• USA Home
  • M5379 - L-Methionine sulfoximine

EMAIL THIS PAGE TO A FRIEND
M5379 Sigma-Aldrich

L-Methionine sulfoximine

Synonym: L-S-(3-Amino-3-carboxypropyl)-S-methylsulfoximine

  • CAS Number 15985-39-4

  • Linear Formula CH3S(O)(=NH)CH2CH2CH(NH2)CO2H

  • Molecular Weight 180.23

  •  Beilstein/REAXYS Number 6175446

  •  MDL number MFCD00002621

  •  PubChem Substance ID 24278555

Purchase

Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, Excitatory Amino Acids, Neuroscience, Neurotransmission,
InChI Key   SXTAYKAGBXMACB-DPVSGNNYSA-N
Quality Level   PREMIUM
mp   >210 °C (dec.) (lit.)

Description

Application

As a potent inhibitor of glutamine sythetase activity, this reagent has widely been used as a selection agent for plasmid integration in Chinese hamster ovary (CHO) and other mammalian cell lines. The growing demand for high yield cell banks for production of recombinant proteins for therapeutics has resulted in two major systems for selection of stable and active clones, Methotrexate selection of dihydrofolate reductase (DHFR) overexpressing cells and MSX selection of glutamine synthetase overexpressing cells. Cells are grown in the absence of glutamine in the media and inhibition of the endogenous activity of glutamine synthease results in cell death for cells lacking overexpression. The MSX-glutamine synthase selection mechanism provides benefits over that of the Methotrexate-DHFR system in that it typically requires a single amplification step and results in significant reduction of time to produce high stability, highly amplified clones.

L-Methionine sulfoximine has been used as a potent inhibitor of glutamine synthetase (GS) activity.

Packaging

1, 5 g in poly bottle

250, 500 mg in poly bottle

Biochem/physiol Actions

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 survival rate in a model of transient cerebral ischemia, and inhibits glutamine synthetase activity.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

???PDP_SDS_LOT_NUMBER_ERROR_MSG???

Certificate of Origin

???PDP_SDS_LOT_NUMBER_ERROR_MSG???

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
How do I find price and availability?
There are several ways to find pricing and availability for our products.Once you log onto our website, you will find the price and availability displayed on the product detail page.You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 orview local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
What is the solubility of Product M5379, L-Methionine sulfoximine?
We test the solubility at 50 mg/mL (0.277 M) in water; heat and/or sonication may be required.
What is the solution stability of Product M5379, L-Methionine sulfoximine?
We do not have any information available on solution stability. The following references may provide some helpful information:1. Proc. Roy. Soc., 138, 265 (1951).2. Weisbrod, R. E., and Meister, A., Studies on Glutamine Synthetase from Escherichia Coli. Formation of Pyrrolidone Carboxylate and Inhibition by Methionine Sulfoximine. J.Biol. Chem., 248(11), 3997-4002 (1973).3. Richman, P. G., et al., Inhibition of Gamma-glutamylcysteine Synthetase by L-methionine-S-sulfoximine. J. Biol. Chem., 248(19), 6684-6690 (1973).
How is Product M5379, L-Methionine sulfoximine, used?
This product has been reported as an inhibitor of glutamine synthetase byWeisbrod, R. E., et al., J.Biol. Chem., 248(11), 3997-4002 (1973).It has also been reported as an inhibitor of γ-glutamylcysteine synthetase by Richman, P. G., et al., J. Biol. Chem., 248(19), 6684-6690 (1973).
My question is not addressed here, how can I contact Technical Service for assistance?
Ask a Scientist here.
Show more questions

Milli-Q® Water Purification Solutions
Protocols & Articles

Articles

LC/MS Analysis of L-Methionine Sulfoximine and Sulfone on Ascentis® Express OH5

From our library of Articles, Sigma-Aldrich presents LC/MS Analysis of L-Methionine Sulfoximine and Sulfone on Ascentis® Express OH5
Keywords: Chromatography, Enzyme activity, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Separation

LC/MS Analysis of L-Methionine Sulfoximine, Sulfone and Sulfoxide on Ascentis® Express HILIC

From our library of Articles, Sigma-Aldrich presents LC/MS Analysis of L-Methionine Sulfoximine, Sulfone and Sulfoxide on Ascentis® Express HILIC
Keywords: Chromatography, Enzyme activity, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Separation

LC/MS Extracted Ion Chromatogram of MSX, Sulfone, and Sulfoxide on Ascentis® Express OH5 (HILIC Mode)

From our library of Articles, Sigma-Aldrich presents LC/MS Extracted Ion Chromatogram of MSX, Sulfone, and Sulfoxide on Ascentis® Express OH5 (HILIC Mode)
Keywords: Chromatography, High performance liquid chromatography

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?