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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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M111096-50mg
|
50mg |
3
|
$24.90
|
|
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M111096-250mg
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250mg |
3
|
$79.90
|
|
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M111096-500mg
|
500mg |
3
|
$129.90
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|
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M111096-1g
|
1g |
3
|
$199.90
|
|
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M111096-5g
|
5g |
1
|
$699.90
|
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| Synonyms | (2S)-2-Amino-4-(S-methylsufonimidoyl)butanoic acid | (2S)-2-Amino-4-(S-methylsufonimidoyl)-butanoic acid | (E)-3-pyridin-3-ylprop-2-enoic acid | NCGC00094132-04 | MFCD00002621 | AKOS015892783 | L-Methionine sulfoximine | M 5379 | Prestwick0_000523 | SPBio |
|---|---|
| Specifications & Purity | Moligand™, ≥98% |
| Biochemical and Physiological Mechanisms | L-Methionine sulfoximine (MSX) enhances NH3 production in seedling leaves wheat, barley, corn and sorghum plants by inhibiting glutamine synthetase (GS) activity. Methionine sulfoximine (MSX) increases ornithine decarboxylase activity, decreases the survi |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Product Description |
L-Methionine [R,S]-Sulfoximine inhibits both γGCS g-glutamylcysteine synthetase and Gl Syn (glutamine synthetase). Working concentrations for inhibition of g-glutamylcysteine synthetase are 0.2-2.0 mM (52% inhibition occured at 100 mM). |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids |
| Direct Parent | L-alpha-amino acids |
| Alternative Parents | Thia fatty acids Carbo-azosulfones Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | L-alpha-amino acid - Thia fatty acid - Fatty acid - Fatty acyl - Carbo-azosulfone - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. |
| External Descriptors | non-proteinogenic L-alpha-amino acid - L-methionine derivative - methionine sulfoximine |
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| Pubchem Sid | 488186540 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488186540 |
| IUPAC Name | (2S)-2-amino-4-(methylsulfonimidoyl)butanoic acid |
| INCHI | InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1 |
| InChIKey | SXTAYKAGBXMACB-DPVSGNNYSA-N |
| Smiles | CS(=N)(=O)CCC(C(=O)O)N |
| Isomeric SMILES | CS(=N)(=O)CC[C@@H](C(=O)O)N |
| WGK Germany | 3 |
| Molecular Weight | 180.23 |
| Beilstein | 6175446 |
| Reaxy-Rn | 1725509 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1725509&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Apr 07, 2025 | M111096 | |
| Certificate of Analysis | Apr 07, 2025 | M111096 | |
| Certificate of Analysis | Apr 07, 2025 | M111096 | |
| Certificate of Analysis | Apr 07, 2025 | M111096 | |
| Certificate of Analysis | Apr 07, 2025 | M111096 | |
| Certificate of Analysis | Jul 13, 2024 | M111096 | |
| Certificate of Analysis | Jul 13, 2024 | M111096 | |
| Certificate of Analysis | Jul 13, 2024 | M111096 | |
| Certificate of Analysis | Jul 13, 2024 | M111096 | |
| Certificate of Analysis | Jul 13, 2024 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Dec 27, 2023 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Nov 03, 2022 | M111096 | |
| Certificate of Analysis | Jun 09, 2022 | M111096 | |
| Certificate of Analysis | Jun 09, 2022 | M111096 | |
| Certificate of Analysis | Jun 09, 2022 | M111096 | |
| Certificate of Analysis | Jun 09, 2022 | M111096 |
| Solubility | DMSO: <1.8 mg/mL (10 mM) |
|---|---|
| Melt Point(°C) | 210°C |
| Molecular Weight | 180.230 g/mol |
| XLogP3 | -1.800 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 180.057 Da |
| Monoisotopic Mass | 180.057 Da |
| Topological Polar Surface Area | 113.000 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 244.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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| 1. Bin Du, Qingqing Jiao, Yimeng Bai, Min Yu, Mengxue Pang, Mengmeng Zhao, Huizhen Ma, Hanchun Yao. (2022) Glutamine Metabolism-Regulated Nanoparticles to Enhance Chemoimmunotherapy by Increasing Antigen Presentation Efficiency. ACS Applied Materials & Interfaces, 14 (7): (8753–8765). |
| 2. Xinchong Shi, Xiangsong Zhang, Chang Yi, Yubo Liu, Qiao He. (2015) [13N]Ammonia Positron Emission Tomographic/Computed Tomographic Imaging Targeting Glutamine Synthetase Expression in Prostate Cancer. Molecular Imaging, |