambo-buthioninesulfoximinemethylester 

[1]EuropeanJournalofMedicinalChemistry,1992,vol.27,p.899-907

Literature

Title: Collateral sensitivity of multidrug-resistant cells to the orphan drug tiopronin.

Journal: Journal of medicinal chemistry 20110728

Title: Extracellular redox modulation by regulatory T cells.

Journal: Nature chemical biology 20091001

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Protein S-guanylation by the biological signal 8-nitroguanosine 3',5'-cyclic monophosphate.

Journal: Nature chemical biology 20071101

Title: Targeting thioredoxin reductase is a basis for cancer therapy by arsenic trioxide.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20070724

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Fruehauf JP, et al. Selective and synergistic activity of L-S,R-buthionine sulfoximine on malignant melanoma is accompanied by decreased expression of glutathione-S-transferase. Pigment Cell Res. 1997 Aug;10(4):236-49.

Title: Reliene R, et al. Glutathione depletion by buthionine sulfoximine induces DNA deletions in mice. Carcinogenesis. 2006 Feb;27(2):240-4.

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SDS
Tags:83730-53-4 Molecular Formula|83730-53-4 MDL|83730-53-4 SMILES|83730-53-4 L-Buthionine-(s,r)-sulfoximine