L-METHIONINE SULFOXIMINE
Synonym(s):L -S-(3-Amino-3-carboxypropyl)-S-methylsulfoximine
- CAS NO.:15985-39-4
- Empirical Formula: C5H12N2O3S
- Molecular Weight: 180.23
- MDL number: MFCD00002621
- EINECS: 629-483-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is L-METHIONINE SULFOXIMINE?
Chemical properties
White Crystalline Powder
The Uses of L-METHIONINE SULFOXIMINE
L-Methionine sulfoximine has been used as a potent inhibitor of glutamine synthetase (GS) activity.
The Uses of L-METHIONINE SULFOXIMINE
Methionine sulfoximine inhibits both glutamine synthetase and g-glutamylcysteine synthetase. Working concentrations for inhibition of g-glutamylcysteine synthetase are 0.2-2.0 mM (52% inhibition occured at 100 mM). Methionine sulfoximine is also a toxic
The Uses of L-METHIONINE SULFOXIMINE
glutamine synthetase inhibitor, ornithine decarboxylase enhancer, convulsant
What are the applications of Application
L-Methionine [R,S]-Sulfoximine is an inhibitor of g-glutamylcysteine synthetase and glutamine synthetase
Definition
ChEBI: L-methionine sulfoximine is a methionine sulfoximine in which the amino group has S-stereochemistry. It has a role as a geroprotector and an EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor. It is a methionine sulfoximine, a L-methionine derivative and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a L-methionine sulfoximine zwitterion.
Biochem/physiol Actions
As a potent inhibitor of glutamine synthetase activity (GS), 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 synthetase results in cell death for cells lacking overexpression. The MSX-glutamine synthetase 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 (MSX) enhances NH3 production in seedling leaves wheat, barley, corn and sorghum plants by inhibiting GS activity. MSX increases ornithine decarboxylase activity and decreases the survival rate in a model of transient cerebral ischemia.
Properties of L-METHIONINE SULFOXIMINE
Melting point: | >210 °C (dec.)(lit.) |
Boiling point: | 352.2±52.0 °C(Predicted) |
Density | 1.215 (estimate) |
refractive index | 1.6430 (estimate) |
storage temp. | 20-25°C |
solubility | Aqueous Base (Slightly), Formic Acid (Slightly), Water (Sparingly, Sonicated) |
form | Crystalline Powder |
color | White or almost white |
optical activity | [α]20/D +10.8 to +14.0°, c = 1 in H2O |
BRN | 6175446 |
Stability: | Temperature Sensitive |
CAS DataBase Reference | 15985-39-4(CAS DataBase Reference) |
Safety information for L-METHIONINE SULFOXIMINE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for L-METHIONINE SULFOXIMINE
Abamectin manufacturer
Innovassynth Technologies (I) Ltd.
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